MDW - DEN

$77 Find Cheap Flights from Chicago Midway Airport to Denver

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Denver departing on 10/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Denver

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Denver, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Denver, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Midway to Denver (MDW-DEN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Denver that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Denver

Thu, Aug 14 - Mon, Aug 18
Frontier Logo
2:44 pm - 4:33 pmMDW-DEN
2h 49mnonstop
Frontier Logo
8:15 am - 11:41 amDEN-MDW
2h 26mnonstop
$125Frontier
Find Deal
Thu, Sep 11 - Mon, Sep 15
Frontier Logo
4:29 pm - 6:17 pmMDW-DEN
2h 48mnonstop
Frontier Logo
7:10 pm - 10:38 pmDEN-MDW
2h 28mnonstop
$126Frontier
Find Deal
Mon, Sep 22 - Thu, Sep 25
Frontier Logo
4:29 pm - 6:17 pmMDW-DEN
2h 48mnonstop
Frontier Logo
7:10 pm - 10:38 pmDEN-MDW
2h 28mnonstop
$128Frontier
Find Deal
Sun, Sep 7 - Mon, Sep 15
Frontier Logo
7:56 pm - 9:40 pmMDW-DEN
2h 44mnonstop
Frontier Logo
7:10 pm - 10:38 pmDEN-MDW
2h 28mnonstop
$134Frontier
Find Deal
Wed, Aug 27 - Sat, Aug 30
Southwest Logo
10:45 am - 12:15 pmMDW-DEN
2h 30mnonstop
Southwest Logo
7:25 pm - 10:50 pmDEN-MDW
2h 25mnonstop
$157Southwest
Find Deal
Sat, Aug 9 - Mon, Aug 11
Southwest Logo
7:20 pm - 8:55 pmMDW-DEN
2h 35mnonstop
Southwest Logo
5:25 am - 8:45 amDEN-MDW
2h 20mnonstop
$158Southwest
Find Deal
Wed, Aug 27 - Wed, Sep 3
Southwest Logo
1:35 pm - 4:25 pmMDW-DEN
3h 50m1 stop
Southwest Logo
1:10 pm - 4:30 pmDEN-MDW
2h 20mnonstop
$163Southwest
Find Deal
Tue, Jul 15 - Wed, Jul 16
Delta Logo
6:20 pm - 11:06 pmMDW-DEN
5h 46m1 stop
Delta Logo
6:35 am - 1:06 pmDEN-MDW
5h 31m1 stop
$217Delta
Find Deal
Fri, Jul 11 - Tue, Jul 15
Delta Logo
7:21 pm - 11:28 pmMDW-DEN
5h 07m1 stop
Delta Logo
12:55 am - 8:44 amDEN-MDW
6h 49m1 stop
$219Delta
Find Deal
Mon, Nov 24 - Thu, Nov 27
Delta Logo
1:00 pm - 5:29 pmMDW-DEN
5h 29m1 stop
Delta Logo
12:55 am - 8:45 amDEN-MDW
6h 50m1 stop
$225Delta
Find Deal
Expert advice

Expert advice for your flight from Midway to Denver

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Frontier

Frontier's Economy Bundle includes a carry-on bag and free seat selection, ideal for budget travelers.


Choose Premium Bundle for priority boarding and extra legroom, just $20 more than Economy.

Read more about Frontierby Stefanie Waldek
Southwest

Southwest offers two free checked bags, saving frequent travelers significant baggage fees.


Set an alarm to check in 24 hours before for a better boarding position.

Read more about Southwestby Blane Bachelor
Airports
MDW

Midway offers a compact terminal with easy navigation, making it ideal for quick departures. Enjoy local dining options like Billy Goat Tavern.

Read more about MDWby Stefanie Waldek
DEN

For a budget-friendly arrival, take the RTD A line train from DEN to downtown Denver in about 40 minutes.

Read more about DENby Harriet Baskas
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Harriet Baskas

Harriet Baskas

Expert on DEN

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Useful Info

KAYAK's insights & trends for Midway to Denver flights

Get data-powered insights and trends into flights from Midway to Denver to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Denver?

The average price of all round-trip flights from Chicago Midway Airport to Denver clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Denver on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago Midway Airport to Denver. For your return ticket, we recommend flying on a Saturday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Chicago Midway Airport to Denver?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Denver, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Denver is November, where tickets cost $152 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is $218 and $212 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Denver?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Denver, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Denver, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonApril
High seasonOctober
Cheapest flight$77
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Chicago Midway Airport to Denver

When to book flights from Midway to Denver

Are your dates flexible? Find out the best times to travel from Midway to Denver based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Denver flights

  • Which airlines have well-suited services for business travelers from Chicago Midway Airport to Denver?

