HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Midway (MDW) to Aspen (ASE) from $264

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MDW — ASE
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

How far in advance should I book a flight from Chicago Midway Airport to Aspen?

Users have found that booking a flight from Chicago Midway Airport to Aspen at least 25 days early can save you up to 28% on average compared to booking a flight this week. If booking 25 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Aspen for as little as $359 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $655 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago Midway Airport to Aspen?

May can be a great time to fly to Aspen from Chicago Midway Airport with a flight ticket averaging about $554. Cheapflights users have found deals in the month of May for as cheap as $421. The most expensive prices can be found in the month of November.

When is the cheapest time to fly from Chicago Midway Airport to Aspen (MDW - ASE)?

When flying from Chicago Midway Airport to Aspen, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Midway to Aspen

Explore cheap flight options specifically provided by Delta for the route between Midway and Aspen. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/217:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$390
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/217:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/5$415
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/5$533
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$563
Thu 6/62:15 pmMDW - ASE
2 stops22h 39mDelta
Mon 6/107:45 amASE - MDW
2 stops9h 51mDelta
Deal found 5/5$665
Thu 6/66:00 amMDW - ASE
1 stop6h 42mDelta
Mon 6/107:45 amASE - MDW
2 stops9h 51mDelta
Deal found 5/5$688
Thu 6/66:00 amMDW - ASE
1 stop6h 42mDelta
Mon 6/107:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$718
Fri 7/126:00 amMDW - ASE
1 stop6h 55mDelta
Tue 7/167:50 amASE - MDW
1 stop6h 04mDelta
Deal found 5/5$719
Fri 7/126:00 amMDW - ASE
1 stop6h 55mDelta
Tue 7/167:50 amASE - MDW
2 stops9h 36mDelta
Deal found 5/5$724

Cheap Midway to Aspen flights in May & June 2024

Find cheap flight options from Midway to Aspen specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Prices were last updated on May 6, 2024.
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/217:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$390
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/217:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/5$415
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/5$533
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$563
Thu 6/62:15 pmMDW - ASE
2 stops22h 39mDelta
Mon 6/107:45 amASE - MDW
2 stops9h 51mDelta
Deal found 5/5$665
Thu 6/66:00 amMDW - ASE
1 stop6h 42mDelta
Mon 6/107:45 amASE - MDW
2 stops9h 51mDelta
Deal found 5/5$688
Thu 6/66:00 amMDW - ASE
1 stop6h 42mDelta
Mon 6/107:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$718

Midway to Aspen 2024 flight deals

Discover exclusive flight deals for travel between Midway and Aspen in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Tue 12/106:00 amMDW - ASE
1 stop6h 15mDelta
Wed 12/111:45 pmASE - MDW
1 stop6h 59mDelta
Deal found 5/4$380
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/217:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$390
Mon 6/176:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/217:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/5$415
Tue 12/106:00 amMDW - ASE
1 stop6h 15mDelta
Wed 12/111:45 pmASE - MDW
2 stops27h 20mDelta
Deal found 5/4$512
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
2 stops8h 19mDelta
Deal found 5/5$533
Sun 6/96:00 amMDW - ASE
1 stop6h 54mDelta
Fri 6/147:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$563
Thu 6/62:15 pmMDW - ASE
2 stops22h 39mDelta
Mon 6/107:45 amASE - MDW
2 stops9h 51mDelta
Deal found 5/5$665
Thu 6/66:00 amMDW - ASE
1 stop6h 42mDelta
Mon 6/107:45 amASE - MDW
2 stops9h 51mDelta
Deal found 5/5$688
Thu 6/66:00 amMDW - ASE
1 stop6h 42mDelta
Mon 6/107:45 amASE - MDW
1 stop6h 10mDelta
Deal found 5/5$718

One-way flights to Aspen from Midway

Search for one-way flight options from Midway to Aspen. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Sat 6/86:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/4$264
Thu 6/276:00 amMDW - ASE
1 stop6h 54mDelta
Deal found 5/5$419
Thu 8/226:00 amMDW - ASE
1 stop6h 42mDelta
Deal found 5/5$519

Find flights from Midway to Aspen within your budget

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 2,719,943 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$390 - $724

