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ASE - MDW

$410 Find Cheap Flights from Aspen to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Aspen to Midway (ASE-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Aspen to Midway

Thu, Jan 28 - Mon, Feb 1
Delta Logo
2:55 pm - 10:10 pmASE  Aspen Pitkin County-MDW Chicago Midway
6h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:00 pmMDW  Chicago Midway-ASE Aspen Pitkin County
9h 00m1 stop Atlanta Hartsfield-Jackson
$433Delta
Thu, Jan 28 - Sun, Jan 31
Delta Logo
2:55 pm - 10:10 pmASE  Aspen Pitkin County-MDW Chicago Midway
6h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:00 pmMDW  Chicago Midway-ASE Aspen Pitkin County
9h 00m1 stop Atlanta Hartsfield-Jackson
$466Delta
Thu, Jan 28 - Mon, Feb 1
Delta Logo
2:55 pm - 10:10 pmASE  Aspen Pitkin County-MDW Chicago Midway
6h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:59 pm - 11:35 amMDW  Chicago Midway-ASE Aspen Pitkin County
18h 36m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$511Delta
Sat, Oct 17 - Wed, Oct 21
Delta Logo
7:30 am - 6:00 pmASE  Aspen Pitkin County-MDW Chicago Midway
9h 30m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:04 am - 11:21 amMDW  Chicago Midway-ASE Aspen Pitkin County
6h 17m1 stop Atlanta Hartsfield-Jackson
$584Delta
Fri, Feb 12 - Mon, Feb 15
Delta Logo
2:55 pm - 10:10 pmASE  Aspen Pitkin County-MDW Chicago Midway
6h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:00 pmMDW  Chicago Midway-ASE Aspen Pitkin County
9h 00m1 stop Atlanta Hartsfield-Jackson
$731Delta
Tue, Oct 13 - Sat, Oct 17
Delta Logo
7:30 am - 4:14 pmASE  Aspen Pitkin County-MDW Chicago Midway
7h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:24 amMDW  Chicago Midway-ASE Aspen Pitkin County
6h 20m1 stop Atlanta Hartsfield-Jackson
$739Delta
Tue, Oct 13 - Sat, Oct 17
Delta Logo
7:30 am - 6:00 pmASE  Aspen Pitkin County-MDW Chicago Midway
9h 30m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:04 am - 11:24 amMDW  Chicago Midway-ASE Aspen Pitkin County
6h 20m1 stop Atlanta Hartsfield-Jackson
$809Delta
Sat, Oct 17 - Wed, Oct 21
Delta Logo
7:30 am - 3:17 pmASE  Aspen Pitkin County-MDW Chicago Midway
6h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:21 amMDW  Chicago Midway-ASE Aspen Pitkin County
6h 17m1 stop Atlanta Hartsfield-Jackson
$844Delta
Thu, Oct 15 - Mon, Oct 19
Delta Logo
7:30 am - 4:14 pmASE  Aspen Pitkin County-MDW Chicago Midway
7h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:21 amMDW  Chicago Midway-ASE Aspen Pitkin County
6h 17m1 stop Atlanta Hartsfield-Jackson
$914Delta
Fri, Nov 6 - Mon, Nov 9
Delta Logo
7:30 am - 3:17 pmASE  Aspen Pitkin County-MDW Chicago Midway
6h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 11:43 amMDW  Chicago Midway-ASE Aspen Pitkin County
6h 43m1 stop Atlanta Hartsfield-Jackson
$964Delta
Booking Insights

Price, demand and travel trends for Aspen to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Which airline is the cheapest to fly from Aspen to Chicago Midway Airport?

Delta ($433) offered the cheapest round-trip ticket from Aspen to Chicago Midway Airport in the last 5 days.

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Key details for Aspen to Chicago Midway Airport flights

Cheapest flight

$433
Round-trip flight from Aspen to Chicago Midway Airport

When to book flights from Aspen to Midway

Are your dates flexible? Find out the best times to travel from Aspen to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Aspen to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Do I need a passport to fly from Aspen to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • Have flight prices from Aspen to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $433 to $1,359. That means the highest observed fare was about 3x higher than the lowest one.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Aspen to Chicago Midway Airport?

    Flights from Aspen to Chicago Midway Airport usually depart from Aspen Pitkin County (ASE) and arrive at Chicago Midway (MDW).

  • What is the time difference between Aspen and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour ahead of Aspen (Central Time vs Mountain Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking Aspen to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from Aspen to Midway

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago