$254+ Cheap flights from Midway (MDW) to Aspen (ASE)

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 8/13. 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
Jul 21 — Jul 281

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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 41 days early can save you up to 56% on average compared to booking a flight this week. If booking 41 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 $664 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 $543. 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.

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

Find cheap flight options from Midway to Aspen specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,773,496 searches. Prices were last updated on July 16, 2024.
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/266:11 amMDW - ASE
1 stop6h 42mDelta
Thu 9/57:47 amASE - MDW
1 stop7h 26mDelta
Deal found 7/15$514
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/266:11 amMDW - ASE
1 stop6h 42mDelta
Thu 9/57:47 amASE - MDW
2 stops9h 51mDelta
Deal found 7/15$594
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/236:11 amMDW - ASE
1 stop6h 42mDelta
Tue 8/277:47 amASE - MDW
1 stop7h 26mDelta
Deal found 7/16$894
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/106:11 amMDW - ASE
1 stop6h 42mDelta
Sat 8/247:47 amASE - MDW
2 stops8h 17mDelta
Deal found 7/15$903
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/236:11 amMDW - ASE
1 stop6h 42mDelta
Tue 8/277:47 amASE - MDW
1 stop7h 26mDelta
Deal found 7/15$908
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/236:11 amMDW - ASE
1 stop6h 42mDelta
Tue 8/277:47 amASE - MDW
2 stops9h 51mDelta
Deal found 7/16$953
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/106:11 amMDW - ASE
1 stop6h 42mDelta
Sat 8/247:47 amASE - MDW
1 stop6h 10mDelta
Deal found 7/15$1,018
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/306:00 amMDW - ASE
1 stop6h 52mDelta
Thu 8/17:50 amASE - MDW
1 stop6h 07mDelta
Deal found 7/15$1,381
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/306:00 amMDW - ASE
1 stop6h 52mDelta
Thu 8/17:50 amASE - MDW
2 stops8h 13mDelta
Deal found 7/15$1,386

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 2,773,496 searches. Data last updated July 16, 2024.
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/266:11 amMDW - ASE
1 stop6h 42mDelta
Thu 9/57:47 amASE - MDW
1 stop7h 26mDelta
Deal found 7/15$514
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/266:11 amMDW - ASE
1 stop6h 42mDelta
Thu 9/57:47 amASE - MDW
2 stops9h 51mDelta
Deal found 7/15$594
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/126:00 amMDW - ASE
1 stop6h 15mDelta
Sun 12/151:45 pmASE - MDW
1 stop6h 59mDelta
Deal found 7/15$698
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/236:11 amMDW - ASE
1 stop6h 42mDelta
Tue 8/277:47 amASE - MDW
1 stop7h 26mDelta
Deal found 7/16$894
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/106:11 amMDW - ASE
1 stop6h 42mDelta
Sat 8/247:47 amASE - MDW
2 stops8h 17mDelta
Deal found 7/15$903
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/236:11 amMDW - ASE
1 stop6h 42mDelta
Tue 8/277:47 amASE - MDW
1 stop7h 26mDelta
Deal found 7/15$908
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/236:11 amMDW - ASE
1 stop6h 42mDelta
Tue 8/277:47 amASE - MDW
2 stops9h 51mDelta
Deal found 7/16$953
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/106:11 amMDW - ASE
1 stop6h 42mDelta
Sat 8/247:47 amASE - MDW
1 stop6h 10mDelta
Deal found 7/15$1,018
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/196:00 amMDW - ASE
1 stop6h 55mDelta
Mon 9/237:45 amASE - MDW
1 stop6h 13mDelta
Deal found 7/15$1,268

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 2,773,496 searches. Data last updated July 16, 2024.
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/236:00 amMDW - ASE
1 stop6h 52mDelta
Wed 7/317:50 amASE - MDW
1 stop6h 07mDelta
Deal found 7/15$1,480

One-way flights to Aspen from Midway

Search for one-way flight options from Midway to Aspen. 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 2,773,496 searches. Data last updated July 16, 2024.
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/136:11 amMDW - ASE
1 stop6h 42mDelta
Deal found 7/14$254
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/86:11 amMDW - ASE
1 stop6h 42mDelta
Deal found 7/15$419
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/156:11 amMDW - ASE
1 stop6h 42mDelta
Deal found 7/15$539

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 2,773,496 searches. Data last updated July 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$514 - $1,268

Route

Depart

Return

Price

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Mon 8/26

1 stop6h 42m

Aspen Pitkin County

Thu 9/5

1 stop7h 26m

$514

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Mon 8/26

1 stop6h 42m

Aspen Pitkin County

Thu 9/5

2 stops9h 51m

$594

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Thu 12/12

1 stop6h 15m

Aspen Pitkin County

Sun 12/15

1 stop6h 59m

$698

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Fri 8/23

1 stop6h 42m

Aspen Pitkin County

Tue 8/27

1 stop7h 26m

$894

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sat 8/10

1 stop6h 42m

Aspen Pitkin County

Sat 8/24

2 stops8h 17m

$903

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Fri 8/23

1 stop6h 42m

Aspen Pitkin County

Tue 8/27

1 stop7h 26m

$908

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Fri 8/23

1 stop6h 42m

Aspen Pitkin County

Tue 8/27

2 stops9h 51m

$953

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sat 8/10

1 stop6h 42m

Aspen Pitkin County

Sat 8/24

1 stop6h 10m

$1,018

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Thu 9/19

1 stop6h 55m

Aspen Pitkin County

Mon 9/23

1 stop6h 13m

$1,268

Flights are sorted by cheapest first

Deals found on 7/15

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 July 16, 2024.
8.0
Very good
9,792 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

8.0
Very good
9,792 reviews
8.0
Very good
9,792 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

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 $514, but on average you can expect to pay $1,214.

  • Are there last-minute flights available from Chicago Midway Airport to Aspen for under $1,500?

    There are currently 1+ open flights from Chicago Midway Airport to Aspen within the next 7 days for less than $1,500.

  • 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 7/16.

  • What is the cheapest month 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.

See more FAQs

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