Wed Apr 24th 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Wed Apr 24th 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Mon Apr 22nd 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Mon Apr 22nd 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Wed Apr 24th 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Tue Apr 23rd 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Tue Apr 23rd 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Tue Apr 23rd 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Thu Apr 25th 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Thu Apr 25th 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Mon Apr 22nd 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Mon Apr 22nd 2024 United Airlines · UA 8533 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 8533 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 8307 Depart at 2:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29pm in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 8533 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 490 Depart at 7:59am from Toronto (YYZ) Fly for 1h 59m Arrive at 8:58am in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 490 Depart at 7:59am from Toronto (YYZ) Fly for 1h 59m Arrive at 8:58am in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 4631 Depart at 9:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 10:04pm in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 3636 Depart at 4:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 5:04pm in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 4629 Depart at 1:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 2:04pm in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 3636 Depart at 4:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 5:04pm in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 4631 Depart at 9:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 10:04pm in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 4629 Depart at 1:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 2:04pm in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 5454 Depart at 11:00am from Toronto (YYZ) Fly for 2h 4m Arrive at 12:04pm in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 4631 Depart at 9:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 10:04pm in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 4629 Depart at 1:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 2:04pm in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 4631 Depart at 9:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 10:04pm in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 3636 Depart at 4:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 5:04pm in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 490 Depart at 7:59am from Toronto (YYZ) Fly for 1h 59m Arrive at 8:58am in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 4629 Depart at 1:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 2:04pm in Chicago (ORD)
Thu Apr 25th 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Sun Apr 21st 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Sun Apr 21st 2024 Porter Airlines · PD 2387 Depart at 10:30am from Toronto (YTZ) Fly for 1h 47m Arrive at 11:17am in Chicago (MDW)
Fri Apr 19th 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Thu Apr 18th 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Fri Apr 19th 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Thu Apr 18th 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Thu Apr 18th 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Sun Apr 21st 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Sat Apr 20th 2024 Porter Airlines · PD 2399 Depart at 6:15pm from Toronto (YTZ) Fly for 1h 47m Arrive at 7:02pm in Chicago (MDW)
Wed Apr 24th 2024 United Airlines · UA 8694 Depart at 12:30pm from Toronto (YYZ) Fly for 1h 54m Arrive at 1:24pm in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
Wed Apr 24th 2024 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
Fri Apr 19th 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Wed Apr 24th 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 8307 Depart at 2:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29pm in Chicago (ORD)
Sat Apr 20th 2024 United Airlines · UA 8307 Depart at 2:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29pm in Chicago (ORD)
Sun Apr 21st 2024 United Airlines · UA 8533 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 8694 Depart at 12:30pm from Toronto (YYZ) Fly for 1h 54m Arrive at 1:24pm in Chicago (ORD)
Sat Apr 20th 2024 United Airlines · UA 8293 Depart at 6:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:29pm in Chicago (ORD)
Tue Apr 23rd 2024 United Airlines · UA 8694 Depart at 12:30pm from Toronto (YYZ) Fly for 1h 54m Arrive at 1:24pm in Chicago (ORD)
Sat Apr 20th 2024 United Airlines · UA 8533 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 8533 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 8307 Depart at 2:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29pm in Chicago (ORD)
