$356+ Cheap flights from Madison to Aspen (MSN - 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ASE
Oct 9 — Oct 161
Round-trip
1 adult, Economy
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Find cheap flights from Madison 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 Madison to Aspen
Cheapest
Best
Last-minute
One-way
Cheapest flights from Madison to AspenExplore the most affordable flight options available from Madison to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 9, 2026.
Explore the most affordable flight options available from Madison to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 9, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:25 pm -
1 stop7h 04m
Thu 9/247:00 am -
1 stop6h 55m
Deal found 9/4![American Airlines logo]()
$501
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:00 am -
1 stop7h 10m
Fri 9/253:20 pm -
1 stop4h 47m
Deal found 9/5![United Airlines logo]()
$521
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/202:50 pm -
1 stop4h 56m
Thu 9/242:15 pm -
2 stops7h 20m
Deal found 9/4![United Airlines logo]()
$526
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:10 pm -
1 stop6h 48m
Sat 10/241:15 pm -
1 stop6h 52m
Deal found 9/8![United Airlines logo]()
$539
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:10 pm -
1 stop6h 48m
Mon 9/286:05 pm -
1 stop4h 54m
Deal found 9/9![United Airlines logo]()
$590
This American Airlines deal was found by Cheapflights users on 9/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am -
1 stop8h 16m
Wed 10/2812:48 pm -
1 stop18h 23m
Deal found 9/8![American Airlines logo]()
$649
Best flights from Madison to AspenDiscover carefully curated flight deals from Madison to Aspen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
Discover carefully curated flight deals from Madison to Aspen that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:00 am -
1 stop7h 10m
Fri 9/253:20 pm -
1 stop4h 47m
Deal found 9/5![United Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 9/8. 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 10/255:51 am -
1 stop6h 30m
Wed 10/287:30 am -
2 stops12h 25m
Deal found 9/8![Delta logo]()
$554
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:10 pm -
1 stop6h 48m
Sat 10/241:15 pm -
1 stop6h 52m
Deal found 9/8![United Airlines logo]()
$539
Last-minute flights from Madison to AspenDiscover last-minute flight deals from Madison to Aspen. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Aspen. Data last updated September 9, 2026 and is based on user searches.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/203:25 pm -
1 stop7h 04m
Thu 9/247:00 am -
1 stop6h 55m
Deal found 9/4![American Airlines logo]()
$501
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/202:50 pm -
1 stop4h 56m
Thu 9/242:15 pm -
2 stops7h 20m
Deal found 9/4![United Airlines logo]()
$526
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:00 am -
1 stop7h 10m
Fri 9/253:20 pm -
1 stop4h 47m
Deal found 9/5![United Airlines logo]()
$521
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:10 pm -
1 stop6h 48m
Mon 9/286:05 pm -
1 stop4h 54m
Deal found 9/9![United Airlines logo]()
$590
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:10 pm -
1 stop6h 48m
Sat 10/241:15 pm -
1 stop6h 52m
Deal found 9/8![United Airlines logo]()
$539
This American Airlines deal was found by Cheapflights users on 9/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:00 am -
1 stop8h 16m
Wed 10/2812:48 pm -
1 stop18h 23m
Deal found 9/8![American Airlines logo]()
$649
One-way flights from Madison to AspenSearch for one-way flight options from Madison to Aspen. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
Search for one-way flight options from Madison to Aspen. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/146:04 am -
1 stop7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$356
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/155:00 am -
2 stops6h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![United Airlines logo]()
$363
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/148:22 am -
2 stops12h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![United Airlines logo]()
$385
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/156:04 am -
1 stop7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$406
Find flight deals from Madison to Aspen
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) 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 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $501 (American Airlines) |
One-way from | $356 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison 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 9, 2026.
Use the filters below to find and compare flights from Madison to Aspen that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Thu 1/14
6:04 am-12:24 pm
1 stop7h 20m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$356
Quickest round-trip
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Fri 1/15
5:00 am-10:26 am
2 stops6h 26m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$363
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Thu 1/14
8:22 am-8:15 pm
2 stops12h 53m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$385
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Mon 9/21
5:00 am-11:10 am
1 stop7h 10m
Aspen Pitkin County
Fri 9/25
3:20 pm-9:07 pm
1 stop4h 47m
$521
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Tue 10/20
4:10 pm-9:58 pm
1 stop6h 48m
Aspen Pitkin County
Sat 10/24
1:15 pm-9:07 pm
1 stop6h 52m
$539
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sun 10/25
5:51 am-11:21 am
1 stop6h 30m
Aspen Pitkin County
Wed 10/28
7:30 am-8:55 pm
2 stops12h 25m
$554
Sorted by cheapest first
Compare providers for flights from Madison 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 Madison 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 Madison-Aspen flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Aspen flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Aspen flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-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 Madison-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 Madison to Aspen
Have a flexible travel schedule? Discover the best time to fly to Aspen from Madison with our price prediction graph.
MSN-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.
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 September 9, 2026.
See what other customers who have flown with United Airlines from Madison to Aspen have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Comfort
7.3
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Comfort
7.3
Food
6.6
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Madison 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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Other flights to Aspen
Explore flights to Aspen departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 9, 2026.
Complete your trip
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Madison and Aspen flights
Browse other Madison and Aspen flight options. Last updated on September 9, 2026.
Other flights from Madison
Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on September 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Madison to Aspen
Discover the top airline that operate flights from Madison to Aspen. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$403 | Average$552 | FlexibilityNo cancel fee | On-time69% |