Flights from Boston to Key West (BOS to EYW)

Discover more affordable dates and routes for flights from Boston to Key West (BOS to EYW) within a date range.

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US$123

10:59am - 11:39am
Wed Sep 17th 2025

24h 40m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Sep 17th 2025 Allegiant Air · G4 226 Depart at 10:59am from Boston (BOS) Fly for 2h 20m Arrive at 1:19pm in Asheville (AVL)

Layover in Asheville for 20h 21m

Thu Sep 18th 2025 Allegiant Air · G4 228 Depart at 9:40am from Asheville (AVL) Fly for 1h 59m Arrive at 11:39am in Key West (EYW)
US$134

4:12pm - 4:51pm
Thu Aug 28th 2025

24h 39m
Boston (BOS) → Key West (EYW)

2 Stops

Thu Aug 28th 2025 Spirit Airlines · NK 2512 Depart at 4:12pm from Boston (BOS) Fly for 2h 17m Arrive at 6:29pm in Myrtle Beach (MYR)

Layover in Myrtle Beach for 1h 5m

Thu Aug 28th 2025 Spirit Airlines · NK 2513 Depart at 7:34pm from Myrtle Beach (MYR) Fly for 1h 32m Arrive at 9:06pm in Pittsburgh (PIT)

Layover in Pittsburgh for 17h 3m

Fri Aug 29th 2025 Allegiant Air · G4 991 Depart at 2:09pm from Pittsburgh (PIT) Fly for 2h 42m Arrive at 4:51pm in Key West (EYW)
US$139

10:59am - 11:39am
Wed Sep 24th 2025

24h 40m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Sep 24th 2025 Allegiant Air · G4 226 Depart at 10:59am from Boston (BOS) Fly for 2h 20m Arrive at 1:19pm in Asheville (AVL)

Layover in Asheville for 20h 21m

Thu Sep 25th 2025 Allegiant Air · G4 228 Depart at 9:40am from Asheville (AVL) Fly for 1h 59m Arrive at 11:39am in Key West (EYW)
US$139

10:58am - 11:42am
Wed Oct 1st 2025

24h 44m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Oct 1st 2025 Allegiant Air · G4 226 Depart at 10:58am from Boston (BOS) Fly for 2h 25m Arrive at 1:23pm in Asheville (AVL)

Layover in Asheville for 20h 17m

Thu Oct 2nd 2025 Allegiant Air · G4 1893 Depart at 9:40am from Asheville (AVL) Fly for 2h 2m Arrive at 11:42am in Key West (EYW)
US$144

6:11am - 7:55pm
Thu Oct 23rd 2025

37h 44m
Boston (BOS) → Key West (EYW)

2 Stops

Thu Oct 23rd 2025 Spirit Airlines · NK 448 Depart at 6:11am from Boston (BOS) Fly for 3h 29m Arrive at 9:40am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 6h 50m

Thu Oct 23rd 2025 Spirit Airlines · NK 1898 Depart at 4:30pm from Fort Lauderdale (FLL) Fly for 2h 30m Arrive at 7:00pm in Pittsburgh (PIT)

Layover in Pittsburgh for 22h 15m

Fri Oct 24th 2025 Allegiant Air · G4 1105 Depart at 5:15pm from Pittsburgh (PIT) Fly for 2h 40m Arrive at 7:55pm in Key West (EYW)
US$145

10:13am - 11:42am
Sat Oct 4th 2025

25h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Sat Oct 4th 2025 Allegiant Air · G4 226 Depart at 10:13am from Boston (BOS) Fly for 2h 25m Arrive at 12:38pm in Asheville (AVL)

Layover in Asheville for 21h 2m

Sun Oct 5th 2025 Allegiant Air · G4 1893 Depart at 9:40am from Asheville (AVL) Fly for 2h 2m Arrive at 11:42am in Key West (EYW)
US$148

9:00am - 1:33pm
Sun Dec 14th 2025

28h 33m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Dec 14th 2025 Allegiant Air · G4 1398 Depart at 9:00am from Boston (BOS) Fly for 2h 31m Arrive at 11:31am in Knoxville (TYS)

Layover in Knoxville for 23h 51m

Mon Dec 15th 2025 Allegiant Air · G4 3790 Depart at 11:22am from Knoxville (TYS) Fly for 2h 11m Arrive at 1:33pm in Key West (EYW)
US$149

9:00am - 1:39pm
Sun Dec 7th 2025

28h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Dec 7th 2025 Allegiant Air · G4 1398 Depart at 9:00am from Boston (BOS) Fly for 2h 31m Arrive at 11:31am in Knoxville (TYS)

Layover in Knoxville for 23h 57m

Mon Dec 8th 2025 Allegiant Air · G4 3790 Depart at 11:28am from Knoxville (TYS) Fly for 2h 11m Arrive at 1:39pm in Key West (EYW)
US$151

10:34am - 4:51pm
Sun Aug 31st 2025

30h 17m
Boston (BOS) → Key West (EYW)

2 Stops

Sun Aug 31st 2025 Spirit Airlines · NK 426 Depart at 10:34am from Boston (BOS) Fly for 3h 13m Arrive at 1:47pm in Orlando (MCO)

Layover in Orlando for 0h 55m

Sun Aug 31st 2025 Spirit Airlines · NK 2446 Depart at 2:42pm from Orlando (MCO) Fly for 2h 23m Arrive at 5:05pm in Pittsburgh (PIT)

Layover in Pittsburgh for 21h 4m

Mon Sep 1st 2025 Allegiant Air · G4 991 Depart at 2:09pm from Pittsburgh (PIT) Fly for 2h 42m Arrive at 4:51pm in Key West (EYW)
US$153

4:12pm - 4:51pm
Sun Aug 31st 2025

24h 39m
Boston (BOS) → Key West (EYW)

2 Stops

Sun Aug 31st 2025 Spirit Airlines · NK 2512 Depart at 4:12pm from Boston (BOS) Fly for 2h 17m Arrive at 6:29pm in Myrtle Beach (MYR)

Layover in Myrtle Beach for 1h 5m

Sun Aug 31st 2025 Spirit Airlines · NK 2513 Depart at 7:34pm from Myrtle Beach (MYR) Fly for 1h 32m Arrive at 9:06pm in Pittsburgh (PIT)

Layover in Pittsburgh for 17h 3m

Mon Sep 1st 2025 Allegiant Air · G4 991 Depart at 2:09pm from Pittsburgh (PIT) Fly for 2h 42m Arrive at 4:51pm in Key West (EYW)
US$167

6:00am - 2:04pm
Mon Nov 3rd 2025

8h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Nov 3rd 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 28m Arrive at 7:28am in New York (EWR)

Layover in New York for 3h 11m

Mon Nov 3rd 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$168

6:00am - 2:04pm
Mon Nov 17th 2025

8h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Nov 17th 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 28m Arrive at 7:28am in New York (EWR)

Layover in New York for 3h 11m

Mon Nov 17th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$168

6:00am - 2:04pm
Wed Nov 19th 2025

8h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Nov 19th 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 28m Arrive at 7:28am in New York (EWR)

Layover in New York for 3h 11m

Wed Nov 19th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$169

6:00am - 2:04pm
Wed Oct 29th 2025

8h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Oct 29th 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 28m Arrive at 7:28am in New York (EWR)

Layover in New York for 3h 11m

Wed Oct 29th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$172

8:15am - 2:04pm
Mon Nov 3rd 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Nov 3rd 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Mon Nov 3rd 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$172

8:05am - 2:06pm
Wed Dec 10th 2025

6h 1m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Dec 10th 2025 United Airlines · UA 570 Depart at 8:05am from Boston (BOS) Fly for 1h 28m Arrive at 9:33am in New York (EWR)

Layover in New York for 1h 12m

Wed Dec 10th 2025 United Airlines · UA 1822 Depart at 10:45am from New York (EWR) Fly for 3h 21m Arrive at 2:06pm in Key West (EYW)
US$172

8:05am - 2:06pm
Tue Dec 9th 2025

6h 1m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Dec 9th 2025 United Airlines · UA 570 Depart at 8:05am from Boston (BOS) Fly for 1h 28m Arrive at 9:33am in New York (EWR)