Route

Depart

Return

Price

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Mon 6/17

1 stop6h 54m

Aspen Pitkin County

Fri 6/21

1 stop6h 10m

$390

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Mon 6/17

1 stop6h 54m

Aspen Pitkin County

Fri 6/21

2 stops8h 19m

$415

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sun 6/9

1 stop6h 54m

Aspen Pitkin County

Fri 6/14

2 stops8h 19m

$533

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Sun 6/9

1 stop6h 54m

Aspen Pitkin County

Fri 6/14

1 stop6h 10m

$563

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Thu 6/6

2 stops22h 39m

Aspen Pitkin County

Mon 6/10

2 stops9h 51m

$665

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Thu 6/6

1 stop6h 42m

Aspen Pitkin County

Mon 6/10

2 stops9h 51m

$688

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Thu 6/6

1 stop6h 42m

Aspen Pitkin County

Mon 6/10

1 stop6h 10m

$718

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Fri 7/12

1 stop6h 55m

Aspen Pitkin County

Tue 7/16

1 stop6h 04m

$719

Chicago MidwayAspen Pitkin County

MDW - ASE

MDWASE

Chicago Midway

Fri 7/12

1 stop6h 55m

Aspen Pitkin County

Tue 7/16

2 stops9h 36m

$724

Flights are sorted by cheapest first

Deals found on 5/5

No data available for this route at this time. Please check back soon.

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 May 6, 2024.
Delta
8.1
Very good
10,826 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.0

Boarding

8.2

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,826 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.0

Boarding

8.2

Food

7.4

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

  • What airport do you fly into for flights to Aspen from Chicago Midway?

    Located just 3.5 mi from the city center, Aspen Pitkin County is the airport most travelers will use when flying to Aspen from Chicago Midway. Booking flights from Chicago Midway to Pitkin County (ASE) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 0 different airlines.

  • Can I find flights from Chicago Midway Airport to Aspen for under $400 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Aspen for under $400. The cheapest flight booked recently is on Delta for just $390, but on average you can expect to pay $1,205.

  • What does MDW to ASE mean?

    This is defined as Chicago Midway Airport (MDW) and Aspen Pitkin County Airport (ASE). Codes like Aspen Pitkin County Airport are often used to just call airports uniquely.

  • Can I find deals for flights from Midway to Aspen that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Aspen flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Aspen with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Aspen flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Midway to Aspen that include hotel bookings?

    Yes. In addition to deals on Midway to Aspen flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Aspen?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Aspen.

  • Can I find deals for business class flights from Midway to Aspen?

    Yes. Cheapflights offers flight deals from Midway to Aspen by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Midway to Aspen that allow pets onboard?

    Many airlines flying from Midway to Aspen offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Aspen?

    Yes, you can often find last-minute deals on Midway to Aspen flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Aspen flight deals updated?

    The Chicago Midway Airport to Aspen flight deals you see on this page were last updated on 5/5.

See more FAQs

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 for Midway to Aspen
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Denver flights
Midway to Denver flights
O'Hare Intl to Colorado Springs flights
O'Hare Intl to Aspen flights
O'Hare Intl to Montrose flights
Midway to Colorado Springs flights
O'Hare Intl to Durango flights
O'Hare Intl to Grand Junction flights
O'Hare Intl to Vail flights
O'Hare Intl to Hayden flights
Midway to Grand Junction flights
O'Hare Intl to Gunnison flights
O'Hare Intl to Cortez flights
Minneapolis to Las Vegas flights
Chicago to Seattle flights
Miami to Barcelona flights
Los Angeles to New York flights
Fresno to Las Vegas flights
Boston to West Palm Beach flights
USA to Switzerland flights
Newark Airport to Chicago flights
New York to San Diego flights
Dallas to Mexico City flights
Chicago Midway Airport to Austria flights

Search flights from Midway to Aspen by cabin class

Find flights from Midway to Aspen, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Saint Peter Jersey
Flights to Kirkwall Arpt
Flights to Skiathos
Flights to Naxos
Flights to Ningbo Lishe Intl
Flights to Edremit/Korfez
Flights to Bourgas
Flights to Bodø
Flights to Pellston Emmet County
Flights to Cornwall Newquay
Flights to Ordu/Giresun
Flights to Batumi
Flights to Mason City
Flights to Biarritz Parme
Flights to Zakynthos Dionsios Salomos
Flights to Cortez Montezuma County
Flights to Clermont-Ferrand Aulnat
Flights to Nevsehir
Flights to Hyannis Barnstable
Flights to Girona Costa Brava
Flights to Kagoshima
Flights to Perugia Sant Egidio
Flights to Oran Es Senia
Flights to Chios

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Midway to Aspen?

Cheapflights helps you search for flights from Midway to Aspen via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Midway to Aspen?

Cheapflights simply makes it quick and affordable to book flights from Midway to Aspen by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Midway to Aspen with no change fees?

Need flexible booking options for your flight to Aspen from Midway? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Midway to Aspen become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines