MDW - ASE

$221 Find Cheap Flights from Chicago Midway Airport to Aspen

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Aspen departing on 1/1. 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 Aspen

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Aspen, 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 Chicago to Aspen, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$331
Delta
Tue 1/13Wed 1/21
MDW - ASE • 1 stop
Cheapest one-way
$221
Delta
Thu 1/1
MDW - ASE • 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 Aspen!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Aspen (MDW-ASE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Aspen 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 Midway to Aspen

Tue, Jan 13 - Wed, Jan 21
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
3:04 pm - 10:22 pm
ASE
-
MDW
6h 18m1 stop
$331Delta
Wed, Jan 7 - Wed, Jan 14
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
1:34 pm - 10:07 pm
ASE
-
MDW
7h 33m1 stop
$370Delta
Tue, Jan 13 - Wed, Jan 21
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
3:04 pm - 8:52 am
ASE
-
MDW
16h 48m2 stops
$375Delta
Mon, Jan 12 - Thu, Jan 22
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
1:34 pm - 10:22 pm
ASE
-
MDW
7h 48m1 stop
$385Delta
Sat, Jan 17 - Thu, Jan 22
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
1:34 pm - 10:22 pm
ASE
-
MDW
7h 48m1 stop
$386Delta
Mon, Jan 12 - Sat, Jan 17
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
3:04 pm - 10:07 pm
ASE
-
MDW
6h 03m1 stop
$424Delta
Tue, Feb 17 - Thu, Feb 26
Delta Logo
6:00 am - 2:14 pm
MDW
-
ASE
9h 14m1 stop
Delta Logo
2:55 pm - 10:42 pm
ASE
-
MDW
6h 47m1 stop
$425Delta
Fri, Jan 9 - Fri, Jan 16
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
3:04 pm - 10:07 pm
ASE
-
MDW
6h 03m1 stop
$464Delta
Mon, Jan 5 - Fri, Jan 9
Delta Logo
6:45 am - 2:16 pm
MDW
-
ASE
8h 31m1 stop
Delta Logo
3:04 pm - 10:07 pm
ASE
-
MDW
6h 03m1 stop
$479Delta
Sat, Feb 21 - Thu, Feb 26
Delta Logo
6:00 am - 2:14 pm
MDW
-
ASE
9h 14m1 stop
Delta Logo
2:55 pm - 10:42 pm
ASE
-
MDW
6h 47m1 stop
$519Delta
Booking Insights

KAYAK's insights & trends for Midway to Aspen flights

Get data-powered insights and trends into flights from Midway to Aspen to help you find the cheapest flights, the best time to fly and much more.

What is the most popular layover airport when flying from Chicago Midway Airport to Aspen?

Percentage of 1-stop round-trip flights from Chicago Midway Airport to Aspen chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Atlanta (ATL) is the top choice – 50% of KAYAK users who clicked on 1-stop flights from Chicago Midway Airport to Aspen picked an itinerary connecting there.

What is the cheapest layover airport when flying from Chicago Midway Airport to Aspen?

Average round-trip price for 1-stop flights from Chicago Midway Airport to Aspen clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Denver (DEN) offer the most affordable fares, with an average round-trip price of $533.

Which layover airport offers the shortest total travel time from Chicago Midway Airport to Aspen?

Shortest average total travel time for 1-stop one-way flights from Chicago Midway Airport to Aspen via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Denver (DEN) for the shortest journey. The average one-way travel time for flights connecting there is 4h 50m.

Which layover airport has the quickest connection when flying from Chicago Midway Airport to Aspen?

Average layover duration at different layover airports for 1-stop one-way flights from Chicago Midway Airport to Aspen, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Denver (DEN) often has the shortest layovers from Chicago Midway Airport to Aspen, with an average of 1h 01m.

Find deals

Good to know

Cheapest flight$221
Flight from Chicago Midway Airport to Aspen

When to book flights from Midway to Aspen

Are your dates flexible? Find out the best times to travel from Midway to Aspen 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 Chicago Midway Airport to Aspen flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Aspen was $221 for a one-way ticket and $331 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to Aspen?

    Chicago Midway Airport and Aspen are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Aspen Pitkin County.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Aspen?

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

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Aspen?

    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 Chicago Midway Airport to Aspen.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Aspen from Chicago Midway Airport 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 Chicago Midway Airport to Aspen?

    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 Aspen with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and ASE 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 Chicago Midway Airport to Aspen?

    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 Aspen from Chicago Midway Airport 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 Midway to Aspen

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Aspen (ASE)