Layover in New York for 1h 12m

Tue Dec 9th 2025 United Airlines · UA 1822 Depart at 10:45am from New York (EWR) Fly for 3h 21m Arrive at 2:06pm in Key West (EYW)
US$172

7:10am - 2:01pm
Tue Sep 23rd 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Sep 23rd 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Tue Sep 23rd 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$172

7:10am - 2:01pm
Tue Sep 2nd 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Sep 2nd 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Tue Sep 2nd 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$173

8:15am - 2:04pm
Wed Oct 29th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Oct 29th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Wed Oct 29th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$173

9:05am - 2:55pm
Mon Sep 8th 2025

5h 50m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Sep 8th 2025 United Airlines · UA 1321 Depart at 9:05am from Boston (BOS) Fly for 1h 24m Arrive at 10:29am in New York (EWR)

Layover in New York for 1h 1m

Mon Sep 8th 2025 United Airlines · UA 3687 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$173

9:05am - 2:55pm
Wed Sep 10th 2025

5h 50m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Sep 10th 2025 United Airlines · UA 2016 Depart at 9:05am from Boston (BOS) Fly for 1h 24m Arrive at 10:29am in New York (EWR)

Layover in New York for 1h 1m

Wed Sep 10th 2025 United Airlines · UA 3687 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$173

5:20am - 11:41am
Thu Jan 1st 2026

6h 21m
Boston (BOS) → Key West (EYW)

1 Stop

Thu Jan 1st 2026 United Airlines · UA 1734 Depart at 5:20am from Boston (BOS) Fly for 1h 46m Arrive at 7:06am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 9m

Thu Jan 1st 2026 United Airlines · UA 3545 Depart at 8:15am from Washington, D.C. (IAD) Fly for 3h 26m Arrive at 11:41am in Key West (EYW)
US$173

8:00am - 2:29pm
Wed Oct 15th 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Oct 15th 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Wed Oct 15th 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$173

8:00am - 2:29pm
Tue Oct 14th 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Oct 14th 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Tue Oct 14th 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$173

7:10am - 2:01pm
Sun Sep 14th 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Sep 14th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Sun Sep 14th 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$173

7:10am - 2:01pm
Tue Sep 9th 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Sep 9th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Tue Sep 9th 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$173

6:45am - 2:13pm
Thu Jan 1st 2026

7h 28m
Boston (BOS) → Key West (EYW)

1 Stop

Thu Jan 1st 2026 United Airlines · UA 570 Depart at 6:45am from Boston (BOS) Fly for 1h 30m Arrive at 8:15am in New York (EWR)

Layover in New York for 2h 22m

Thu Jan 1st 2026 United Airlines · UA 1822 Depart at 10:37am from New York (EWR) Fly for 3h 36m Arrive at 2:13pm in Key West (EYW)
US$173

6:00am - 11:39am
Sun Jan 18th 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Jan 18th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Sun Jan 18th 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$173

8:15am - 2:04pm
Mon Nov 17th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Nov 17th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Mon Nov 17th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$173

8:15am - 2:04pm
Wed Nov 19th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Nov 19th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Wed Nov 19th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$173

9:05am - 2:55pm
Wed Sep 3rd 2025

5h 50m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Sep 3rd 2025 United Airlines · UA 2016 Depart at 9:05am from Boston (BOS) Fly for 1h 24m Arrive at 10:29am in New York (EWR)

Layover in New York for 1h 1m

Wed Sep 3rd 2025 United Airlines · UA 3687 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$173

9:05am - 2:55pm
Wed Sep 17th 2025

5h 50m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Sep 17th 2025 United Airlines · UA 2016 Depart at 9:05am from Boston (BOS) Fly for 1h 24m Arrive at 10:29am in New York (EWR)

Layover in New York for 1h 1m

Wed Sep 17th 2025 United Airlines · UA 3687 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$173

8:05am - 2:14pm
Sat Aug 30th 2025

6h 9m
Boston (BOS) → Key West (EYW)