Sat Apr 20th 2024 Porter Airlines · PD 2387 Depart at 10:45am from Toronto (YTZ) Fly for 1h 47m Arrive at 11:32am in Chicago (MDW)
Wed Apr 17th 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Wed Apr 17th 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Wed Apr 17th 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Tue Apr 16th 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Mon Apr 15th 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Sat Apr 20th 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Fri Apr 19th 2024 United Airlines · UA 490 Depart at 7:59am from Toronto (YYZ) Fly for 1h 59m Arrive at 8:58am in Chicago (ORD)
Fri Apr 19th 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Sat Apr 20th 2024 United Airlines · UA 490 Depart at 7:59am from Toronto (YYZ) Fly for 1h 59m Arrive at 8:58am in Chicago (ORD)
Thu Apr 18th 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Thu Apr 18th 2024 United Airlines · UA 490 Depart at 7:59am from Toronto (YYZ) Fly for 1h 59m Arrive at 8:58am in Chicago (ORD)
Sun Apr 21st 2024 United Airlines · UA 213 Depart at 5:30pm from Toronto (YYZ) Fly for 1h 59m Arrive at 6:29pm in Chicago (ORD)
Fri Apr 19th 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Thu Apr 18th 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Sat Apr 20th 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Sun Apr 21st 2024 United Airlines · UA 1584 Depart at 7:00am from Toronto (YYZ) Fly for 2h 1m Arrive at 8:01am in Chicago (ORD)
Fri Apr 19th 2024 United Airlines · UA 5454 Depart at 11:00am from Toronto (YYZ) Fly for 2h 4m Arrive at 12:04pm in Chicago (ORD)
Fri Apr 19th 2024 United Airlines · UA 4631 Depart at 9:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 10:04pm in Chicago (ORD)
Sat Apr 20th 2024 United Airlines · UA 4629 Depart at 1:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 2:04pm in Chicago (ORD)
Fri Apr 19th 2024 United Airlines · UA 3636 Depart at 4:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 5:04pm in Chicago (ORD)
Sat Apr 20th 2024 United Airlines · UA 5454 Depart at 11:00am from Toronto (YYZ) Fly for 2h 4m Arrive at 12:04pm in Chicago (ORD)
Thu Apr 18th 2024 United Airlines · UA 4631 Depart at 9:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 10:04pm in Chicago (ORD)
Fri Apr 19th 2024 United Airlines · UA 4629 Depart at 1:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 2:04pm in Chicago (ORD)
Thu Apr 25th 2024 United Airlines · UA 3636 Depart at 4:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 5:04pm in Chicago (ORD)
Sun Apr 21st 2024 United Airlines · UA 4631 Depart at 9:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 10:04pm in Chicago (ORD)
Sun Apr 21st 2024 United Airlines · UA 3636 Depart at 4:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 5:04pm in Chicago (ORD)
Sun Apr 21st 2024 United Airlines · UA 4629 Depart at 1:00pm from Toronto (YYZ) Fly for 2h 4m Arrive at 2:04pm in Chicago (ORD)
Tue Apr 16th 2024 Porter Airlines · PD 2393 Depart at 3:30pm from Toronto (YTZ) Fly for 1h 47m Arrive at 4:17pm in Chicago (MDW)
Mon Apr 15th 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Mon Apr 15th 2024 Porter Airlines · PD 2395 Depart at 8:50pm from Toronto (YTZ) Fly for 1h 47m Arrive at 9:37pm in Chicago (MDW)
Tue Apr 16th 2024 Porter Airlines · PD 2387 Depart at 9:20am from Toronto (YTZ) Fly for 1h 47m Arrive at 10:07am in Chicago (MDW)
Sat Apr 20th 2024 Air Canada · AC 501 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Sat Apr 20th 2024 Air Canada · AC 505 Depart at 2:35pm from Toronto (YYZ) Fly for 1h 54m Arrive at 3:29pm in Chicago (ORD)
Wed Apr 17th 2024 United Airlines · UA 8293 Depart at 6:55pm from Toronto (YYZ) Fly for 1h 54m Arrive at 7:49pm in Chicago (ORD)
Mon Apr 22nd 2024 United Airlines · UA 8694 Depart at 12:30pm from Toronto (YYZ) Fly for 1h 54m Arrive at 1:24pm in Chicago (ORD)
Wed Apr 17th 2024 United Airlines · UA 8533 Depart at 8:00am from Toronto (YYZ) Fly for 1h 54m Arrive at 8:54am in Chicago (ORD)
Wed Apr 17th 2024 United Airlines · UA 8694 Depart at 12:30pm from Toronto (YYZ) Fly for 1h 54m Arrive at 1:24pm in Chicago (ORD)
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
@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! 💪
Tips to help you find the cheapest flights from Toronto to Chicago (YTO to CHI).
❝As someone who works remotely & travels frequently, I always book one way flights and I'm flexible on my departure dates. I look for the best deals. Most sites require you to enter a specific departure date and clutter the page with uneccessary options, images and ads. I want something simple and minimal which allows me to search by departure date range & display a list of flights with the ability to filter according to my needs. So, I built FlightList to solve my own problem & help other travelers who may have the same frustration. It's how I imagine a flight booking site should be.❞