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Cheap flights from Midway (MDW) to Aspen (ASE) from $523

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 8/10. 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.
MDW — ASE
May 27 — Jun 31
From?
To?
Mon 5/27
Mon 6/3
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Aspen?

Users have found that booking a flight from Chicago Midway Airport to Aspen at least 25 days early can save you up to 28% on average compared to booking a flight this week. If booking 25 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Aspen for as little as $359 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $655 for flights departing within the next 3 days.

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

May can be a great time to fly to Aspen from Chicago Midway Airport with a flight ticket averaging about $555. Cheapflights users have found deals in the month of May for as cheap as $421. The most expensive prices can be found in the month of November.

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

When flying from Chicago Midway Airport to Aspen, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Midway to Aspen

Explore cheap flight options specifically provided by Delta for the route between Midway and Aspen. 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 2,730,072 searches. Data last updated May 22, 2024.
Sat 8/106:00 amMDW - ASE
1 stop6h 42mDelta
Fri 8/167:45 amASE - MDW
1 stop9h 14mDelta
Deal found 5/22$523
Sat 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Wed 6/57:54 amASE - MDW
1 stop6h 56mDelta
Deal found 5/21$629
Tue 10/16:00 amMDW - ASE
1 stop6h 15mDelta
Wed 10/97:45 amASE - MDW
1 stop6h 11mDelta
Deal found 5/20$669
Fri 7/126:00 amMDW - ASE
1 stop6h 53mDelta
Tue 7/167:50 amASE - MDW
2 stops9h 48mDelta
Deal found 5/21$673
Fri 7/126:00 amMDW - ASE
1 stop6h 53mDelta
Tue 7/167:50 amASE - MDW
1 stop6h 07mDelta
Deal found 5/21$719
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/22$722
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/21$738
Sat 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Wed 6/57:54 amASE - MDW
2 stops9h 13mDelta
Deal found 5/21$744
Sat 8/106:00 amMDW - ASE
1 stop6h 42mDelta
Fri 8/167:45 amASE - MDW
2 stops9h 21mDelta
Deal found 5/22$783

Cheap Midway to Aspen flights in May & June 2024

Find cheap flight options from Midway to Aspen specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,730,072 searches. Prices were last updated on May 22, 2024.
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Wed 6/197:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/22$623
Sat 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Wed 6/57:54 amASE - MDW
1 stop6h 56mDelta
Deal found 5/21$629
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Wed 6/197:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/22$687
Thu 5/2312:42 pmMDW - ASE
1 stop7h 52mDelta
Mon 5/277:54 amASE - MDW
1 stop6h 01mDelta
Deal found 5/20$689
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/22$722
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/21$738
Sat 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Wed 6/57:54 amASE - MDW
2 stops9h 13mDelta
Deal found 5/21$744
Thu 5/2312:42 pmMDW - ASE
1 stop7h 52mDelta
Mon 5/277:54 amASE - MDW
2 stops9h 13mDelta
Deal found 5/20$784
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/21$938

Midway to Aspen 2024 flight deals

Discover exclusive flight deals for travel between Midway and Aspen in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Sat 8/106:00 amMDW - ASE
1 stop6h 42mDelta
Fri 8/167:45 amASE - MDW
1 stop9h 14mDelta
Deal found 5/22$523
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Wed 6/197:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/22$623
Sat 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Wed 6/57:54 amASE - MDW
1 stop6h 56mDelta
Deal found 5/21$629
Tue 10/16:00 amMDW - ASE
1 stop6h 15mDelta
Wed 10/97:45 amASE - MDW
1 stop6h 11mDelta
Deal found 5/20$669
Fri 7/126:00 amMDW - ASE
1 stop6h 53mDelta
Tue 7/167:50 amASE - MDW
2 stops9h 48mDelta
Deal found 5/21$673
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Wed 6/197:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/22$687
Thu 5/2312:42 pmMDW - ASE
1 stop7h 52mDelta
Mon 5/277:54 amASE - MDW
1 stop6h 01mDelta
Deal found 5/20$689
Fri 7/126:00 amMDW - ASE
1 stop6h 53mDelta
Tue 7/167:50 amASE - MDW
1 stop6h 07mDelta
Deal found 5/21$719
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/22$722