1 Stop

Sat Aug 30th 2025 United Airlines · UA 309 Depart at 8:05am from Boston (BOS) Fly for 1h 25m Arrive at 9:30am in New York (EWR)

Layover in New York for 1h 30m

Sat Aug 30th 2025 United Airlines · UA 541 Depart at 11:00am from New York (EWR) Fly for 3h 14m Arrive at 2:14pm in Key West (EYW)
US$173

6:00am - 12:46pm
Mon Feb 9th 2026

6h 46m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Feb 9th 2026 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 13m Arrive at 7:13am in New York (EWR)

Layover in New York for 2h 16m

Mon Feb 9th 2026 United Airlines · UA 1822 Depart at 9:29am from New York (EWR) Fly for 3h 17m Arrive at 12:46pm in Key West (EYW)
US$173

6:00am - 12:46pm
Tue Jan 6th 2026

6h 46m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Jan 6th 2026 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 13m Arrive at 7:13am in New York (EWR)

Layover in New York for 2h 16m

Tue Jan 6th 2026 United Airlines · UA 1822 Depart at 9:29am from New York (EWR) Fly for 3h 17m Arrive at 12:46pm in Key West (EYW)
US$173

8:00am - 3:06pm
Sun Jan 18th 2026

7h 6m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Jan 18th 2026 United Airlines · UA 449 Depart at 8:00am from Boston (BOS) Fly for 2h 44m Arrive at 9:44am in Chicago (ORD)

Layover in Chicago for 1h 11m

Sun Jan 18th 2026 United Airlines · UA 2070 Depart at 10:55am from Chicago (ORD) Fly for 3h 11m Arrive at 3:06pm in Key West (EYW)
US$173

8:00am - 3:06pm
Mon Feb 9th 2026

7h 6m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Feb 9th 2026 United Airlines · UA 449 Depart at 8:00am from Boston (BOS) Fly for 2h 44m Arrive at 9:44am in Chicago (ORD)

Layover in Chicago for 1h 11m

Mon Feb 9th 2026 United Airlines · UA 2070 Depart at 10:55am from Chicago (ORD) Fly for 3h 11m Arrive at 3:06pm in Key West (EYW)
US$174

6:00am - 11:39am
Sun Feb 8th 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Feb 8th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Sun Feb 8th 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$174

6:00am - 11:39am
Sun Jan 25th 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Jan 25th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Sun Jan 25th 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$174

6:00am - 11:39am
Tue Feb 3rd 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Feb 3rd 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Tue Feb 3rd 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$174

6:00am - 12:46pm
Tue Jan 20th 2026

6h 46m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Jan 20th 2026 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 13m Arrive at 7:13am in New York (EWR)

Layover in New York for 2h 16m

Tue Jan 20th 2026 United Airlines · UA 1822 Depart at 9:29am from New York (EWR) Fly for 3h 17m Arrive at 12:46pm in Key West (EYW)
US$174

6:00am - 12:46pm
Mon Jan 19th 2026

6h 46m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Jan 19th 2026 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 13m Arrive at 7:13am in New York (EWR)

Layover in New York for 2h 16m

Mon Jan 19th 2026 United Airlines · UA 1822 Depart at 9:29am from New York (EWR) Fly for 3h 17m Arrive at 12:46pm in Key West (EYW)
US$174

6:00am - 12:46pm
Tue Jan 27th 2026

6h 46m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Jan 27th 2026 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 13m Arrive at 7:13am in New York (EWR)

Layover in New York for 2h 16m

Tue Jan 27th 2026 United Airlines · UA 1822 Depart at 9:29am from New York (EWR) Fly for 3h 17m Arrive at 12:46pm in Key West (EYW)
US$174

8:00am - 3:06pm
Sun Jan 25th 2026

7h 6m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Jan 25th 2026 United Airlines · UA 449 Depart at 8:00am from Boston (BOS) Fly for 2h 44m Arrive at 9:44am in Chicago (ORD)

Layover in Chicago for 1h 11m

Sun Jan 25th 2026 United Airlines · UA 2070 Depart at 10:55am from Chicago (ORD) Fly for 3h 11m Arrive at 3:06pm in Key West (EYW)
US$174

8:00am - 3:06pm
Mon Jan 19th 2026

7h 6m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Jan 19th 2026 United Airlines · UA 449 Depart at 8:00am from Boston (BOS) Fly for 2h 44m Arrive at 9:44am in Chicago (ORD)

Layover in Chicago for 1h 11m

Mon Jan 19th 2026 United Airlines · UA 2070 Depart at 10:55am from Chicago (ORD) Fly for 3h 11m Arrive at 3:06pm in Key West (EYW)
US$174

6:45am - 2:13pm
Sun Jan 4th 2026

7h 28m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Jan 4th 2026 United Airlines · UA 570 Depart at 6:45am from Boston (BOS) Fly for 1h 30m Arrive at 8:15am in New York (EWR)

Layover in New York for 2h 22m

Sun Jan 4th 2026 United Airlines · UA 1822 Depart at 10:37am from New York (EWR) Fly for 3h 36m Arrive at 2:13pm in Key West (EYW)
US$208

8:15am - 2:04pm
Wed Nov 5th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Nov 5th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Wed Nov 5th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$208

8:00am - 2:29pm
Wed Oct 1st 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Oct 1st 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Wed Oct 1st 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$208

8:00am - 2:29pm
Tue Oct 21st 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Oct 21st 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Tue Oct 21st 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$210

6:00am - 2:04pm
Sun Oct 26th 2025

8h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Oct 26th 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 28m Arrive at 7:28am in New York (EWR)

Layover in New York for 3h 11m

Sun Oct 26th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$210

6:00am - 11:39am
Sat Jan 10th 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Sat Jan 10th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Sat Jan 10th 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$210

6:00am - 11:39am
Mon Feb 9th 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Feb 9th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Mon Feb 9th 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$210

8:15am - 2:04pm
Mon Nov 24th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Nov 24th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Mon Nov 24th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$210

8:15am - 2:04pm
Tue Nov 4th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Nov 4th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Tue Nov 4th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$210

8:05am - 2:06pm
Sun Dec 14th 2025

6h 1m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Dec 14th 2025 United Airlines · UA 570 Depart at 8:05am from Boston (BOS) Fly for 1h 28m Arrive at 9:33am in New York (EWR)

Layover in New York for 1h 12m

Sun Dec 14th 2025 United Airlines · UA 1822 Depart at 10:45am from New York (EWR) Fly for 3h 21m Arrive at 2:06pm in Key West (EYW)
US$212

8:05am - 2:01pm
Sun Aug 24th 2025

5h 56m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Aug 24th 2025 United Airlines · UA 309 Depart at 8:05am from Boston (BOS) Fly for 1h 25m Arrive at 9:30am in New York (EWR)

Layover in New York for 1h 0m

Sun Aug 24th 2025 United Airlines · UA 3620 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$212

8:05am - 2:14pm
Sat Aug 23rd 2025

6h 9m
Boston (BOS) → Key West (EYW)

1 Stop

Sat Aug 23rd 2025 United Airlines · UA 309 Depart at 8:05am from Boston (BOS) Fly for 1h 25m Arrive at 9:30am in New York (EWR)

Layover in New York for 1h 30m

Sat Aug 23rd 2025 United Airlines · UA 541 Depart at 11:00am from New York (EWR) Fly for 3h 14m Arrive at 2:14pm in Key West (EYW)
US$212

8:05am - 2:25pm
Wed Aug 20th 2025

6h 20m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Aug 20th 2025 United Airlines · UA 309 Depart at 8:05am from Boston (BOS) Fly for 1h 25m Arrive at 9:30am in New York (EWR)

Layover in New York for 1h 30m

Wed Aug 20th 2025 United Airlines · UA 3620 Depart at 11:00am from New York (EWR) Fly for 3h 25m Arrive at 2:25pm in Key West (EYW)
US$212

7:10am - 2:01pm
Sun Aug 24th 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Aug 24th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Sun Aug 24th 2025 United Airlines · UA 3620 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$212

