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$207+ Cheap flights from Vail (EGE) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
EGE — MDW
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
1 adult, Economy
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Cheap flight deals from Vail to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Vail (EGE) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$419
(Delta)

One-way from

$207
(Frontier)
Provider with most accurate pricing for Vail Eagle County-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Vail Eagle County-Chicago (CHI) flights.
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From Vail Eagle County to Chicago Midway
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One-way flight from Vail Eagle County to Chicago Midway
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Find flight deals from Vail to Midway

Cheapest flights from Vail to Midway
Explore the most affordable flight options available from Vail to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2025.

This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/42:56 pmEGE - MDW
1 stop6h 24mDelta
Mon 3/106:00 amMDW - EGE
1 stop8h 45mDelta
Deal found 2/20$419

Find flights from Vail to Midway within your budget

Customize your flight search to find flights from Vail to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 21, 2025.

Fly from

Vail

Fly to

Midway

Route

Depart

Return

Price

VailChicago

EGE - MDW

EGEMDW

Vail Eagle County

Tue 3/4

2:56 pm-10:20 pm

1 stop6h 24m

Chicago Midway

Mon 3/10

6:00 am-1:45 pm

1 stop8h 45m

$419

VailChicago

EGE - MDW

EGEMDW

Vail Eagle County

Sun 3/2

3:07 pm-12:17 am

1 stop8h 10m

$207

VailChicago

EGE - MDW

EGEMDW

Vail Eagle County

Sat 3/1

2:56 pm-10:20 pm

1 stop6h 24m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Best time to book a flight from Vail to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Vail with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Vail to Midway

Get recent, data-driven insights about flights from Vail to Midway including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Vail to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Vail to Chicago Midway Airport (average of $160). Flying from Vail to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated February 21, 2025.
Delta
8.0
Very good
8,213 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,213 reviews
Delta
8.0
Very good
8,213 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Frontier
6.0
Okay
3,353 reviews
Delta
8.0
Very good
8,213 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Vail to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Vail to Chicago Midway?

    For a flight from Vail to Chicago Midway, you will be flying from Eagle County. Vail Eagle County (EGE) is just 28.9 mi from the center of the city. Eagle County is the only Vail airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Vail Eagle County on a regular basis.

  • Can I find deals for flights from Vail to Midway that include hotel bookings?

    Yes. In addition to deals on Vail to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Vail to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Vail to Midway.

  • Can I find deals for business class flights from Vail to Midway?

    Yes. Cheapflights offers flight deals from Vail to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, April is the cheapest month in which you can book a flight from Vail to Chicago Midway Airport (average of $160). Flying from Vail to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Vail?

Book flights to Vail if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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