Midway to Aspen flights leaving soon

Find last-minute flight options from Midway to Aspen 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 2,730,072 searches. Data last updated May 22, 2024.
Sat 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Wed 6/57:54 amASE - MDW
1 stop6h 56mDelta
Deal found 5/21$629
Sat 6/16:00 amMDW - ASE
1 stop6h 42mDelta
Wed 6/57:54 amASE - MDW
2 stops9h 13mDelta
Deal found 5/21$744

Find flights from Midway to Aspen within your budget

Customize your flight search to find flights from Midway to Aspen 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 2,730,072 searches. Data last updated May 22, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$523 - $783

Route

Depart

Return

Price

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sat 8/10

1 stop6h 42m

Aspen Pitkin County

Fri 8/16

1 stop9h 14m

$523

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sat 6/1

1 stop6h 42m

Aspen Pitkin County

Wed 6/5

1 stop6h 56m

$629

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Tue 10/1

1 stop6h 15m

Aspen Pitkin County

Wed 10/9

1 stop6h 11m

$669

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Fri 7/12

1 stop6h 53m

Aspen Pitkin County

Tue 7/16

2 stops9h 48m

$673

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Fri 7/12

1 stop6h 53m

Aspen Pitkin County

Tue 7/16

1 stop6h 07m

$719

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sun 6/9

1 stop6h 54m

Aspen Pitkin County

Fri 6/14

1 stop6h 10m

$722

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sun 6/9

1 stop6h 54m

Aspen Pitkin County

Fri 6/14

1 stop6h 10m

$738

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sat 6/1

1 stop6h 42m

Aspen Pitkin County

Wed 6/5

2 stops9h 13m

$744

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sat 8/10

1 stop6h 42m

Aspen Pitkin County

Fri 8/16

2 stops9h 21m

$783

Flights are sorted by cheapest first

Deals found on 5/22

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

Best time to book a flight from Midway to Aspen

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

Get insights into the airlines that provide service to Aspen. 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 Aspen. Reviews last updated May 22, 2024.
Delta
8.0
Very good
10,585 reviews
Check prices

Entertainment

8.0

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

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.

Delta
8.0
Very good
10,585 reviews
Delta
8.0
Very good
10,585 reviews
Check prices

Entertainment

8.0

Food

7.4

Boarding

8.2

Overall

8.0

Crew

8.6

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 Midway to Aspen. 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 into for flights to Aspen from Chicago Midway?

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

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

    Yes, there are multiple flights from Chicago Midway Airport to Aspen for under $600. The cheapest flight booked recently is on Delta for just $523, but on average you can expect to pay $1,031.

  • Are there last-minute flights available from Chicago Midway Airport to Aspen for under $700?

    There are currently 2+ open flights from Chicago Midway Airport to Aspen within the next 7 days for less than $700.

  • What does MDW to ASE mean?

    This is defined as Chicago Midway Airport (MDW) and Aspen Pitkin County Airport (ASE). Codes like Aspen Pitkin County Airport are often used to just call airports uniquely.

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

    The amount of baggage you can bring on your Midway to Aspen 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 Midway to Aspen with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Aspen 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 Midway to Aspen that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Aspen 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 Midway to Aspen that allow pets onboard?

    Many airlines flying from Midway to Aspen 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 Midway to Aspen?

    Yes, you can often find last-minute deals on Midway to Aspen 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 Chicago Midway Airport to Aspen flight deals updated?

    The Chicago Midway Airport to Aspen flight deals you see on this page were last updated on 5/22.

  • When is the best time to book a flight from Chicago Midway Airport to Aspen?

    Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Aspen (average of $466). Flying from Chicago Midway Airport to Aspen in March is currently the most expensive (average of $656). 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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Search flights from Midway to Aspen by cabin class

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

Cheapflights simply makes it quick and affordable to book flights from Midway to Aspen 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 Midway to Aspen with no change fees?

Need flexible booking options for your flight to Aspen from Midway? 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 Midway to Aspen 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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