$298+ Cheap flights from Midway (MDW) to Aspen (ASE)
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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — ASE
Nov 19 — Nov 261
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Aspen with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Aspen
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Best
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One-way
Cheapest flights from Midway to AspenExplore the most affordable flight options available from Midway to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
Explore the most affordable flight options available from Midway to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
This Delta deal was found by Cheapflights users on 10/17. 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 11/306:00 am -
1 stop6h 43m
Fri 12/42:30 pm -
1 stop7h 24m
Deal found 10/17![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 10/16. 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.
Sat 11/76:04 am -
1 stop6h 20m
Tue 11/102:22 pm -
1 stop7h 32m
Deal found 10/16![Delta logo]()
$534
This Delta deal was found by Cheapflights users on 10/15. 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 10/316:04 am -
1 stop6h 20m
Wed 11/47:30 am -
1 stop6h 47m
Deal found 10/15![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 10/18. 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 10/226:04 am -
1 stop6h 17m
Sun 10/257:30 am -
1 stop7h 44m
Deal found 10/18![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 10/17. 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.
Sun 11/16:04 am -
1 stop6h 20m
Thu 11/57:30 am -
1 stop6h 47m
Deal found 10/17![Delta logo]()
$717
This Delta deal was found by Cheapflights users on 10/18. 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 11/136:00 am -
1 stop6h 43m
Sun 11/152:22 pm -
1 stop7h 32m
Deal found 10/18![Delta logo]()
$814
This Delta deal was found by Cheapflights users on 10/18. 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 10/236:04 am -
1 stop6h 17m
Mon 10/267:30 am -
2 stops9h 30m
Deal found 10/18![Delta logo]()
$822
This Delta deal was found by Cheapflights users on 10/16. 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.
Tue 11/246:00 am -
1 stop6h 43m
Sat 11/282:22 pm -
1 stop7h 32m
Deal found 10/16![Delta logo]()
$1,027
Best flights from Midway to AspenDiscover carefully curated flight deals from Midway to Aspen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
Discover carefully curated flight deals from Midway to Aspen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
This Delta deal was found by Cheapflights users on 10/17. 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 11/76:04 am -
1 stop6h 20m
Tue 11/102:22 pm -
1 stop7h 32m
Deal found 10/17![Delta logo]()
$534
This Delta deal was found by Cheapflights users on 10/15. 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 10/316:04 am -
1 stop6h 20m
Wed 11/47:30 am -
2 stops9h 30m
Deal found 10/15![Delta logo]()
$569
This Delta deal was found by Cheapflights users on 10/17. 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 1/256:00 am -
1 stop9h 00m
Fri 1/291:50 pm -
1 stop7h 20m
Deal found 10/17![Delta logo]()
$771
This Delta deal was found by Cheapflights users on 10/16. 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.
Sun 1/36:00 am -
1 stop6h 46m
Wed 1/61:50 pm -
1 stop7h 20m
Deal found 10/16![Delta logo]()
$771
This Delta deal was found by Cheapflights users on 10/16. 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.
Sat 1/26:00 am -
1 stop9h 11m
Tue 1/52:55 pm -
1 stop6h 15m
Deal found 10/16![Delta logo]()
$914
This Delta deal was found by Cheapflights users on 10/18. 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 1/296:00 am -
1 stop9h 00m
Sat 2/62:55 pm -
1 stop6h 15m
Deal found 10/18![Delta logo]()
$937
This Delta deal was found by Cheapflights users on 10/15. 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.
Wed 2/36:00 am -
1 stop9h 00m
Mon 2/81:50 pm -
1 stop7h 20m
Deal found 10/15![Delta logo]()
$1,214
This Delta deal was found by Cheapflights users on 10/18. 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 2/46:00 am -
1 stop6h 35m
Mon 2/81:50 pm -
1 stop7h 20m
Deal found 10/18![Delta logo]()
$1,217
This Delta deal was found by Cheapflights users on 10/17. 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 3/206:00 am -
1 stop9h 00m
Wed 3/242:55 pm -
1 stop6h 15m
Deal found 10/17![Delta logo]()
$1,247
This Delta deal was found by Cheapflights users on 10/20. 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.
Wed 11/256:00 am -
1 stop6h 43m
Mon 11/302:22 pm -
1 stop7h 32m
Deal found 10/20![Delta logo]()
$1,307
This Delta deal was found by Cheapflights users on 10/18. 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 11/246:00 am -
1 stop6h 43m
Sat 11/282:22 pm -
1 stop7h 32m
Deal found 10/18![Delta logo]()
$1,319
This Delta deal was found by Cheapflights users on 10/17. 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.
