$58 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.

Compare Flight Prices from Denver to Chicago

Affordable Airfare Tickets from DEN to MDW Airport

The cheapest flights to Midway Intl. found within the past 7 days were $113 round trip and $58 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Jun 20 - Fri, Jun 20
DEN
Denver
MDW
Chicago
$113 Roundtrip, found 2 hours ago
$113
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jun 20 from Denver to Chicago, returning Fri, Jun 20, priced at $113 found 2 hours ago
Mon, Jul 14 - Mon, Jul 21
DEN
Denver
MDW
Chicago
$116 Roundtrip, just found
$116
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Jul 14 from Denver to Chicago, returning Mon, Jul 21, priced at $116 just found
Fri, Jun 13 - Mon, Jun 16
DEN
Denver
MDW
Chicago
$118 Roundtrip, found 2 hours ago
$118
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jun 13 from Denver to Chicago, returning Mon, Jun 16, priced at $118 found 2 hours ago
Thu, Jul 3 - Sat, Jul 5
DEN
Denver
MDW
Chicago
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jul 3 from Denver to Chicago, returning Sat, Jul 5, priced at $134 found 2 days ago
Sat, May 24 - Tue, May 27
DEN
Denver
MDW
Chicago
$136 Roundtrip, found 2 days ago
$136
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, May 24 from Denver to Chicago, returning Tue, May 27, priced at $136 found 2 days ago
Tue, May 27 - Sat, May 31
DEN
Denver
MDW
Chicago
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, May 27 from Denver to Chicago, returning Sat, May 31, priced at $141 found 6 days ago
Sat, Aug 9 - Mon, Aug 11
DEN
Denver
MDW
Chicago
$143 Roundtrip, found 16 hours ago
$143
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Aug 9 from Denver to Chicago, returning Mon, Aug 11, priced at $143 found 16 hours ago
Sat, Jun 14 - Mon, Jun 16
DEN
Denver
MDW
Chicago
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jun 14 from Denver to Chicago, returning Mon, Jun 16, priced at $145 found 1 day ago
Sat, Aug 9 - Mon, Aug 11
DEN
Denver
MDW
Chicago
$148 Roundtrip, found 16 hours ago
$148
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Sat, Aug 9 from Denver to Chicago, returning Mon, Aug 11, priced at $148 found 16 hours ago
Thu, Jul 3 - Sat, Jul 5
DEN
Denver
MDW
Chicago
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Jul 3 from Denver to Chicago, returning Sat, Jul 5, priced at $151 found 2 days ago

Midway Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 6
just found
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
per person
Jun 1 - Jun 6
just found
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.

Flight information from Denver to Chicago

 

Traveling From
Denver Intl.
Traveling To
Midway Intl.
Shortest Flight Time
4 hours 20 mins
Earliest Departure Time
8:35AM CDT
Latest Departure Time
9:05PM CDT
Lowest Flight Price
$113

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 $113 and $151. 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 $58. 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) 20 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, June 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.