Looking for more low-fare flights?
Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.
Find low faresSouthwest® flights from Denver to Chicago (O'Hare) from $90
expand_more
1 Passenger
expand_morePromo Code
expand_moretoday
today
Low fares from Denver to Chicago (O'Hare)
$
Denver (DEN)to
Chicago (Midway) (MDW)
Depart: 04/25/2026
One-way
Basic
From
$80
Seen: 23 hrs ago
Denver (DEN)to
Chicago (Midway) (MDW)
Depart: 04/18/2026
One-way
Basic
From
$80
Seen: 21 hrs ago
Denver (DEN)to
Chicago (Midway) (MDW)
Depart: 05/02/2026
One-way
Basic
From
$83
Seen: 5 hrs ago
Denver (DEN)to
Chicago (Midway) (MDW)
Depart: 03/03/2026
One-way
Basic
From
$90
Seen: 19 hrs ago
Denver (DEN)to
Chicago (Midway) (MDW)
Depart: 03/04/2026
One-way
Basic
From
$90
Seen: 51 minutes ago
Denver (DEN)to
Chicago (Midway) (MDW)
Depart: 03/07/2026
One-way
Basic
From
$93
Seen: 13 hrs ago
Explore flights from Denver to Chicago (O'Hare)
location_on
location_on
Flight Details
Departing from:
Denver International Airport
Arriving at:
O'Hare International Airport
Average flight time:
2 hours 30 minutes
Distance:
888 miles
Route Information
121† Weekly flights
- 3‡ Nonstop flights per day Monday through Friday
- 3‡ Nonstop flights on Saturday
- 3‡ Nonstop flights on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore Chicago (O'Hare)
Chicagoland is very flat. If you find yourself missing the heights of being back home in the Mile High City, buy a ticket to reach the summit of Willis Tower (or Sears Tower, as Chicagoans still call it). Step out into the glass balconies of the observation deck for panoramic views of the city, the lake, and beyond. It’s not the kind of view you’re used to from summits back home, to be sure, but just as breathtaking.
Sightseeing can be done with feet planted firmly on the ground, of course. Walking tours abound, whether you choose to tour the Loop (what Chicagoans call their downtown) or one of the city’s dozens of neighborhoods. Or take to the water for a riverboat architecture tour or a boat ride along the city’s Lake Michigan waterfront for a unique view of the skyline. The lakefront has plenty to explore while downtown, including Museum Campus, Grant Park, and Millennium Park. Can’t get enough of aquatics? Visit the Shedd Aquarium. Want more sky and less skyline? Explore the Adler Planetarium. Seeking opportunities for snap-worthy selfies? Walk through the public art at Millennium Park.
Questions we hear the most
The average flight time from Denver to Chicago (O'Hare) is 2 hours 30 minutes.
There are 121 weekly flights from Denver to Chicago (O'Hare) on Southwest Airlines.
Yes, Southwest flies nonstop from Denver to Chicago (O'Hare) 3 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Denver to Chicago (O'Hare) 3 times per day on Saturdays and Sundays.
To find the lowest fares by day and time to fly Denver to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
You can rent a car at O'Hare International Airport book yours with your flight.
Yes! Flights from Denver to Chicago (O'Hare)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.