Wed 2/246:00 am -
1 stop6h 35m
Sun 2/281:50 pm -
1 stop7h 20m
Deal found 10/17![Delta logo]()
$1,404
Last-minute flights from Midway to AspenDiscover last-minute flight deals from Midway to Aspen. Data last updated October 20, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Aspen. Data last updated October 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/18. 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 10/226:04 am -
1 stop6h 17m
Sun 10/257:30 am -
1 stop7h 44m
Deal found 10/18![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 10/18. 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 10/236:04 am -
1 stop6h 17m
Mon 10/267:30 am -
2 stops9h 30m
Deal found 10/18![Delta logo]()
$822
This Delta deal was found by Cheapflights users on 10/15. 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 10/316:04 am -
1 stop6h 20m
Wed 11/47:30 am -
1 stop6h 47m
Deal found 10/15![Delta logo]()
$564
This Delta deal was found by Cheapflights users on 10/17. 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.
Sun 11/16:04 am -
1 stop6h 20m
Thu 11/57:30 am -
1 stop6h 47m
Deal found 10/17![Delta logo]()
$717
This Delta deal was found by Cheapflights users on 10/16. 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.
Sat 11/76:04 am -
1 stop6h 20m
Tue 11/102:22 pm -
1 stop7h 32m
Deal found 10/16![Delta logo]()
$534
This Delta deal was found by Cheapflights users on 10/18. 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 11/136:00 am -
1 stop6h 43m
Sun 11/152:22 pm -
1 stop7h 32m
Deal found 10/18![Delta logo]()
$814
This Delta deal was found by Cheapflights users on 10/16. 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.
Tue 11/246:00 am -
1 stop6h 43m
Sat 11/282:22 pm -
1 stop7h 32m
Deal found 10/16![Delta logo]()
$1,027
This Delta deal was found by Cheapflights users on 10/17. 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 11/306:00 am -
1 stop6h 43m
Fri 12/42:30 pm -
1 stop7h 24m
Deal found 10/17![Delta logo]()
$453
One-way flights from Midway to AspenSearch for one-way flight options from Midway to Aspen. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
Search for one-way flight options from Midway to Aspen. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
This Delta deal was found by Cheapflights users on 10/19. 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.
Wed 3/36:00 am -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 10/19. 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 11/236:00 am -
1 stop6h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 10/20. 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.
Wed 12/236:00 am -
1 stop9h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$458
This Delta deal was found by Cheapflights users on 10/20. 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 12/226:00 am -
1 stop6h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 10/19. 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 11/246:00 am -
1 stop6h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Delta logo]()
$520
This Delta deal was found by Cheapflights users on 10/20. 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 12/286:00 am -
1 stop9h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Delta logo]()
$820
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/276:01 am -
3 stops31h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$881
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/286:01 am -
3 stops32h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$903
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:17 pm -
2 stops43h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$1,318
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:17 pm -
2 stops43h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$1,449
Find flight deals from Midway to Aspen
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Aspen (ASE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $453 (Delta) |
One-way from | $298 (Delta) |
Popular in | January |
Cheapest in | August |
Average price | $559 |
Cheapflights Fare Finder
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 7,457,451 searches. Data last updated October 20, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Aspen that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Wed 3/3
6:00 am-2:00 pm
1 stop9h 00m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$298
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Wed 1/27
6:00 am-2:00 pm
1 stop9h 00m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$298
Quickest round-trip
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Tue 12/22
6:00 am-11:46 am
1 stop6h 46m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$460
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Sat 11/7
6:04 am-11:24 am
1 stop6h 20m
Aspen Pitkin County
Tue 11/10
2:22 pm-10:54 pm
1 stop7h 32m
$534
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Sat 10/31
6:04 am-11:24 am
1 stop6h 20m
Aspen Pitkin County
Wed 11/4
7:30 am-6:00 pm
2 stops9h 30m
$569
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Mon 1/25
6:00 am-2:00 pm
1 stop9h 00m
Aspen Pitkin County
Fri 1/29
1:50 pm-10:10 pm
1 stop7h 20m
$771
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Sun 1/3
6:00 am-11:46 am
1 stop6h 46m
Aspen Pitkin County
Wed 1/6
1:50 pm-10:10 pm
1 stop7h 20m
$771
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Wed 1/27
6:01 am-12:54 pm
3 stops31h 53m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$881
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Sat 1/2
6:00 am-2:11 pm
1 stop9h 11m
Aspen Pitkin County
Tue 1/5
2:55 pm-10:10 pm
1 stop6h 15m
$914
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Fri 1/29
6:00 am-2:00 pm
1 stop9h 00m
Aspen Pitkin County
Sat 2/6
2:55 pm-10:10 pm
1 stop6h 15m
$937
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Midway to Aspen
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Aspen in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Aspen flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Aspen flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Aspen flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Aspen flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Aspen flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
MDW-ASE
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.
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.
Traveling to a place near Aspen?
Book flights to Aspen if you plan to visit one of these locationsSnowmass Village
Leadville
Snowmass
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