$34 Cheap flights from Denver Intl. to Midway Intl. (DEN to MDW)

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Find The Best Dates To Fly from Denver Intl. to Midway Intl.

Amazing DEN to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $68 round trip and $34 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Jan 28 - Wed, Jan 29
DEN
Denver
MDW
Chicago
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jan 28 from Denver to Chicago, returning Wed, Jan 29, priced at $68 just found
Sat, Mar 1 - Tue, Mar 4
DEN
Denver
MDW
Chicago
$69 Roundtrip, found 7 hours ago
$69
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Denver to Chicago, returning Tue, Mar 4, priced at $69 found 7 hours ago
Tue, Jan 7 - Tue, Jan 14
DEN
Denver
MDW
Chicago
$74 Roundtrip, found 17 hours ago
$74
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Jan 7 from Denver to Chicago, returning Tue, Jan 14, priced at $74 found 17 hours ago
Mon, Feb 3 - Tue, Feb 4
DEN
Denver
MDW
Chicago
$78 Roundtrip, just found
$78
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Feb 3 from Denver to Chicago, returning Tue, Feb 4, priced at $78 just found
Sat, Feb 15 - Sat, Feb 22
DEN
Denver
MDW
Chicago
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 15 from Denver to Chicago, returning Sat, Feb 22, priced at $80 found 1 day ago
Wed, Feb 19 - Tue, Feb 25
DEN
Denver
MDW
Chicago
$83 Roundtrip, found 9 hours ago
$83
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Wed, Feb 19 from Denver to Chicago, returning Tue, Feb 25, priced at $83 found 9 hours ago
Sat, Feb 15 - Sun, Feb 16
DEN
Denver
MDW
Chicago
$84 Roundtrip, just found
$84
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 15 from Denver to Chicago, returning Sun, Feb 16, priced at $84 just found
Sun, Jan 12 - Tue, Jan 14
DEN
Denver
MDW
Chicago
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Jan 12 from Denver to Chicago, returning Tue, Jan 14, priced at $88 found 3 hours ago
Fri, Jan 17 - Tue, Jan 21
DEN
Denver
MDW
Chicago
$89 Roundtrip, found 2 hours ago
$89
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jan 17 from Denver to Chicago, returning Tue, Jan 21, priced at $89 found 2 hours ago
Fri, Jan 10 - Mon, Jan 13
DEN
Denver
MDW
Chicago
$90 Roundtrip, found 12 hours ago
$90
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Fri, Jan 10 from Denver to Chicago, returning Mon, Jan 13, priced at $90 found 12 hours ago

Best Midway Intl. Flight and Hotel Packages

Midway Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Buckingham Hotel

The Buckingham Hotel

3.5 out of 5
Save 100% on your flight
per person
Jan 24 - Jan 27
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Feb 14 - Feb 17
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Save 100% on your flight
per person
Feb 14 - Feb 17
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
per person
Feb 14 - Feb 17
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Feb 14 - Feb 17
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from DEN to MDW right now?
It’s prudent to find out about any quarantine requirements and travel advice reports in effect in your destination city. Be sure to check out our Covid-19 Travel Advisor for up-to-date info on booking a flight to Chicago Airport.
Are there direct flights from DIA airport to Midway Intl. Airport (MDW)?
The only thing standing between you and your next incredible adventure is a single flight. Southwest Airlines is the only air carrier that offers direct services from DEN to Midway Intl. Airport (MDW), so it’s wise to book well in advance.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Midway Airport, please visit our Customer Service Portal.
How long is the flight from DIA airport to Midway Airport?
If you were hoping to squeeze in a decent snooze during your Denver to Chicago trip, you may have to leave it till another time. The normal flight time between DEN and Midway Airport is only 2 hours and 17 minutes — just enough to get comfortable and rest your eyes for a short while.
What is the flight distance from DEN to Midway Airport?
With only 890 mi separating DIA airport and Midway Intl. Airport (MDW), you won’t have long between the seat belt sign flicking off and the captain preparing the wheels for touchdown.
What airlines fly from DIA airport to Midway Airport?
Wanting to fly straight from Denver to Chicago? Southwest Airlines (WN) offers as many as 234 flights every month and is the number one choice for many seasoned travelers.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with Southwest Airlines, Delta or Volaris you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
Denver Intl.
Traveling To
Midway Intl.
Shortest Flight Time
4 hours 15 mins
Earliest Departure Time
5:50AM CST
Latest Departure Time
8:55PM CST
Lowest Flight Price
$68

Route Info

Flight path for flights from Denver International Airport to Chicago Midway International Airport.


Origin:
DEN - Denver International Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
898.00 miles


Discover our best flights from Denver DEN to Chicago MDW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Denver DEN to Chicago MDW at the right price  

Airfares to Chicago MDW from Denver DEN currently cost between $68 and $90. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Denver DEN to Chicago MDW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Denver DEN to Chicago MDW on Travelocity starting at $34. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from Denver DEN quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from DEN to take around 4 hour(s) 15 min(s).  

 

Find our cheapest airfares for flights from Denver DEN to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from DEN. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Denver DEN to Chicago MDW today 

If you’re flexible about when you travel, January is usually the cheapest month to fly from Denver DEN to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago MDW from Denver DEN 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from DEN have this option.  

 

Travel with confidence when you book flights to Chicago MDW from Denver DEN with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.