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Cheap flight deals from Vail to Chicago Starting at MYR 256

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        EGE12:35 pm
        2h 38m
        Nonstop
        ORD04:13 pm
        Fri, Feb 28|Vail - Chicago|American Airlines
        MYR 1,321MYR 1,541
        14% OFF
        14% OFF
        MYR 1,541MYR 1,321

        Choose American Airlines flights from Vail to Chicago. The one-way direct flight with American Airlines departs from Eagle County Regional Airport on Fri, Feb 28, arriving at O'Hare International Airport. One-way Prices start from MYR 1,321 including taxes and charges.

      • EGE01:21 pm
        2h 48m
        Nonstop
        ORD05:09 pm
        Thu, Feb 20|Vail - Chicago|United Airlines
        MYR 1,356MYR 1,541
        12% OFF
        12% OFF
        MYR 1,541MYR 1,356

        Choose United Airlines flights from Vail to Chicago. The one-way direct flight with United Airlines departs from Eagle County Regional Airport on Thu, Feb 20, arriving at O'Hare International Airport. One-way Prices start from MYR 1,356 including taxes and charges.

      • EGE03:07 pm
        8h 16m
        1 stop
        ORD12:23 am
        Thu, Mar 27|Vail - Chicago|Frontier Airlines
        MYR 256MYR 1,541
        83% OFF
        83% OFF
        MYR 1,541MYR 256

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Thu, Mar 27, arriving at O'Hare International Airport. One-way Prices start from MYR 256 including taxes and charges.

      • EGE03:07 pm
        8h 10m
        1 stop
        MDW12:17 am
        Thu, Feb 27|Vail - Chicago|Frontier Airlines
        MYR 260
        MYR 260

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Thu, Feb 27, arriving at Midway International Airport. One-way Prices start from MYR 260 including taxes and charges.

      • EGE03:07 pm
        8h 10m
        1 stop
        MDW12:17 am
        Sun, Mar 16|Vail - Chicago|Frontier Airlines
        MYR 341
        MYR 341

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Sun, Mar 16, arriving at Midway International Airport. One-way Prices start from MYR 341 including taxes and charges.

      • EGE03:07 pm
        8h 10m
        1 stop
        MDW12:17 am
        Thu, Feb 20|Vail - Chicago|Frontier Airlines
        MYR 380
        MYR 380

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Thu, Feb 20, arriving at Midway International Airport. One-way Prices start from MYR 380 including taxes and charges.

      • EGE02:58 pm
        8h 23m
        1 stop
        MDW12:21 am
        Thu, Apr 3|Vail - Chicago|Frontier Airlines
        MYR 440
        MYR 440

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Thu, Apr 3, arriving at Midway International Airport. One-way Prices start from MYR 440 including taxes and charges.

      • EGE03:07 pm
        8h 10m
        1 stop
        MDW12:17 am
        Sun, Feb 23|Vail - Chicago|Frontier Airlines
        MYR 474
        MYR 474

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Sun, Feb 23, arriving at Midway International Airport. One-way Prices start from MYR 474 including taxes and charges.

      • EGE03:07 pm
        8h 16m
        1 stop
        ORD12:23 am
        Sun, Mar 23|Vail - Chicago|Frontier Airlines
        MYR 492
        MYR 492

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Sun, Mar 23, arriving at O'Hare International Airport. One-way Prices start from MYR 492 including taxes and charges.

      • EGE03:07 pm
        8h 10m
        1 stop
        MDW12:17 am
        Sun, Mar 2|Vail - Chicago|Frontier Airlines
        MYR 729
        MYR 729

        Choose Frontier Airlines flights from Vail to Chicago. The one-way connecting flight with Frontier Airlines departs from Eagle County Regional Airport on Sun, Mar 2, arriving at Midway International Airport. One-way Prices start from MYR 729 including taxes and charges.

      • EGE01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sun, Feb 23|Vail - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Vail to Chicago Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA1473

    American Airlines

    01:18 pm

    EGE

    2.7h

    Nonstop

    05:01 pm

    ORD

    S--WTFS
    Search

  2. DL1708

    Delta Air Lines

    02:56 pm

    EGE

    3.3h

    08:14 pm

    ATL

    SMTWTFS
    Search

  3. DL1199

    Delta Air Lines

    10:55 pm

    ATL

    2.2h

    12:06 am

    ORD

    SMTWTFS

  4. DL1708

    Delta Air Lines

    02:56 pm

    EGE

    3.3h

    08:14 pm

    ATL

    SMTWTFS
    Search

  5. DL1076

    Delta Air Lines

    08:50 pm

    ATL

    1.9h

    09:46 pm

    MDW

    SMTWTFS

  6. UA5689

    United Airlines

    03:21 pm

    EGE

    1.3h

    04:40 pm

    DEN

    SMTWTFS
    Search

  7. F92210

    Frontier Airlines

    02:00 pm

    DEN

    2.5h

    05:27 pm

    MDW

    SMTWTFS

  8. F93434

    Frontier Airlines

    03:28 pm

    EGE

    1.1h

    04:37 pm

    DEN

    ---W--S
    Search

  9. F92210

    Frontier Airlines

    02:00 pm

    DEN

    2.5h

    05:27 pm

    MDW

    SMTWTFS

  10. F93434

    Frontier Airlines

    03:28 pm

    EGE

    1.1h

    04:37 pm

    DEN

    ---W--S
    Search

  11. UA377

    United Airlines

    08:57 pm

    DEN

    2.5h

    12:29 am

    ORD

    SMTWTFS

  12. F93434

    Frontier Airlines

    03:28 pm

    EGE

    1.1h

    04:37 pm

    DEN

    ---W--S
    Search

  13. UA2258

    United Airlines

    07:35 pm

    DEN

    2.5h

    11:07 pm

    ORD

    SMTWTFS

  14. F93906

    Frontier Airlines

    09:10 am

    EGE

    2.1h

    12:17 pm

    DFW

    S---T--
    Search

  15. AA566

    American Airlines

    06:55 pm

    DFW

    2.3h

    09:14 pm

    ORD

    SMTWTFS

  16. F93906

    Frontier Airlines

    09:10 am

    EGE

    2.1h

    12:17 pm

    DFW

    S---T--
    Search

  17. UA1436

    United Airlines

    05:35 pm

    DFW

    2.5h

    08:07 pm

    ORD

    SMTWTFS

  18. DL1265

    Delta Air Lines

    11:54 am

    EGE

    3.2h

    05:05 pm

    ATL

    SMTWTFS
    Search

  19. DL1139

    Delta Air Lines

    08:05 pm

    ATL

    2.1h

    09:14 pm

    ORD

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Vail to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Vail (EGE) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Vail to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that 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 MYR 2,034.

  • How long does it take to fly from Vail (EGE) to Chicago (CHI) and what is the distance?

    It takes around 6 hours 57 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. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Vail (EGE) to Chicago (CHI)?

    Airlines with flights from Vail (EGE) to Chicago (CHI): United Airlines, American Airlines and Qatar Airways.

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.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Vail to Chicago

Cheapest nonstop flight priceMYR 255
Cheapest round-trip ticket priceMYR 1,875
Off-season for travelFebruary
Peak season for travelNovember
Flight distance1,639.2 km
Average flight time6 hours 57 minutes
Popular airlineDelta Air Lines

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