Cheap Flight Tickets from Denver (DEN) to Chicago (MDW), Starting at $257

Good to Know: Cheapest and Fastest DEN - MDW Flights

Useful information for finding best airline tickets from Denver International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$257

WN Southwest Airlines • 1 stop • 16h 50m

Aug 15 – Aug 20

The cheapest round trip flight from Denver to Chicago (DEN-MDW-DEN) is currently $257

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Cheapest Direct Flight

$555

WN Southwest Airlines • nonstop • 3h 40m

Aug 15

The cheapest nonstop flight from Denver to Chicago (DEN-MDW) is currently $555

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Fastest Flight

3h 40m

The fastest nonstop flight from Denver to Chicago (DEN-MDW) takes 3h 40m

Top Airlines Flying from Denver to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Denver (DEN) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Denver to Chicago. Ideal for travelers with confirmed return itineraries.

Aug 15 - Aug 20, Economy
WN
Denver → Chicago
16h 50m
9:05 AM - 8:15 PM • 1 stop
WN
Denver → Chicago
3h 55m
12:15 PM - 1:50 PM • nonstop
$257
Southwest Airlines
Aug 15 - Aug 20, Economy
WN
Denver → Chicago
12h
7:35 AM - 3:55 PM • 1 stop
WN
Denver → Chicago
3h 55m
7:35 PM - 9:10 PM • nonstop
$257
Southwest Airlines
Aug 15 - Aug 20, Economy
WN
Denver → Chicago
12h 10m
7:35 AM - 4:05 PM • 1 stop
WN
Denver → Chicago
3h 55m
4:25 PM - 6:00 PM • nonstop
$257
Southwest Airlines
Aug 15 - Aug 20, Economy
WN
Denver → Chicago
7h 35m
11:20 AM - 5:15 PM • 1 stop
WN
Denver → Chicago
3h 55m
4:25 PM - 6:00 PM • nonstop
$257
Southwest Airlines
Aug 15 - Aug 20, Economy
WN
Denver → Chicago
3h 40m
11:10 AM - 2:30 PM • nonstop
WN
Denver → Chicago
5h 50m
5:00 PM - 7:50 PM • 1 stop
$560
Southwest Airlines
Aug 15 - Aug 20, Economy
DL
Denver → Chicago
10h 10m
6:00 AM - 1:10 PM • 1 stop
DL
Denver → Chicago
7h 38m
1:25 PM - 5:23 PM • 1 stop
$724
Delta Airlines

Fly from Denver to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Denver to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Denver to Chicago Flights

What are the airports in Denver?
DEN
What’s the most popular airline flying from DEN to MDW?
The most popular airline flying from Denver to Chicago are
Can I fly from DEN to MDW non-stop?
Yes, you can fly DEN to MDW non-stop on
Which airlines fly nonstop between Denver and Chicago?
The non-stop flights between Denver and Chicago are .
What’s the earliest departure time from DEN to MDW Airport?
The earliest flight leaves DEN at 6:00 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Denver to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from DEN to MDW?
Read the fare rules of the Denver to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Denver and Chicago?
operate flights between Denver and Chicago
How long does a flight from Denver to Chicago take?
It takes approximately 2 hour to fly non-stop from DEN to MDW, which is 895.33 miles by air.
Which airlines provide the cheapest flights from Denver (DEN) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from DEN were found on DL : USD 724
Do I need a passport to fly between DEN and MDW?
No
What’s the latest departure time from DEN to MDW ?
The last flight leaves DEN at 5:20 pm

Denver (DEN) to Chicago (MDW): Airport Information

Origin Airport Denver International , Denver, US
Destination Airport Chicago Midway International , Chicago, US
Distance 895 miles

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