7:10am - 2:14pm
Sat Aug 23rd 2025

7h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Sat Aug 23rd 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 2h 25m

Sat Aug 23rd 2025 United Airlines · UA 541 Depart at 11:00am from New York (EWR) Fly for 3h 14m Arrive at 2:14pm in Key West (EYW)
US$212

7:20am - 2:25pm
Wed Aug 20th 2025

7h 5m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Aug 20th 2025 United Airlines · UA 570 Depart at 7:20am from Boston (BOS) Fly for 1h 25m Arrive at 8:45am in New York (EWR)

Layover in New York for 2h 15m

Wed Aug 20th 2025 United Airlines · UA 3620 Depart at 11:00am from New York (EWR) Fly for 3h 25m Arrive at 2:25pm in Key West (EYW)
US$212

6:00am - 2:01pm
Sun Aug 24th 2025

8h 1m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Aug 24th 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 23m Arrive at 7:23am in New York (EWR)

Layover in New York for 3h 7m

Sun Aug 24th 2025 United Airlines · UA 3620 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$212

6:00am - 2:04pm
Tue Oct 28th 2025

8h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Oct 28th 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 28m Arrive at 7:28am in New York (EWR)

Layover in New York for 3h 11m

Tue Oct 28th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$212

6:00am - 2:04pm
Mon Oct 27th 2025

8h 4m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Oct 27th 2025 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 28m Arrive at 7:28am in New York (EWR)

Layover in New York for 3h 11m

Mon Oct 27th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$212

6:00am - 11:39am
Tue Jan 27th 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Jan 27th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Tue Jan 27th 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$212

8:15am - 2:04pm
Mon Dec 1st 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Dec 1st 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Mon Dec 1st 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$212

8:05am - 2:06pm
Sun Dec 7th 2025

6h 1m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Dec 7th 2025 United Airlines · UA 570 Depart at 8:05am from Boston (BOS) Fly for 1h 28m Arrive at 9:33am in New York (EWR)

Layover in New York for 1h 12m

Sun Dec 7th 2025 United Airlines · UA 1822 Depart at 10:45am from New York (EWR) Fly for 3h 21m Arrive at 2:06pm in Key West (EYW)
US$212

8:05am - 2:06pm
Wed Dec 3rd 2025

6h 1m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Dec 3rd 2025 United Airlines · UA 570 Depart at 8:05am from Boston (BOS) Fly for 1h 28m Arrive at 9:33am in New York (EWR)

Layover in New York for 1h 12m

Wed Dec 3rd 2025 United Airlines · UA 1822 Depart at 10:45am from New York (EWR) Fly for 3h 21m Arrive at 2:06pm in Key West (EYW)
US$212

5:20am - 11:41am
Sun Jan 4th 2026

6h 21m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Jan 4th 2026 United Airlines · UA 1734 Depart at 5:20am from Boston (BOS) Fly for 1h 46m Arrive at 7:06am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 9m

Sun Jan 4th 2026 United Airlines · UA 3545 Depart at 8:15am from Washington, D.C. (IAD) Fly for 3h 26m Arrive at 11:41am in Key West (EYW)
US$212

6:00am - 12:46pm
Fri Jan 23rd 2026

6h 46m
Boston (BOS) → Key West (EYW)

1 Stop

Fri Jan 23rd 2026 United Airlines · UA 1833 Depart at 6:00am from Boston (BOS) Fly for 1h 13m Arrive at 7:13am in New York (EWR)

Layover in New York for 2h 16m

Fri Jan 23rd 2026 United Airlines · UA 1822 Depart at 9:29am from New York (EWR) Fly for 3h 17m Arrive at 12:46pm in Key West (EYW)
US$212

8:00am - 3:06pm
Tue Jan 20th 2026

7h 6m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Jan 20th 2026 United Airlines · UA 449 Depart at 8:00am from Boston (BOS) Fly for 2h 44m Arrive at 9:44am in Chicago (ORD)

Layover in Chicago for 1h 11m

Tue Jan 20th 2026 United Airlines · UA 2070 Depart at 10:55am from Chicago (ORD) Fly for 3h 11m Arrive at 3:06pm in Key West (EYW)
US$214

