$69 Cheap Flights from Chicago (MDW) to Denver (DEN)

View $69 flight on Sat, May 31, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Denver Intl. Airport (DEN)

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Denver (MDW-DEN)

Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, May 31 - Tue, Jun 3
MDW
Chicago
DEN
Denver
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 31 from Chicago to Denver, returning Tue, Jun 3, priced at $138 found 1 day ago
Southwest Airlines
Sat, May 24 - Tue, May 27
MDW
Chicago
DEN
Denver
$145 Roundtrip, found 6 hours ago
$145
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Sat, May 24 from Chicago to Denver, returning Tue, May 27, priced at $145 found 6 hours ago
Southwest Airlines
Tue, May 20 - Tue, May 27
MDW
Chicago
DEN
Denver
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, May 20 from Chicago to Denver, returning Tue, May 27, priced at $150 found 1 day ago
Frontier Airlines
Sat, May 24 - Tue, May 27
MDW
Chicago
DEN
Denver
$153 Roundtrip, found 1 hour ago
$153
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, May 24 from Chicago to Denver, returning Tue, May 27, priced at $153 found 1 hour ago
Southwest Airlines
Wed, May 28 - Sat, May 31
MDW
Chicago
DEN
Denver
$155 Roundtrip, found 9 hours ago
$155
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Wed, May 28 from Chicago to Denver, returning Sat, May 31, priced at $155 found 9 hours ago
Southwest Airlines
Wed, May 21 - Wed, Jun 4
MDW
Chicago
DEN
Denver
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, May 21 from Chicago to Denver, returning Wed, Jun 4, priced at $157 just found
Southwest Airlines
Fri, May 30 - Tue, Jun 3
MDW
Chicago
DEN
Denver
$159 Roundtrip, found 1 hour ago
$159
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Fri, May 30 from Chicago to Denver, returning Tue, Jun 3, priced at $159 found 1 hour ago
Frontier Airlines
Thu, May 29 - Tue, Jun 3
MDW
Chicago
DEN
Denver
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 29 from Chicago to Denver, returning Tue, Jun 3, priced at $159 found 1 day ago
Southwest Airlines
Wed, May 28 - Sat, May 31
MDW
Chicago
DEN
Denver
$160 Roundtrip, found 9 hours ago
$160
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Wed, May 28 from Chicago to Denver, returning Sat, May 31, priced at $160 found 9 hours ago
Delta
Fri, May 30 - Tue, Jun 3
MDW
Chicago
DEN
Denver
$178 Roundtrip, found 1 hour ago
$178
Roundtrip
found 1 hour ago
Select Delta flight, departing Fri, May 30 from Chicago to Denver, returning Tue, Jun 3, priced at $178 found 1 hour ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN) cost?
Snag cheap return tickets starting from $140 from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines and Frontier Airlines flight leaving MDW on May 14 2025 and touching down at DEN. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from MDW to DEN?
The cheapest flights from MDW to DEN are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN)?
You can fly directly from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN) on a Southwest Airlines flight.
What is the cheapest airline that flies from MDW to DEN?
Journey from MDW to DEN with Southwest Airlines. This airline currently offers the lowest one-way fare on this route, starting at $76. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on June 10 2025. Prices were last updated on April 23 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN)?
With an average of 6 nonstop flights that operate from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN) each day, you’ll be up in the air in no time.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN)?
More passengers fly between MDW and DEN at 8 AM than at any other time of day. Prefer a quieter experience? Travel outside of rush hours and it’s possible you’ll save on your fare as well.
What day of the week has the most flights from MDW to DEN?
Travel on a Friday if you’re searching for the best choice of flights from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN).
What is the earliest flight from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN)?
Take the earliest flight at around 6:00AM UTC-6, leaving from Midway Intl. Airport (MDW). You’ll be in the air for approximately 2h 55m, arriving at Denver Intl. Airport (DEN) at approximately 7:55AM UTC-7.
How long does it take to fly from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN)?
It usually takes 2 hours and 49 minutes to travel the 890 mi from MDW to DEN.
What airline has the least delays from MDW to DEN?
Southwest Airlines has the strongest track record for on-time direct flights from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN), with an on-time rating of 82%. Use the Expedia App to see your journey status before you jet off and get real-time alerts about any trip changes.
What is the best time to fly from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN)?
To touch down at Denver Intl. Airport (DEN) on schedule, pick a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Denver from Midway Intl. Airport (MDW)?
Explore your flight options from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN). This is the only airport in Denver you can fly into if you’re taking a direct flight.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN) last-minute?
Booking your ticket from MDW to DEN shortly before your trip is generally more expensive. But if there’s some wiggle room with your departure times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book a MDW to DEN flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to DEN flight and hotel package with Expedia could result in significant savings. What’s more, having everything in one convenient place will take the hassle out of planning your trip. Simply pick your flights and select from our extensive range of stays, then personalize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Denver Intl. Airport (DEN)?
Usually, it’s possible to cancel or reschedule your MDW to DEN flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline’s policies in your itinerary to see what changes are possible and whether any costs are involved. You’ll also find more details on our Customer Service portal.
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