Cheap flights from Aspen (ASE) to Midway (MDW) from $400

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/7. 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
Jun 18 — Jun 251

What is the cheapest month to fly from Aspen to Chicago Midway Airport?

The best pricing can be found in the month of January. Prices to Chicago Midway Airport from Aspen average $592. You can even find prices in January for less than $592, as users have found deals to Chicago Midway Airport from as low as $239. The month of February 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 155%.

What is the cheapest time of day to fly from ASE to 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 Aspen to Midway flights in June & July 2024

Find cheap flight options from Aspen to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,214,720 searches. Prices were last updated on June 13, 2024.
Wed 7/317:50 amASE - MDW
1 stop6h 07mDelta
Sat 8/36:00 amMDW - ASE
1 stop6h 53mDelta
Deal found 6/12$833
Wed 7/247:50 amASE - MDW
1 stop6h 07mDelta
Sun 7/286:00 amMDW - ASE
1 stop6h 52mDelta
Deal found 6/12$888
Wed 7/247:50 amASE - MDW
2 stops8h 13mDelta
Sun 7/286:00 amMDW - ASE
1 stop6h 52mDelta
Deal found 6/12$968
Wed 7/247:50 amASE - MDW
1 stop6h 07mDelta
Sun 7/286:00 amMDW - ASE
1 stop6h 52mDelta
Deal found 6/13$1,033
Fri 6/217:45 amASE - MDW
1 stop6h 10mDelta
Mon 6/246:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,058
Fri 6/217:45 amASE - MDW
2 stops9h 51mDelta
Mon 6/246:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,063
Wed 7/247:50 amASE - MDW
2 stops8h 13mDelta
Sun 7/286:00 amMDW - ASE
1 stop6h 52mDelta
Deal found 6/13$1,098
Thu 6/277:45 amASE - MDW
1 stop6h 10mDelta
Mon 7/16:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,153
Fri 6/287:45 amASE - MDW
1 stop6h 10mDelta
Mon 7/16:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,248

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 3,214,720 searches. Data last updated June 13, 2024.
Sat 9/77:50 amASE - MDW
1 stop6h 07mDelta
Tue 9/106:00 amMDW - ASE
1 stop6h 55mDelta
Deal found 6/13$400
Sat 9/77:50 amASE - MDW
2 stops8h 14mDelta
Tue 9/106:00 amMDW - ASE
1 stop6h 55mDelta
Deal found 6/13$405
Fri 9/67:50 amASE - MDW
1 stop7h 18mDelta
Mon 9/96:00 amMDW - ASE
1 stop6h 55mDelta
Deal found 6/12$748
Fri 8/307:50 amASE - MDW
1 stop6h 07mDelta
Mon 9/26:00 amMDW - ASE
1 stop6h 53mDelta
Deal found 6/13$773
Wed 7/317:50 amASE - MDW
1 stop6h 07mDelta
Sat 8/36:00 amMDW - ASE
1 stop6h 53mDelta
Deal found 6/12$833
Wed 7/247:50 amASE - MDW
1 stop6h 07mDelta
Sun 7/286:00 amMDW - ASE
1 stop6h 52mDelta
Deal found 6/12$888
Wed 7/247:50 amASE - MDW
2 stops8h 13mDelta
Sun 7/286:00 amMDW - ASE
1 stop6h 52mDelta
Deal found 6/12$968
Wed 7/247:50 amASE - MDW
1 stop6h 07mDelta
Sun 7/286:00 amMDW - ASE
1 stop6h 52mDelta
Deal found 6/13$1,033
Fri 6/217:45 amASE - MDW
1 stop6h 10mDelta
Mon 6/246:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,058

Aspen to Midway flights leaving soon

Find last-minute flight options from Aspen to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
Fri 6/217:45 amASE - MDW
1 stop6h 10mDelta
Mon 6/246:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,058
Fri 6/217:45 amASE - MDW
2 stops9h 51mDelta
Mon 6/246:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,063
Sat 6/227:45 amASE - MDW
2 stops9h 45mDelta
Tue 6/256:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 6/12$1,424
Thu 6/207:45 amASE - MDW
1 stop13h 01mDelta
Mon 6/246:49 pmMDW - ASE
1 stop18h 05mDelta
Deal found 6/12$2,484

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 3,214,720 searches. Data last updated June 13, 2024.
Fri 8/97:50 amASE - MDW
1 stop6h 07mDelta
Deal found 6/12$624
Fri 8/97:50 amASE - MDW
2 stops8h 14mDelta
Deal found 6/12$1,205

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 3,214,720 searches. Data last updated June 13, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$400 - $1,058

Route

Depart

Return

Price

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Sat 9/7

1 stop6h 07m

Chicago Midway

Tue 9/10

1 stop6h 55m

$400

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Sat 9/7

2 stops8h 14m

Chicago Midway

Tue 9/10

1 stop6h 55m

$405

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Fri 9/6

1 stop7h 18m

Chicago Midway

Mon 9/9

1 stop6h 55m

$748

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Fri 8/30

1 stop6h 07m

Chicago Midway

Mon 9/2

1 stop6h 53m

$773

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Wed 7/31

1 stop6h 07m

Chicago Midway

Sat 8/3

1 stop6h 53m

$833

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Wed 7/24

1 stop6h 07m

Chicago Midway

Sun 7/28

1 stop6h 52m

$888

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Wed 7/24

2 stops8h 13m

Chicago Midway

Sun 7/28

1 stop6h 52m

$968

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Wed 7/24

1 stop6h 07m

Chicago Midway

Sun 7/28

1 stop6h 52m

$1,033

Aspen Pitkin CountyChicago Midway

ASE - MDW

ASEMDW

Aspen Pitkin County

Fri 6/21

1 stop6h 10m

Chicago Midway

Mon 6/24

1 stop6h 54m

$1,058

Flights are sorted by cheapest first

Deals found on 6/13

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

Best time to book a flight from Aspen to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Aspen 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.

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 June 13, 2024.
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

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.

8.0
Very good
10,000 reviews
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

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 $400 on Cheapflights?

    Yes, there are multiple flights from Aspen to Chicago Midway Airport for under $400. The cheapest flight booked recently is on Delta for just $400, but on average you can expect to pay $1,255.

  • Are there last-minute flights available from Aspen to Chicago Midway Airport for under $1,100?

    There are currently 4+ open flights from Aspen to Chicago Midway Airport within the next 7 days for less than $1,100.

  • 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 6/13.

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

    Currently, December is the cheapest month in which you can book a flight from Aspen to Chicago Midway Airport (average of $140). Flying from Aspen to Chicago Midway Airport in July is currently the most expensive (average of $251). 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.

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