$266+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ASE
Nov 6 — Nov 131
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
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Last-minute
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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 October 7, 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 October 7, 2026.
This Delta deal was found by Cheapflights users on 10/5. 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 10/235:51 am -
1 stop6h 30m
Mon 10/267:30 am -
2 stops12h 31m
Deal found 10/5![Delta logo]()
$554
This United Airlines deal was found by Cheapflights users on 10/6. 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 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 10/6![United Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:49 pm -
2 stops8h 02m
Sun 10/251:30 pm -
2 stops8h 37m
Deal found 10/6![United Airlines logo]()
$569
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:10 am -
1 stop6h 26m
Sun 10/1812:15 pm -
1 stop7h 45m
Deal found 10/6![United Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/238:17 am -
2 stops10h 01m
Mon 10/2611:27 am -
2 stops10h 40m
Deal found 10/5![United Airlines logo]()
$679
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:10 am -
2 stops13h 17m
Mon 11/301:30 pm -
1 stop22h 54m
Deal found 10/6![United Airlines logo]()
$758
This American Airlines deal was found by Cheapflights users on 10/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:05 am -
1 stop6h 22m
Mon 11/307:25 am -
1 stop8h 30m
Deal found 10/7![American Airlines logo]()
$791
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 October 7, 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 October 7, 2026.
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:10 am -
1 stop6h 26m
Sun 10/258:20 am -
1 stop5h 47m
Deal found 10/6![United Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 10/204:10 pm -
1 stop6h 48m
Sat 10/241:15 pm -
1 stop6h 52m
Deal found 10/5![United Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/299:00 am -
1 stop6h 37m
Sat 11/73:18 pm -
1 stop4h 25m
Deal found 10/5![United Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/86:35 am -
1 stop6h 18m
Mon 2/88:20 pm -
2 stops12h 50m
Deal found 10/6![United Airlines logo]()
$564
Last-minute flights from Madison to AspenDiscover last-minute flight deals from Madison to Aspen. Data last updated October 7, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Aspen. Data last updated October 7, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:10 am -
1 stop6h 26m
Sun 10/1812:15 pm -
1 stop7h 45m
Deal found 10/6![United Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 10/6. 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 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 10/6![United Airlines logo]()
$559
This Delta deal was found by Cheapflights users on 10/5. 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 10/235:51 am -
1 stop6h 30m
Mon 10/267:30 am -
2 stops12h 31m
Deal found 10/5![Delta logo]()
$554
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:49 pm -
2 stops8h 02m
Sun 10/251:30 pm -
2 stops8h 37m
Deal found 10/6![United Airlines logo]()
$569
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/238:17 am -
2 stops10h 01m
Mon 10/2611:27 am -
2 stops10h 40m
Deal found 10/5![United Airlines logo]()
$679
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:10 am -
2 stops13h 17m
Mon 11/301:30 pm -
1 stop22h 54m
Deal found 10/6![United Airlines logo]()
$758
This American Airlines deal was found by Cheapflights users on 10/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:05 am -
1 stop6h 22m
Mon 11/307:25 am -
1 stop8h 30m
Deal found 10/7![American Airlines logo]()
$791
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 October 7, 2026.
Search for one-way flight options from Madison to Aspen. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
This American Airlines deal was found by Cheapflights users on 10/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/412:32 pm -
1 stop9h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![American Airlines logo]()
$266
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/277:05 am -
1 stop6h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![American Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 10/5. 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 11/285:30 am -
1 stop7h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Delta logo]()
$610
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Sun 11/297:05 am -
1 stop6h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![American Airlines logo]()
$613
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Sat 11/288:31 pm -
2 stops16h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![American Airlines logo]()
$738
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Sun 11/295:00 am -
2 stops6h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![United Airlines logo]()
$862
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/48:15 am -
3 stops13h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$928
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 October 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $554 (Delta) |
One-way from | $266 (American Airlines) |
Popular in | October |
Cheapest in | January |
Average price | $1,339 |
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 October 7, 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
Fri 10/23
5:10 am-10:36 am
1 stop6h 26m
Aspen Pitkin County
Sun 10/25
8:20 am-3:07 pm
1 stop5h 47m
$559
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
Thu 10/29
9:00 am-2:37 pm
1 stop6h 37m
Aspen Pitkin County
Sat 11/7
3:18 pm-8:43 pm
1 stop4h 25m
$559
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Fri 11/27
9:15 am-8:26 pm
2 stops12h 11m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$562
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Mon 2/8
6:35 am-11:53 am
1 stop6h 18m
Aspen Pitkin County
Mon 2/8
8:20 pm-10:10 am
2 stops12h 50m
$564
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sat 11/28
5:30 am-11:48 am
1 stop7h 18m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$610
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sat 11/28
8:31 pm-12:27 pm
2 stops16h 56m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$738
Quickest round-trip
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Sun 11/29
5:00 am-10:42 am
2 stops6h 42m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$862
MadisonAspen
MSN Madison Truax Field - ASE Aspen Pitkin County
MSNASE
Madison Truax Field
Thu 2/4
8:15 am-8:56 pm
3 stops13h 41m
Aspen Pitkin County
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$928
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 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 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 October 7, 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.
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.7
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
Browse thousands of different options on Cheapflights for your next trip
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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 October 7, 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 October 7, 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 October 7, 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 October 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$403 | Average$564 | FlexibilityNo cancel fee | On-time69% |