EGE - MDW

$231 Find Cheap Flights from Vail to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Vail to Chicago departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vail to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vail to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Vail to Chicago (EGE-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Vail to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Vail to Chicago

Thu, Mar 5 - Mon, Mar 9
Delta Logo
2:56 pm - 9:46 pmEGE-MDW
5h 50m1 stop
Delta Logo
6:00 am - 1:55 pmMDW-EGE
8h 55m1 stop
$481Delta
Find Deal
Thu, Mar 5 - Mon, Mar 9
Delta Logo
2:56 pm - 9:46 pmEGE-MDW
5h 50m1 stop
Delta Logo
6:00 am - 1:55 pmMDW-EGE
8h 55m1 stop
$485Delta
Find Deal
Thu, Mar 5 - Mon, Mar 9
Delta Logo
2:56 pm - 9:46 pmEGE-MDW
5h 50m1 stop
Delta Logo
6:00 am - 1:55 pmMDW-EGE
8h 55m1 stop
$511Delta
Find Deal
Sat, Dec 27 - Wed, Dec 31
Delta Logo
11:20 am - 5:19 pmEGE-MDW
4h 59m1 stop
Delta Logo
6:00 am - 2:30 pmMDW-EGE
9h 30m1 stop
$769Delta
Find Deal
Fri, Dec 26 - Wed, Dec 31
Delta Logo
11:20 am - 5:19 pmEGE-MDW
4h 59m1 stop
Delta Logo
6:00 am - 2:30 pmMDW-EGE
9h 30m1 stop
$899Delta
Find Deal
Fri, Dec 26 - Wed, Dec 31
Delta Logo
11:20 am - 10:22 pmEGE-MDW
10h 02m2 stops
Delta Logo
6:00 am - 2:30 pmMDW-EGE
9h 30m1 stop
$1,144Delta
Find Deal
Sat, Dec 27 - Wed, Dec 31
Delta Logo
11:20 am - 10:22 pmEGE-MDW
10h 02m2 stops
Delta Logo
6:00 am - 2:30 pmMDW-EGE
9h 30m1 stop
$1,665Delta
Find Deal

Everything you should know

Cheapest round-trip
$481
Delta
Thu 3/5Mon 3/9
EGE - MDW • 1 stop
Cheapest one-way
$231
Delta
Wed 3/11
EGE - MDW • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

Good to know

Cheapest flight$231
Flight from Vail to Chicago

When to book flights from Vail to Chicago

Are your dates flexible? Find out the best times to travel from Vail to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Vail to Chicago flights

  • What is the cheapest flight from Vail to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Vail to Chicago Midway Airport was $231 for a one-way ticket and $481 for a round-trip.

  • Do I need a passport to fly between Vail and Chicago?

    A passport is not required to fly from Vail to Chicago.

  • Which airports will I be using when flying from Vail to Chicago?

    Vail and Chicago are both served by 1 main airport. You will leave Vail from Vail Eagle County and will be arriving at Chicago Midway.

  • Which aircraft models fly most regularly from Vail to Chicago?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Vail to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Vail to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Vail to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Vail is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Vail to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Vail with another airline. Booking your flights between Vail and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Vail to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Vail up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Vail to Chicago

Information on your arrival and departure airports

Vail (EGE)
Midway (MDW)

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