$439+ 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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ASE
Oct 30 — Nov 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
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 30, 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 30, 2026.
This Delta deal was found by Cheapflights users on 9/29. 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 11/225:30 am -
1 stop7h 13m
Thu 12/32:30 pm -
1 stop7h 22m
Deal found 9/29![Delta logo]()
$439
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/235:00 am -
2 stops6h 42m
Wed 12/27:00 am -
1 stop5h 24m
Deal found 9/29![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 10/319:00 am -
1 stop6h 37m
Sat 11/77:30 am -
1 stop5h 36m
Deal found 9/30![United Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/225:00 am -
2 stops6h 42m
Thu 12/31:10 pm -
1 stop6h 59m
Deal found 9/29![United Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/225:00 am -
2 stops6h 42m
Tue 12/11:10 pm -
2 stops9h 03m
Deal found 9/29![United Airlines logo]()
$550
This United Airlines deal was found by Cheapflights users on 9/29. 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 9/29![United Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/232:38 pm -
1 stop6h 55m
Tue 12/13:20 pm -
2 stops6h 53m
Deal found 9/29![United Airlines logo]()
$613
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 30, 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 30, 2026.
This United Airlines deal was found by Cheapflights users on 9/27. 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 1/108:22 am -
2 stops7h 13m
Fri 1/153:00 pm -
1 stop4h 41m
Deal found 9/27![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 10/318:15 am -
2 stops7h 22m
Sat 11/73:18 pm -
2 stops6h 49m
Deal found 9/30![United Airlines logo]()
$542
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/225:00 am -
2 stops6h 42m
Tue 12/112:45 pm -
1 stop7h 30m
Deal found 9/29![United Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/225:00 am -
2 stops6h 42m
Wed 12/27:15 am -
2 stops9h 22m
Deal found 9/29![United Airlines logo]()
$550
This United Airlines deal was found by Cheapflights users on 9/29. 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 9/29![United Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/232:38 pm -
1 stop6h 55m
Tue 12/13:20 pm -
2 stops6h 53m
Deal found 9/29![United Airlines logo]()
$613
Last-minute flights from Madison to AspenDiscover last-minute flight deals from Madison to Aspen. Data last updated September 30, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Aspen. Data last updated September 30, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/29. 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.
Wed 10/145:00 am -
2 stops6h 36m
Sun 10/188:00 am -
2 stops10h 27m
Deal found 9/29![United Airlines logo]()
$678
This United Airlines deal was found by Cheapflights users on 9/29. 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 9/29![United Airlines logo]()
$559
This Delta deal was found by Cheapflights users on 9/27. 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 -
1 stop7h 57m
Deal found 9/27![Delta logo]()
$720
This United Airlines deal was found by Cheapflights users on 9/27. 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 10/255:00 am -
2 stops6h 46m
Wed 10/282:17 pm -
2 stops18h 44m
Deal found 9/27![United Airlines logo]()
$1,063
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 10/319:00 am -
1 stop6h 37m
Sat 11/77:30 am -
1 stop5h 36m
Deal found 9/30![United Airlines logo]()
$531
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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $439 (United 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 30, 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
Quickest round-trip
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sun 1/10
8:22 am-2:35 pm
2 stops7h 13m
Aspen Pitkin County
Fri 1/15
3:00 pm-8:41 pm
1 stop4h 41m
$444
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sat 10/31
8:15 am-2:37 pm
2 stops7h 22m
Aspen Pitkin County
Sat 11/7
3:18 pm-11:07 pm
2 stops6h 49m
$542
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sun 11/22
5:00 am-10:42 am
2 stops6h 42m
Aspen Pitkin County
Tue 12/1
12:45 pm-9:15 pm
1 stop7h 30m
$544
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sun 11/22
5:00 am-10:42 am
2 stops6h 42m
Aspen Pitkin County
Wed 12/2
7:15 am-5:37 pm
2 stops9h 22m
$550
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
$559
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Mon 11/23
2:38 pm-8:33 pm
1 stop6h 55m
Aspen Pitkin County
Tue 12/1
3:20 pm-11:13 pm
2 stops6h 53m
$613
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 30, 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.
Entertainment
7.1
Boarding
7.7
Food
6.7
Crew
8.1
Comfort
7.3
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Entertainment
7.1
Boarding
7.7
Food
6.7
Crew
8.1
Comfort
7.3
Overall
7.4
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Aspen flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Madison
Popular flights
Alternative routes for Madison to Aspen
See prices for flight routes from nearby airports that may be better suited for you.
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 30, 2026.
Complete your trip
Complete your trip to Aspen by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Madison to Aspen by cabin class
Find flights from Madison to Aspen, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Aspen flights
Browse other Madison and Aspen flight options. Last updated on September 30, 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 30, 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$403 | Average$552 | FlexibilityNo cancel fee | On-time69% |