Sun Jul 13th 2025 United Airlines · UA 570 Depart at 7:00am from Boston (BOS) Fly for 1h 22m Arrive at 8:22am in New York (EWR)
Layover in New York for 1h 3m
Sun Jul 13th 2025 United Airlines · UA 3554 Depart at 9:25am from New York (EWR) Fly for 2h 32m Arrive at 10:57am in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1833 Depart at 6:05am from Boston (BOS) Fly for 1h 22m Arrive at 7:27am in New York (EWR)
Layover in New York for 1h 58m
Sun Jul 13th 2025 United Airlines · UA 3554 Depart at 9:25am from New York (EWR) Fly for 2h 32m Arrive at 10:57am in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1298 Depart at 10:40am from Boston (BOS) Fly for 2h 51m Arrive at 12:31pm in Chicago (ORD)
Layover in Chicago for 3h 19m
Sun Jul 13th 2025 United Airlines · UA 5225 Depart at 3:50pm from Chicago (ORD) Fly for 1h 0m Arrive at 4:50pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1857 Depart at 7:44am from Boston (BOS) Fly for 2h 55m Arrive at 9:39am in Chicago (ORD)
Layover in Chicago for 0h 56m
Sat Jul 12th 2025 United Airlines · UA 5234 Depart at 10:35am from Chicago (ORD) Fly for 1h 0m Arrive at 11:35am in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1032 Depart at 3:18pm from Boston (BOS) Fly for 2h 47m Arrive at 5:05pm in Chicago (ORD)
Layover in Chicago for 1h 5m
Sat Jul 12th 2025 United Airlines · UA 5555 Depart at 6:10pm from Chicago (ORD) Fly for 1h 0m Arrive at 7:10pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 688 Depart at 8:02pm from Boston (BOS) Fly for 1h 27m Arrive at 9:29pm in New York (EWR)
Layover in New York for 0h 51m
Sat Jul 12th 2025 United Airlines · UA 3617 Depart at 10:20pm from New York (EWR) Fly for 2h 34m Arrive at 11:54pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 2040 Depart at 4:27pm from Boston (BOS) Fly for 2h 53m Arrive at 6:20pm in Chicago (ORD)
Layover in Chicago for 1h 20m
Sat Jul 12th 2025 United Airlines · UA 5320 Depart at 7:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 8:45pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1015 Depart at 6:03pm from Boston (BOS) Fly for 2h 57m Arrive at 8:00pm in Chicago (ORD)
Layover in Chicago for 1h 40m
Sat Jul 12th 2025 United Airlines · UA 5362 Depart at 9:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 10:45pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 3676 Depart at 7:08pm from Boston (BOS) Fly for 1h 30m Arrive at 8:38pm in New York (EWR)
Layover in New York for 1h 42m
Sat Jul 12th 2025 United Airlines · UA 3617 Depart at 10:20pm from New York (EWR) Fly for 2h 34m Arrive at 11:54pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1732 Depart at 11:52am from Boston (BOS) Fly for 2h 51m Arrive at 1:43pm in Chicago (ORD)
Layover in Chicago for 2h 7m
Sat Jul 12th 2025 United Airlines · UA 5225 Depart at 3:50pm from Chicago (ORD) Fly for 1h 0m Arrive at 4:50pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1032 Depart at 3:18pm from Boston (BOS) Fly for 2h 47m Arrive at 5:05pm in Chicago (ORD)
Layover in Chicago for 2h 35m
Sat Jul 12th 2025 United Airlines · UA 5320 Depart at 7:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 8:45pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 546 Depart at 9:03am from Boston (BOS) Fly for 2h 51m Arrive at 10:54am in Chicago (ORD)
Layover in Chicago for 3h 15m
Sat Jul 12th 2025 United Airlines · UA 5668 Depart at 2:09pm from Chicago (ORD) Fly for 1h 1m Arrive at 3:10pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 2040 Depart at 4:27pm from Boston (BOS) Fly for 2h 53m Arrive at 6:20pm in Chicago (ORD)
Layover in Chicago for 3h 20m
Sat Jul 12th 2025 United Airlines · UA 5362 Depart at 9:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 10:45pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 2h 30m
Sun Jul 13th 2025 United Airlines · UA 5234 Depart at 10:35am from Chicago (ORD) Fly for 1h 0m Arrive at 11:35am in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1857 Depart at 7:45am from Boston (BOS) Fly for 2h 58m Arrive at 9:43am in Chicago (ORD)
Layover in Chicago for 0h 52m
Sun Jul 13th 2025 United Airlines · UA 5234 Depart at 10:35am from Chicago (ORD) Fly for 1h 0m Arrive at 11:35am in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 0h 49m
