Find Chicago to Vail flights starting at CAD 249.
Book one-way or return flights from Chicago to Vail from as little as CAD 249. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- ORD06:008h 59m1 stopEGE13:59Wed, Jun 5|Chicago - Vail|American AirlinesCAD 249CAD 57756% OFF56% OFFCAD 577CAD 249
- ORD06:256h 38m1 stopEGE12:03Thu, May 9|Chicago - Vail|American AirlinesCAD 367CAD 57736% OFF36% OFFCAD 577CAD 367
- ORD05:005h 55m1 stopEGE09:55Fri, Jul 19|Chicago - Vail|American AirlinesCAD 367CAD 57736% OFF36% OFFCAD 577CAD 367
- ORD06:256h 38m1 stopEGE12:03Mon, Jun 3|Chicago - Vail|American AirlinesCAD 368CAD 368
- ORD09:153hDirectEGE11:15Sun, Apr 28|Chicago - Vail|United AirlinesCAD 374CAD 374
- ORD07:106h 10m1 stopEGE12:20Tue, Jun 18|Chicago - Vail|United AirlinesCAD 380CAD 380
- ORD07:104h 26m1 stopEGE10:36Mon, May 20|Chicago - Vail|United AirlinesCAD 381CAD 381
- ORD07:104h 40m1 stopEGE10:50Sun, Jun 9|Chicago - Vail|United AirlinesCAD 384CAD 384
- ORD05:046h 46m1 stopEGE10:50Mon, Jun 3|Chicago - Vail|United AirlinesCAD 386CAD 386
- MDW05:307h 58m1 stopEGE12:28Mon, May 6|Chicago - Vail|Frontier AirlinesCAD 391CAD 391
- CHI13:003h 5mDirectEGE14:00Sun, May 5|Chicago - Vail|American AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Vail.
- CheapestORD06:008h 59m1 transferEGE13:59O'Hare International Airport - Eagle County Regional AirportWed, Jun 5American AirlinesCAD 249
- MDW05:307h 58m1 transferEGE12:28Midway International Airport - Eagle County Regional AirportMon, May 6Frontier AirlinesCAD 391
- MDW05:307h 58m1 transferEGE12:28Midway International Airport - Eagle County Regional AirportMon, May 6Frontier AirlinesCAD 391Find More Flights
How do I find the cheapest flights?
How to find a cheap flight from Chicago to Vail
Cheapest direct flight price | CAD 248 |
---|---|
Cheapest return ticket price | CAD 607 |
Cheapest month | January |
Peak season for travel | November |
Flight distance | 1,639.2km |
Average flight time | 3 hours |
Popular airline | American Airlines |
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