8:05am - 2:25pm
Wed Aug 27th 2025

6h 20m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Aug 27th 2025 United Airlines · UA 309 Depart at 8:05am from Boston (BOS) Fly for 1h 25m Arrive at 9:30am in New York (EWR)

Layover in New York for 1h 30m

Wed Aug 27th 2025 United Airlines · UA 3620 Depart at 11:00am from New York (EWR) Fly for 3h 25m Arrive at 2:25pm in Key West (EYW)
US$214

7:10am - 2:25pm
Wed Aug 27th 2025

7h 15m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Aug 27th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 2h 25m

Wed Aug 27th 2025 United Airlines · UA 3620 Depart at 11:00am from New York (EWR) Fly for 3h 25m Arrive at 2:25pm in Key West (EYW)
US$215

8:20am - 2:01pm
Fri Sep 5th 2025

5h 41m
Boston (BOS) → Key West (EYW)

1 Stop

Fri Sep 5th 2025 United Airlines · UA 309 Depart at 8:20am from Boston (BOS) Fly for 1h 24m Arrive at 9:44am in New York (EWR)

Layover in New York for 0h 46m

Fri Sep 5th 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$215

8:15am - 2:04pm
Sun Nov 9th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Nov 9th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Sun Nov 9th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$215

9:05am - 2:55pm
Mon Sep 15th 2025

5h 50m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Sep 15th 2025 United Airlines · UA 1321 Depart at 9:05am from Boston (BOS) Fly for 1h 24m Arrive at 10:29am in New York (EWR)

Layover in New York for 1h 1m

Mon Sep 15th 2025 United Airlines · UA 3687 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$215

9:05am - 2:55pm
Wed Sep 24th 2025

5h 50m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Sep 24th 2025 United Airlines · UA 2016 Depart at 9:05am from Boston (BOS) Fly for 1h 24m Arrive at 10:29am in New York (EWR)

Layover in New York for 1h 1m

Wed Sep 24th 2025 United Airlines · UA 3687 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$215

9:05am - 2:55pm
Mon Sep 22nd 2025

5h 50m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Sep 22nd 2025 United Airlines · UA 1321 Depart at 9:05am from Boston (BOS) Fly for 1h 24m Arrive at 10:29am in New York (EWR)

Layover in New York for 1h 1m

Mon Sep 22nd 2025 United Airlines · UA 3687 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$215

8:05am - 2:01pm
Sun Aug 31st 2025

5h 56m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Aug 31st 2025 United Airlines · UA 309 Depart at 8:05am from Boston (BOS) Fly for 1h 25m Arrive at 9:30am in New York (EWR)

Layover in New York for 1h 0m

Sun Aug 31st 2025 United Airlines · UA 3620 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$215

8:00am - 2:29pm
Mon Oct 20th 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Oct 20th 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Mon Oct 20th 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$215

8:00am - 2:29pm
Tue Sep 30th 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Sep 30th 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Tue Sep 30th 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$215

8:00am - 2:29pm
Sun Sep 28th 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Sep 28th 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Sun Sep 28th 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$215

7:10am - 2:01pm
Thu Sep 4th 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Thu Sep 4th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Thu Sep 4th 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$215

7:10am - 2:01pm
Sun Sep 7th 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Sep 7th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Sun Sep 7th 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$215

7:10am - 2:01pm
Sun Sep 21st 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Sep 21st 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Sun Sep 21st 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$215

7:10am - 2:01pm
Tue Sep 16th 2025

6h 51m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Sep 16th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 1h 55m

Tue Sep 16th 2025 United Airlines · UA 3687 Depart at 10:30am from New York (EWR) Fly for 3h 31m Arrive at 2:01pm in Key West (EYW)
US$215

7:10am - 2:55pm
Mon Sep 1st 2025

7h 45m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Sep 1st 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 2h 55m

Mon Sep 1st 2025 United Airlines · UA 3620 Depart at 11:30am from New York (EWR) Fly for 3h 25m Arrive at 2:55pm in Key West (EYW)
US$217

8:15am - 2:04pm
Tue Nov 11th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Nov 11th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Tue Nov 11th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$217

8:15am - 2:04pm
Tue Oct 28th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Oct 28th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Tue Oct 28th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$217

8:15am - 2:04pm
Sun Nov 16th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Sun Nov 16th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Sun Nov 16th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$217

8:15am - 2:04pm
Mon Oct 27th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Oct 27th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Mon Oct 27th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$217

8:15am - 2:04pm
Mon Nov 10th 2025

5h 49m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Nov 10th 2025 United Airlines · UA 1307 Depart at 8:15am from Boston (BOS) Fly for 1h 28m Arrive at 9:43am in New York (EWR)

Layover in New York for 0h 56m

Mon Nov 10th 2025 United Airlines · UA 1833 Depart at 10:39am from New York (EWR) Fly for 3h 25m Arrive at 2:04pm in Key West (EYW)
US$217

8:00am - 2:29pm
Tue Oct 7th 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Oct 7th 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Tue Oct 7th 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$217

8:00am - 2:29pm
Mon Oct 6th 2025

6h 29m
Boston (BOS) → Key West (EYW)

1 Stop

Mon Oct 6th 2025 United Airlines · UA 570 Depart at 8:00am from Boston (BOS) Fly for 1h 24m Arrive at 9:24am in New York (EWR)

Layover in New York for 1h 36m

Mon Oct 6th 2025 United Airlines · UA 3687 Depart at 11:00am from New York (EWR) Fly for 3h 29m Arrive at 2:29pm in Key West (EYW)
US$219

8:05am - 2:25pm
Tue Aug 26th 2025

6h 20m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Aug 26th 2025 United Airlines · UA 309 Depart at 8:05am from Boston (BOS) Fly for 1h 25m Arrive at 9:30am in New York (EWR)

Layover in New York for 1h 30m

Tue Aug 26th 2025 United Airlines · UA 3620 Depart at 11:00am from New York (EWR) Fly for 3h 25m Arrive at 2:25pm in Key West (EYW)
US$219

7:10am - 2:25pm
Tue Aug 26th 2025

7h 15m
Boston (BOS) → Key West (EYW)

1 Stop

Tue Aug 26th 2025 United Airlines · UA 570 Depart at 7:10am from Boston (BOS) Fly for 1h 25m Arrive at 8:35am in New York (EWR)

Layover in New York for 2h 25m

Tue Aug 26th 2025 United Airlines · UA 3620 Depart at 11:00am from New York (EWR) Fly for 3h 25m Arrive at 2:25pm in Key West (EYW)
US$238

6:00am - 11:39am
Wed Jan 28th 2026

5h 39m
Boston (BOS) → Key West (EYW)

1 Stop

Wed Jan 28th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 51m

Wed Jan 28th 2026 United Airlines · UA 6158 Depart at 8:25am from Washington, D.C. (IAD) Fly for 3h 14m Arrive at 11:39am in Key West (EYW)
US$588

6:00am - 11:21am
Fri Feb 13th 2026

5h 21m
Boston (BOS) → Key West (EYW)

1 Stop

Fri Feb 13th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 41m

Fri Feb 13th 2026 United Airlines · UA 2047 Depart at 8:15am from Washington, D.C. (IAD) Fly for 3h 6m Arrive at 11:21am in Key West (EYW)
US$864

6:00am - 11:21am
Sat Feb 14th 2026

5h 21m
Boston (BOS) → Key West (EYW)

1 Stop

Sat Feb 14th 2026 United Airlines · UA 1734 Depart at 6:00am from Boston (BOS) Fly for 1h 34m Arrive at 7:34am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 41m

Sat Feb 14th 2026 United Airlines · UA 2047 Depart at 8:15am from Washington, D.C. (IAD) Fly for 3h 6m Arrive at 11:21am in Key West (EYW)

Sarah Belizaire

@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

John Ford

@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

Roaming Sonaa

@roamingsonaa

For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality.

Andy Travels

@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

Travel With Bender

@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Wesley Mergard

@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Flights from Boston to Key West (BOS to EYW)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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