Sun Jul 13th 2025 United Airlines · UA 5821 Depart at 8:54am from Chicago (ORD) Fly for 1h 8m Arrive at 10:02am in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 546 Depart at 9:05am from Boston (BOS) Fly for 2h 51m Arrive at 10:56am in Chicago (ORD)
Layover in Chicago for 3h 13m
Sun Jul 13th 2025 United Airlines · UA 5668 Depart at 2:09pm from Chicago (ORD) Fly for 1h 1m Arrive at 3:10pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 3516 Depart at 4:32pm from Boston (BOS) Fly for 1h 30m Arrive at 6:02pm in New York (EWR)
Layover in New York for 3h 58m
Sun Jul 13th 2025 United Airlines · UA 3617 Depart at 10:00pm from New York (EWR) Fly for 2h 34m Arrive at 11:34pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 2h 30m
Sat Jul 12th 2025 United Airlines · UA 5234 Depart at 10:35am from Chicago (ORD) Fly for 1h 0m Arrive at 11:35am in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 7h 45m
Sun Jul 13th 2025 United Airlines · UA 5225 Depart at 3:50pm from Chicago (ORD) Fly for 1h 0m Arrive at 4:50pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 10h 5m
Sun Jul 13th 2025 United Airlines · UA 5555 Depart at 6:10pm from Chicago (ORD) Fly for 1h 0m Arrive at 7:10pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1298 Depart at 10:40am from Boston (BOS) Fly for 2h 51m Arrive at 12:31pm in Chicago (ORD)
Layover in Chicago for 1h 38m
Sun Jul 13th 2025 United Airlines · UA 5668 Depart at 2:09pm from Chicago (ORD) Fly for 1h 1m Arrive at 3:10pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1732 Depart at 12:15pm from Boston (BOS) Fly for 2h 48m Arrive at 2:03pm in Chicago (ORD)
Layover in Chicago for 1h 47m
Sun Jul 13th 2025 United Airlines · UA 5225 Depart at 3:50pm from Chicago (ORD) Fly for 1h 0m Arrive at 4:50pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 0h 49m
Sat Jul 12th 2025 United Airlines · UA 5821 Depart at 8:54am from Chicago (ORD) Fly for 1h 8m Arrive at 10:02am in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 11h 35m
Sun Jul 13th 2025 United Airlines · UA 5320 Depart at 7:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 8:45pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1032 Depart at 3:16pm from Boston (BOS) Fly for 2h 49m Arrive at 5:05pm in Chicago (ORD)
Layover in Chicago for 1h 5m
Sun Jul 13th 2025 United Airlines · UA 5555 Depart at 6:10pm from Chicago (ORD) Fly for 1h 0m Arrive at 7:10pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 2040 Depart at 4:27pm from Boston (BOS) Fly for 2h 53m Arrive at 6:20pm in Chicago (ORD)
Layover in Chicago for 1h 20m
Sun Jul 13th 2025 United Airlines · UA 5320 Depart at 7:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 8:45pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 3676 Depart at 6:59pm from Boston (BOS) Fly for 1h 29m Arrive at 8:28pm in New York (EWR)
Layover in New York for 1h 32m
Sun Jul 13th 2025 United Airlines · UA 3617 Depart at 10:00pm from New York (EWR) Fly for 2h 34m Arrive at 11:34pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1032 Depart at 3:16pm from Boston (BOS) Fly for 2h 49m Arrive at 5:05pm in Chicago (ORD)
Layover in Chicago for 2h 35m
Sun Jul 13th 2025 United Airlines · UA 5320 Depart at 7:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 8:45pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 3563 Depart at 12:31pm from Boston (BOS) Fly for 1h 28m Arrive at 1:59pm in New York (EWR)
Layover in New York for 1h 48m
Sat Jul 12th 2025 United Airlines · UA 3494 Depart at 3:47pm from New York (EWR) Fly for 2h 34m Arrive at 5:21pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1857 Depart at 7:44am from Boston (BOS) Fly for 2h 55m Arrive at 9:39am in Chicago (ORD)
Layover in Chicago for 4h 30m
Sat Jul 12th 2025 United Airlines · UA 5668 Depart at 2:09pm from Chicago (ORD) Fly for 1h 1m Arrive at 3:10pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1032 Depart at 3:18pm from Boston (BOS) Fly for 2h 47m Arrive at 5:05pm in Chicago (ORD)
Layover in Chicago for 4h 35m
Sat Jul 12th 2025 United Airlines · UA 5362 Depart at 9:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 10:45pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 546 Depart at 9:03am from Boston (BOS) Fly for 2h 51m Arrive at 10:54am in Chicago (ORD)
Layover in Chicago for 4h 56m
Sat Jul 12th 2025 United Airlines · UA 5225 Depart at 3:50pm from Chicago (ORD) Fly for 1h 0m Arrive at 4:50pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 6h 4m
