$506+ Cheap flights from Aspen to Madison (ASE - MSN)
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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — MSN
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from Aspen to Madison 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 Aspen to Madison
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Best
Last-minute
Cheapest flights from Aspen to MadisonExplore the most affordable flight options available from Aspen to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 5, 2026.
Explore the most affordable flight options available from Aspen to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 5, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
1 stop6h 55m
Sat 10/33:25 pm -
1 stop7h 04m
Deal found 9/2![American Airlines logo]()
$506
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.
Wed 10/147:30 am -
2 stops12h 25m
Sun 10/185:51 am -
1 stop6h 30m
Deal found 9/5![Delta logo]()
$514
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:05 pm -
1 stop4h 54m
Sun 10/186:49 am -
1 stop5h 40m
Deal found 9/2![United Airlines logo]()
$529
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.
Sat 9/197:00 am -
1 stop6h 55m
Wed 9/233:25 pm -
1 stop7h 04m
Deal found 9/4![American Airlines logo]()
$539
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.
Sat 9/199:15 am -
2 stops6h 52m
Wed 9/236:30 am -
1 stop5h 40m
Deal found 9/4![United Airlines logo]()
$544
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:15 pm -
1 stop5h 52m
Sat 10/36:06 am -
2 stops12h 12m
Deal found 9/2![United Airlines logo]()
$564
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:30 am -
2 stops14h 42m
Sun 10/186:10 am -
2 stops15h 11m
Deal found 9/2![American Airlines logo]()
$724
Best flights from Aspen to MadisonDiscover carefully curated flight deals from Aspen to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
Discover carefully curated flight deals from Aspen to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 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.
Wed 10/147:30 am -
2 stops12h 25m
Sun 10/185:51 am -
1 stop6h 30m
Deal found 9/5![Delta logo]()
$514
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:05 pm -
1 stop4h 54m
Sun 10/186:49 am -
1 stop5h 40m
Deal found 9/2![United Airlines logo]()
$529
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.
Sat 9/197:00 am -
1 stop6h 55m
Wed 9/233:25 pm -
1 stop7h 04m
Deal found 9/4![American Airlines logo]()
$539
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/301:00 pm -
1 stop6h 41m
Tue 2/26:40 am -
1 stop6h 08m
Deal found 9/3![United Airlines logo]()
$529
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.
Sat 9/199:15 am -
2 stops6h 52m
Wed 9/236:30 am -
1 stop5h 40m
Deal found 9/4![United Airlines logo]()
$544
Last-minute flights from Aspen to MadisonDiscover last-minute flight deals from Aspen to Madison. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Aspen to Madison. Data last updated September 5, 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.
Sat 9/197:00 am -
1 stop6h 55m
Wed 9/233:25 pm -
1 stop7h 04m
Deal found 9/4![American Airlines logo]()
$539
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.
Sat 9/199:15 am -
2 stops6h 52m
Wed 9/236:30 am -
1 stop5h 40m
Deal found 9/4![United Airlines logo]()
$544
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am -
1 stop6h 55m
Sat 10/33:25 pm -
1 stop7h 04m
Deal found 9/2![American Airlines logo]()
$506
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:15 pm -
1 stop5h 52m
Sat 10/36:06 am -
2 stops12h 12m
Deal found 9/2![United Airlines logo]()
$564
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.
Wed 10/147:30 am -
2 stops12h 25m
Sun 10/185:51 am -
1 stop6h 30m
Deal found 9/5![Delta logo]()
$514
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:05 pm -
1 stop4h 54m
Sun 10/186:49 am -
1 stop5h 40m
Deal found 9/2![United Airlines logo]()
$529
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:30 am -
2 stops14h 42m
Sun 10/186:10 am -
2 stops15h 11m
Deal found 9/2![American Airlines logo]()
$724
Find flight deals from Aspen to Madison
Discover tips and strategies to find the most affordable flight options for your journey from Aspen (ASE) to Madison (MSN). 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 5, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $506 (United Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Aspen to Madison 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 5, 2026.
Use the filters below to find and compare flights from Aspen to Madison that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
AspenMadison
ASE Aspen Pitkin County - MSN Madison Truax Field
ASEMSN
Aspen Pitkin County
Wed 10/14
7:30 am-8:55 pm
2 stops12h 25m
Madison Truax Field
Sun 10/18
5:51 am-11:21 am
1 stop6h 30m
$514
Quickest round-trip
AspenMadison
ASE Aspen Pitkin County - MSN Madison Truax Field
ASEMSN
Aspen Pitkin County
Wed 10/14
6:05 pm-11:59 pm
1 stop4h 54m
Madison Truax Field
Sun 10/18
6:49 am-11:29 am
1 stop5h 40m
$529
AspenMadison
ASE Aspen Pitkin County - MSN Madison Truax Field
ASEMSN
Aspen Pitkin County
Sat 1/30
1:00 pm-8:41 pm
1 stop6h 41m
Madison Truax Field
Tue 2/2
6:40 am-11:48 am
1 stop6h 08m
$529
AspenMadison
ASE Aspen Pitkin County - MSN Madison Truax Field
ASEMSN
Aspen Pitkin County
Sat 9/19
7:00 am-2:55 pm
1 stop6h 55m
Madison Truax Field
Wed 9/23
3:25 pm-9:29 pm
1 stop7h 04m
$539
AspenMadison
ASE Aspen Pitkin County - MSN Madison Truax Field
ASEMSN
Aspen Pitkin County
Sat 9/19
9:15 am-5:07 pm
2 stops6h 52m
Madison Truax Field
Wed 9/23
6:30 am-11:10 am
1 stop5h 40m
$544
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Aspen-Madison flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Aspen-Madison flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Aspen-Madison flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Aspen-Madison flights, Cheapflights users trust Expedia the most. Expedia 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 Aspen-Madison 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 Aspen to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Aspen with our price prediction graph.
ASE-MSN
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 Aspen to Madison. 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 Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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