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Cheap flights from Aspen (ASE) to Midway (MDW) from $269

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 6/15. 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.
ASE — MDW
Mai 9 — Mai 161
From?
To?
Do 5/9
Do 5/16
1 adult, Economy
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What is the cheapest month to fly from Aspen to Chicago Midway Airport?

The best pricing can be found in the month of December. Prices to Chicago Midway Airport from Aspen average $558. You can even find prices in December for less than $558, as users have found deals to Chicago Midway Airport from as low as $399. The month of April appears to be one of the more expensive times to travel to Chicago Midway Airport from Aspen. Flying in the targeted month can save you up to 44%.

When is the cheapest time to fly from Aspen to Chicago Midway Airport (ASE - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Aspen to Chicago Midway Airport as you normally would.

Cheap Delta flights from Aspen to Midway

Explore cheap flight options specifically provided by Delta for the route between Aspen and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated Mai 4, 2024.
Di 5/287:54 amASE - MDW
1 stop6h 56mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$563
Mi 6/127:45 amASE - MDW
1 stop6h 10mDelta
So 6/166:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/3$579
Mi 6/127:45 amASE - MDW
2 stops8h 19mDelta
So 6/166:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/3$584
Di 5/287:54 amASE - MDW
2 stops9h 13mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$603
Di 5/287:54 amASE - MDW
1 stop6h 56mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/4$623
Di 5/287:54 amASE - MDW
2 stops9h 13mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/4$663
Fr 8/307:45 amASE - MDW
1 stop9h 14mDelta
Mo 9/26:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$778
Fr 8/307:45 amASE - MDW
2 stops9h 21mDelta
Mo 9/26:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$988

Cheap Aspen to Midway flights in May & June 2024

Find cheap flight options from Aspen to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Prices were last updated on Mai 4, 2024.
Di 5/287:54 amASE - MDW
1 stop6h 56mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$563
Mi 6/127:45 amASE - MDW
1 stop6h 10mDelta
So 6/166:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/3$579
Mi 6/127:45 amASE - MDW
2 stops8h 19mDelta
So 6/166:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/3$584
Di 5/287:54 amASE - MDW
2 stops9h 13mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$603
Di 5/287:54 amASE - MDW
1 stop6h 56mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/4$623
Di 5/287:54 amASE - MDW
2 stops9h 13mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/4$663

Aspen to Midway 2024 flight deals

Discover exclusive flight deals for travel between Aspen and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated Mai 4, 2024.
Di 5/287:54 amASE - MDW
1 stop6h 56mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$563
Mi 6/127:45 amASE - MDW
1 stop6h 10mDelta
So 6/166:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/3$579
Mi 6/127:45 amASE - MDW
2 stops8h 19mDelta
So 6/166:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/3$584
Di 5/287:54 amASE - MDW
2 stops9h 13mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$603
Di 5/287:54 amASE - MDW
1 stop6h 56mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/4$623
Di 5/287:54 amASE - MDW
2 stops9h 13mDelta
Sa 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/4$663
Fr 8/307:45 amASE - MDW
1 stop9h 14mDelta
Mo 9/26:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$778
Fr 8/307:45 amASE - MDW
2 stops9h 21mDelta
Mo 9/26:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/3$988

One-way flights to Midway from Aspen

Search for one-way flight options from Aspen to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,864,334 searches. Data last updated Mai 4, 2024.
Sa 6/157:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/4$269
Sa 6/157:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/4$359

Find flights from Aspen to Midway within your budget

Customize your flight search to find flights from Aspen 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 2,864,334 searches. Data last updated Mai 4, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$563 - $988

Route

Depart

Return

Price

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Di 5/28

1 stop6h 56m

Chicago Midway

Sa 6/1

1 stop6h 42m

$563

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Mi 6/12

1 stop6h 10m

Chicago Midway

So 6/16

1 stop6h 54m

$579

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Mi 6/12

2 stops8h 19m

Chicago Midway

So 6/16

1 stop6h 54m

$584

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Di 5/28

2 stops9h 13m

Chicago Midway

Sa 6/1

1 stop6h 42m

$603

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Di 5/28

1 stop6h 56m

Chicago Midway

Sa 6/1

1 stop6h 42m

$623

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Di 5/28

2 stops9h 13m

Chicago Midway

Sa 6/1

1 stop6h 42m

$663

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Fr 8/30

1 stop9h 14m

Chicago Midway

Mo 9/2

1 stop6h 42m

$778

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Fr 8/30

2 stops9h 21m

Chicago Midway

Mo 9/2

1 stop6h 42m

$988

Flights are sorted by cheapest first

Deals found on 5/3

No data available for this route at this time. Please check back soon.

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 Mai 4, 2024.
Delta
8.1
Very good
10,838 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,838 reviews
Delta
8.1
Very good
10,838 reviews
Check prices

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Aspen 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 Aspen to Chicago Midway?

    Located just 3.5 mi from the city center, Aspen Pitkin County is the airport most travelers will use when flying to Chicago Midway from Aspen. Booking flights from Pitkin County (ASE) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 0 different airlines.

  • Can I find flights from Aspen to Chicago Midway Airport for under $600 on Cheapflights?

    Yes, there are multiple flights from Aspen to Chicago Midway Airport for under $600. The cheapest flight booked recently is on Delta for just $563, but on average you can expect to pay $672.

  • What does ASE to MDW mean?

    Great question - ASE to MDW just means Aspen Pitkin County Airport to Chicago Midway Airport. Now you’ll know what these unique codes when you look for flights!

  • Can I find deals for flights from Aspen to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Aspen to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Aspen to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Aspen to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Aspen 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.

  • Can I find deals for flights from Aspen to Midway that allow pets onboard?

    Many airlines flying from Aspen to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Aspen to Midway?

    Yes, you can often find last-minute deals on Aspen to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Aspen to Chicago Midway Airport flight deals updated?

    The Aspen to Chicago Midway Airport flight deals you see on this page were last updated on 5/4.

See more FAQs

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Search flights from Aspen to Midway by cabin class

Find flights from Aspen to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Aspen to Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Aspen to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Aspen to Midway?

Cheapflights simply makes it quick and affordable to book flights from Aspen to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Aspen to Midway with no change fees?

Need flexible booking options for your flight to Midway from Aspen? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Aspen to Midway become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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