Sat Jul 12th 2025 United Airlines · UA 5668 Depart at 2:09pm from Chicago (ORD) Fly for 1h 1m Arrive at 3:10pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1857 Depart at 7:44am from Boston (BOS) Fly for 2h 55m Arrive at 9:39am in Chicago (ORD)
Layover in Chicago for 6h 11m
Sat Jul 12th 2025 United Airlines · UA 5225 Depart at 3:50pm from Chicago (ORD) Fly for 1h 0m Arrive at 4:50pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 546 Depart at 9:03am from Boston (BOS) Fly for 2h 51m Arrive at 10:54am in Chicago (ORD)
Layover in Chicago for 7h 16m
Sat Jul 12th 2025 United Airlines · UA 5555 Depart at 6:10pm from Chicago (ORD) Fly for 1h 0m Arrive at 7:10pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1414 Depart at 6:07am from Boston (BOS) Fly for 2h 58m Arrive at 8:05am in Chicago (ORD)
Layover in Chicago for 7h 45m
Sat Jul 12th 2025 United Airlines · UA 5225 Depart at 3:50pm from Chicago (ORD) Fly for 1h 0m Arrive at 4:50pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 1857 Depart at 7:44am from Boston (BOS) Fly for 2h 55m Arrive at 9:39am in Chicago (ORD)
Layover in Chicago for 8h 31m
Sat Jul 12th 2025 United Airlines · UA 5555 Depart at 6:10pm from Chicago (ORD) Fly for 1h 0m Arrive at 7:10pm in Milwaukee (MKE)
Sat Jul 12th 2025 United Airlines · UA 546 Depart at 9:03am from Boston (BOS) Fly for 2h 51m Arrive at 10:54am in Chicago (ORD)
Layover in Chicago for 8h 46m
Sat Jul 12th 2025 United Airlines · UA 5320 Depart at 7:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 8:45pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 2454 Depart at 12:03pm from Boston (BOS) Fly for 1h 26m Arrive at 1:29pm in New York (EWR)
Layover in New York for 1h 55m
Sun Jul 13th 2025 United Airlines · UA 3494 Depart at 3:24pm from New York (EWR) Fly for 2h 34m Arrive at 4:58pm in Milwaukee (MKE)
Sun Jul 13th 2025 United Airlines · UA 1015 Depart at 6:03pm from Boston (BOS) Fly for 2h 57m Arrive at 8:00pm in Chicago (ORD)
Layover in Chicago for 1h 40m
Sun Jul 13th 2025 United Airlines · UA 5362 Depart at 9:40pm from Chicago (ORD) Fly for 1h 5m Arrive at 10:45pm in Milwaukee (MKE)
Sun Jul 13th 2025 Alaska Airlines · AS 355 Depart at 8:19pm from Boston (BOS) Fly for 6h 40m Arrive at 11:59pm in San Francisco (SFO)
Layover in San Francisco for 7h 1m
Mon Jul 14th 2025 Alaska Airlines · AS 1043 Depart at 7:00am from San Francisco (SFO) Fly for 2h 5m Arrive at 9:05am in Seattle (SEA)
Layover in Seattle for 9h 5m
Mon Jul 14th 2025 Alaska Airlines · AS 241 Depart at 6:10pm from Seattle (SEA) Fly for 3h 49m Arrive at 11:59pm in Milwaukee (MKE)
Sat Jul 12th 2025 Alaska Airlines · AS 355 Depart at 8:19pm from Boston (BOS) Fly for 6h 40m Arrive at 11:59pm in San Francisco (SFO)
Layover in San Francisco for 7h 1m
Sun Jul 13th 2025 Alaska Airlines · AS 1043 Depart at 7:00am from San Francisco (SFO) Fly for 2h 5m Arrive at 9:05am in Seattle (SEA)
Layover in Seattle for 9h 5m
Sun Jul 13th 2025 Alaska Airlines · AS 241 Depart at 6:10pm from Seattle (SEA) Fly for 3h 49m Arrive at 11:59pm in Milwaukee (MKE)
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
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
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.
@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍
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! 💪
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.
❝Founded by a remote worker and frequent flyer, who discovered that the best deals come from searching with flexible dates across entire countries or regions. Our streamlined platform strips away the clutter found on typical travel sites, offering a clean interface that focuses solely on finding cost-effective flights. Unlike traditional booking sites, FlightList allows users to search by date ranges and broad destinations, unveiling opportunities that rigid parameters often miss. Our filters let travelers tailor searches to their specific needs, whether they're digital nomads seeking their next adventure or budget-conscious explorers maximizing travel funds. We've made finding cheap flights into a quicker and easier experience, empowering users to discover just how far their budget can take them.❞
Hans Desjarlais, Founder 