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Flights from Vail to Chicago
Cheap flight deals from Vail to Chicago Starting at AED 185
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopEGE 13:182h 43mNonstopORD 17:01Vail - Chicago | Thu, Mar 27 | American AirlinesORD 10:102h 57mNonstopEGE 12:07Chicago - Vail | Sun, Mar 30 | American AirlinesAED 1,552 AED 4,60466% OFF66% OFFAED 4,604 AED 1,552
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EGE 08:002h 57mNonstopORD 11:57Vail - Chicago | Mon, Mar 24 | United AirlinesORD 08:543h 10mNonstopEGE 11:04Chicago - Vail | Tue, Mar 25 | United AirlinesAED 3,775 AED 4,60418% OFF18% OFFAED 4,604 AED 3,775
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EGE 11:449h 48m1 stopsMDW 22:32Vail - Chicago | Fri, Apr 11 | Frontier AirlinesORD 05:016h 53m1 stopsEGE 10:54Chicago - Vail | Mon, Apr 14 | Frontier AirlinesAED 514 AED 4,60489% OFF89% OFFAED 4,604 AED 514
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EGE 14:588h 23m1 stopsMDW 00:21Vail - Chicago | Thu, Apr 3 | Frontier AirlinesMDW 06:458h 23m1 stopsEGE 14:08Chicago - Vail | Sun, Apr 6 | Frontier AirlinesAED 65686% OFFAED 4,604 AED 656
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EGE 14:588h 23m1 stopsMDW 00:21Vail - Chicago | Thu, Apr 10 | Frontier AirlinesORD 06:458h 23m1 stopsEGE 14:08Chicago - Vail | Sun, Apr 13 | Frontier AirlinesAED 68985% OFFAED 4,604 AED 689
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EGE 14:516h 32m1 stopsMDW 22:23Vail - Chicago | Tue, Mar 25 | Delta Air LinesORD 07:057h 40m1 stopsEGE 13:45Chicago - Vail | Sun, Mar 30 | Delta Air LinesAED 1,27272% OFFAED 4,604 AED 1,272
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EGE 15:208h 1m1 stopsMDW 00:21Vail - Chicago | Tue, Apr 8 | United AirlinesORD 06:4014h 29m1 stopsEGE 20:09Chicago - Vail | Mon, Apr 14 | Frontier AirlinesAED 1,38470% OFFAED 4,604 AED 1,384
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EGE 15:208h 17m1 stopsORD 00:37Vail - Chicago | Wed, Apr 9 | United AirlinesMDW 06:458h 54m1 stopsEGE 14:39Chicago - Vail | Tue, Apr 15 | Frontier AirlinesAED 1,39570% OFFAED 4,604 AED 1,395
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EGE 13:385h 22m1 stopsORD 20:00Vail - Chicago | Sat, Apr 12 | United AirlinesORD 07:106h 31m1 stopsEGE 12:41Chicago - Vail | Tue, Apr 15 | United AirlinesAED 1,47168% OFFAED 4,604 AED 1,471
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EGE 13:182h 43mNonstopORD 17:01Vail - Chicago | Wed, Apr 2 | American AirlinesORD 12:097h 39m1 stopsEGE 18:48Chicago - Vail | Sat, Apr 5 | American AirlinesAED 1,51967% OFFAED 4,604 AED 1,519
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EGE 08:005h 15m1 stopsORD 14:15Vail - Chicago | Sat, Apr 12 | American AirlinesORD 12:097h 49m1 stopsEGE 18:58Chicago - Vail | Tue, Apr 15 | American AirlinesAED 1,52267% OFFAED 4,604 AED 1,522
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EGE 13:355h 25m1 stopsORD 20:00Vail - Chicago | Fri, Apr 11 | United AirlinesORD 07:106h 31m1 stopsEGE 12:41Chicago - Vail | Mon, Apr 14 | United AirlinesAED 1,54666% OFFAED 4,604 AED 1,546
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EGE 13:0017h 25m1 stopsCHI Invalid DateVail - Chicago | Wed, Mar 26 | Normal AirlineCHI 15:006hNonstopEGE 16:00Chicago - Vail | Fri, Mar 28 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopEGE 13:202h 48mNonstopORD 17:08Vail - Chicago | Tue, Mar 25 | United AirlinesAED 1,238 AED 2,10441% OFF41% OFFAED 2,104 AED 1,238
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EGE 13:272h 43mNonstopORD 17:10Vail - Chicago | Sat, Apr 5 | United AirlinesAED 1,725 AED 2,10418% OFF18% OFFAED 2,104 AED 1,725
