$217+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — ASE
Oct 7 — Oct 141
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
Last-minute
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 September 7, 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 September 7, 2026.
This Delta deal was found by Cheapflights users on 9/3. 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 11/101:52 pm -
1 stop8h 02m
Deal found 9/3![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 9/5. 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 11/36:04 am -
1 stop6h 20m
Sat 11/77:30 am -
2 stops9h 30m
Deal found 9/5![Delta logo]()
$501
This Delta deal was found by Cheapflights users on 9/7. 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 10/256:04 am -
1 stop6h 17m
Fri 10/307:30 am -
1 stop7h 44m
Deal found 9/7![Delta logo]()
$525
This Delta deal was found by Cheapflights users on 9/2. 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 11/56:04 am -
1 stop6h 20m
Mon 11/91:52 pm -
1 stop8h 02m
Deal found 9/2![Delta logo]()
$539
This Delta deal was found by Cheapflights users on 9/4. 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 11/46:04 am -
1 stop6h 20m
Sat 11/77:30 am -
1 stop6h 47m
Deal found 9/4![Delta logo]()
$559
This Delta deal was found by Cheapflights users on 9/6. 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 10/66:04 am -
1 stop6h 17m
Tue 10/137:30 am -
1 stop7h 44m
Deal found 9/6![Delta logo]()
$566
This Delta deal was found by Cheapflights users on 9/5. 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 9/76:05 am -
1 stop6h 18m
Thu 9/107:35 am -
1 stop6h 49m
Deal found 9/5![Delta logo]()
$763
This Delta deal was found by Cheapflights users on 9/4. 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 9/216:05 am -
1 stop6h 16m
Fri 9/257:35 am -
1 stop7h 40m
Deal found 9/4![Delta logo]()
$869
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 September 7, 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 September 7, 2026.
This Delta deal was found by Cheapflights users on 9/3. 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 11/101:52 pm -
1 stop8h 02m
Deal found 9/3![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 9/5. 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 11/36:04 am -
1 stop6h 20m
Sat 11/77:30 am -
1 stop6h 47m
Deal found 9/5![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 9/6. 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 10/256:04 am -
1 stop6h 17m
Fri 10/307:30 am -
1 stop7h 44m
Deal found 9/6![Delta logo]()
$529
This Delta deal was found by Cheapflights users on 9/4. 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 11/46:04 am -
1 stop6h 20m
Sat 11/77:30 am -
1 stop6h 47m
Deal found 9/4![Delta logo]()
$559
This Delta deal was found by Cheapflights users on 9/5. 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 10/176:04 am -
1 stop6h 20m
Mon 10/197:30 am -
1 stop7h 44m
Deal found 9/5![Delta logo]()
$1,214
This Delta deal was found by Cheapflights users on 9/5. 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 9/116:05 am -
1 stop6h 16m
Mon 9/147:35 am -
1 stop7h 40m
Deal found 9/5![Delta logo]()
$1,327
Last-minute flights from Midway to AspenDiscover last-minute flight deals from Midway to Aspen. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Aspen. Data last updated September 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/5. 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 9/76:05 am -
1 stop6h 18m
Thu 9/107:35 am -
1 stop6h 49m
Deal found 9/5![Delta logo]()
$763
This Delta deal was found by Cheapflights users on 9/5. 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 9/76:05 am -
1 stop6h 18m
Wed 9/97:35 am -
1 stop6h 49m
Deal found 9/5![Delta logo]()
$1,229
This Delta deal was found by Cheapflights users on 9/4. 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 9/216:05 am -
1 stop6h 16m
Fri 9/257:35 am -
1 stop7h 40m
Deal found 9/4![Delta logo]()
$869
This Delta deal was found by Cheapflights users on 9/6. 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 9/236:05 am -
1 stop6h 16m
Sun 9/277:35 am -
1 stop7h 40m
Deal found 9/6![Delta logo]()
$1,224
This Delta deal was found by Cheapflights users on 9/6. 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 10/66:04 am -
1 stop6h 17m
Tue 10/137:30 am -
1 stop7h 44m
Deal found 9/6![Delta logo]()
$566
This Delta deal was found by Cheapflights users on 9/6. 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 10/176:04 am -
1 stop6h 20m
Mon 10/197:30 am -
1 stop7h 44m
Deal found 9/6![Delta logo]()
$1,214
This Delta deal was found by Cheapflights users on 9/3. 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 9/3![Delta logo]()
$1,029
This Delta deal was found by Cheapflights users on 9/6. 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 10/256:04 am -
1 stop6h 17m
Fri 10/307:30 am -
1 stop7h 44m
Deal found 9/6![Delta logo]()
$529
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 September 7, 2026.
Search for one-way flight options from Midway to Aspen. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Delta deal was found by Cheapflights users on 9/5. 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 11/86:04 am -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 9/3. 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 9/216:05 am -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 9/2. 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 10/106:04 am -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 9/7. 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 9/126:05 am -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 9/4. 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 12/75:14 pm -
1 stop19h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 9/4. 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 12/811:28 am -
1 stop25h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 9/4. 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 12/111:02 pm -
1 stop23h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$533
This Delta deal was found by Cheapflights users on 9/4. 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 12/91:02 pm -
1 stop23h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$579
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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $476 (Delta) |
One-way from | $217 (Delta) |
Popular in | June |
Cheapest in | August |
Average price | $539 |
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 September 7, 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
Sun 11/8
6:04 am-11:24 am
1 stop6h 20m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$217
Quickest round-trip
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Mon 9/21
6:05 am-11:21 am
1 stop6h 16m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$245
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Sat 10/10
6:04 am-11:24 am
1 stop6h 20m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$278
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Sat 9/12
6:05 am-11:21 am
1 stop6h 16m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$333
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
1:52 pm-10:54 pm
1 stop8h 02m
$476
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Mon 12/7
5:14 pm-11:41 am
1 stop19h 27m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$483
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Tue 11/3
6:04 am-11:24 am
1 stop6h 20m
Aspen Pitkin County
Sat 11/7
7:30 am-3:17 pm
1 stop6h 47m
$496
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Tue 12/8
11:28 am-11:41 am
1 stop25h 13m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$526
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Sun 10/25
6:04 am-11:21 am
1 stop6h 17m
Aspen Pitkin County
Fri 10/30
7:30 am-4:14 pm
1 stop7h 44m
$529
ChicagoAspen
MDW Chicago Midway - ASE Aspen Pitkin County
MDWASE
Chicago Midway
Fri 12/11
1:02 pm-11:41 am
1 stop23h 39m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$533
Showing 1-10 of 14 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 September.
| 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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