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EGE 11:449h 48m1 stopsMDW 22:32Vail - Chicago | Fri, Apr 18 | Frontier AirlinesAED 185 AED 2,10491% OFF91% OFFAED 2,104 AED 185
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EGE 15:078h 16m1 stopsORD 00:23Vail - Chicago | Thu, Mar 27 | Frontier AirlinesAED 21290% OFFAED 2,104 AED 212
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EGE 14:588h 23m1 stopsMDW 00:21Vail - Chicago | Thu, Apr 3 | Frontier AirlinesAED 34684% OFFAED 2,104 AED 346
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EGE 11:489h 53m1 stopsMDW 22:41Vail - Chicago | Mon, Apr 7 | Frontier AirlinesAED 35083% OFFAED 2,104 AED 350
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EGE 11:4825h1 stopsMDW 13:48Vail - Chicago | Mon, Apr 14 | Frontier AirlinesAED 38482% OFFAED 2,104 AED 384
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EGE 11:489h 44m1 stopsMDW 22:32Vail - Chicago | Fri, Apr 4 | Frontier AirlinesAED 40681% OFFAED 2,104 AED 406
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EGE 15:078h 16m1 stopsORD 00:23Vail - Chicago | Sun, Mar 30 | Frontier AirlinesAED 74165% OFFAED 2,104 AED 741
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EGE 13:3516h 59m1 stopsORD 07:34Vail - Chicago | Fri, Apr 4 | United AirlinesAED 99053% OFFAED 2,104 AED 990
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EGE 15:138h 31m1 stopsORD 00:44Vail - Chicago | Wed, Mar 26 | United AirlinesAED 1,07749% OFFAED 2,104 AED 1,077
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EGE 08:0013h 32m1 stopsMDW 22:32Vail - Chicago | Fri, Apr 18 | American AirlinesAED 1,10348% OFFAED 2,104 AED 1,103
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EGE 13:0017h 25m1 stopsCHI Invalid DateVail - Chicago | Wed, Mar 26 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Vail (EGE) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Vail to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Vail (EGE) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 1,683. -
How long does it take to fly from Vail (EGE) to Chicago (CHI)?
It takes about 6 hours 12 minutes to fly from Vail (EGE) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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What are the most popular airlines that fly from Vail (EGE) to Chicago (CHI)?
Airlines with flights from Vail (EGE) to Chicago (CHI): American Airlines, Qatar Airways and United Airlines. -
What's the most popular airline for non-stop flights from Vail (EGE) to Chicago (CHI)?
United Airlines operates 1 non-stop flights from Vail (EGE) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Vail to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Vail to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Vail to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Vail to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Tue, Mar 25 at AED 1238 for one-way flights.
Compare cheap Vail to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Vail to Chicago. The cheapest airline operating is United Airlines.
Set up a Price Alert
By setting up a Price Alert for your Vail to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Vail to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Vail to Chicago to get exclusive deals for you.
Flight Info | Vail to Chicago
Cheapest one-way flight price | AED 185 |
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Cheapest return ticket price | AED 1,518 |
Off-season for travel | February |
Peak season for travel | December |
Flight distance | 1,639.2 km |
Average flight time | 6 hours 12 minutes |
Popular airline | Delta Air Lines |
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