    Business travelers should consider flying with United or Delta Air Lines for their flights to Denver. United Airlines offers premium seating options, including the United Polaris business class. It has power outlets at every seat, allowing business travelers to stay charged and connected while on board. Delta Air Lines offers noise-canceling headphones that block out noise.

  • Which airlines from Chicago Midway Airport-Denver are environmentally-friendly?

    Delta Air Lines is a worthy choice for environmentally-conscious travelers from MDW to Denver. It engages its employees in sustainability initiatives such as recycling and waste reduction programs. It sources sustainable products like certified seafood and coffee, and has implemented water conservation initiatives such as low-flow faucets and toilets to reduce water consumption.

  • What flight alliances are there for flights from Chicago Midway Airport to Denver?

    OneWorld and SkyTeam are flight alliances that operate flights from MDW to Denver. American Airlines, a member of OneWorld, allows travelers to book and manage their travel across multiple airlines, making the trip convenient. SkyTeams member Delta Air Lines reduces costs by sharing resources and coordinating schedules.

  • Does Delta Air Lines offer special meals to its passengers?

    Delta Air Lines offers different types of dietary meals for travelers on board. They offer lactose-free and kosher meals. Passengers on board also get Vegan and gluten-free meals. Passengers request these special meals when booking their flight or contacting Delta Customer Service.

  • What is the cheapest flight from Chicago Midway Airport to Denver?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Denver was $77 for a one-way ticket and $125 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Denver?

    No, a passport isn't needed to fly from Chicago Midway Airport to Denver. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago Midway Airport to Denver?

    On your way to Denver, you’ll fly out from Chicago Midway. You’ll be landing at Denver Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Denver?

    American Airlines, Alaska Airlines, Hawaiian Airlines, and Delta offer inflight Wi-Fi service on the Chicago Midway Airport to Denver flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Denver?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Denver flight route.

  • On which days can I fly direct from Chicago Midway Airport to Denver?

    There are nonstop flights from Chicago Midway Airport to Denver on a daily basis.

  • Which is the best airline for flights from Chicago to Denver, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Denver are Southwest and Frontier. With an average price for the route of $271 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $155 and an overall rating of 5.9.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Denver?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Denver.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Denver?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Denver from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Denver?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Denver with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and DEN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Denver?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Denver from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Denver

  • Looking for a cheap flight? 25% of our users found flights on this route for $100 or less one-way and $176 or less round-trip.
  • Delta Air Lines offer various class tickets to its passengers. Basic Economy is Delta's most basic fare class, a low-cost option. Main Cabin is Delta's standard economy class that includes snacks and drinks. Delta's premium economy class, Delta Comfort+, offers extra legroom. First Class provides wider seats, while Delta One, the highest rank, offers personalized service and lie-flat seats.
  • Southwest Airlines enables non-elite members to upgrade to first class by purchasing an upgrade with cash or points up to 36 hours before the flight. They can also bid for an upgrade or join the Rapid Rewards Program, earning them points towards the Business Select Ticket and an upgrade. Elite members also have to pay for an upgrade up to 72 hours before their flight.
  • Frontier Airlines offers layover stops at Miami International Airport (MIA) and Hartsfield-Jackson Atlanta International Airport (ATL). Delta Air Lines has layovers at Minneapolis-Saint Paul International Airport (MSP) that last for about 98 minutes, and another at Detroit Metropolitan Wayne County Airport (DTW).
  • Delta Air Lines takes good care of minors traveling from Chicago Midway Airport (MDW) to Denver (DEN). They provide a special seat for the minor and snacks and drinks during the flight. They monitor the minors on board and check on them periodically. Before the minor boards the flight, Delta Air Lines ensures they have the necessary documentation for the flight.
  • Frontier Airlines is a good option for travelers on a tight budget from Chicago Midway Airport to Denver. It has a discount program, Discount Den, that provides access to low fares and other perks. It offers fare sales that save you money on flights. Frontier Airlines regularly flies to secondary airports, which are less expensive than major airports.

Prefer to fly direct from Chicago Midway Airport to Denver?

Find which airlines fly direct from Chicago Midway Airport to Denver Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Denver Intl

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Direct returns

Denver Intl to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top airlines flying from Midway to Denver

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Denver. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Denver? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4287 reviews
7.6Entertainment
8.2Boarding
7.1Food
8.6Crew
8.0Comfort
Airline reviews

We sat on the plane on the tarmac for 4 hours.

2.0 MediocreDennis, May 2025OKC - DEN
Read more Southwest reviews

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

WiFi on the flight was not working. Thus, entertainment options were limited.

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

For the first time in a long time we had a flawless experience with Southwest. Both flights were early and no mechanical errors at all. We were shocked and pleasantly surprised 😮.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

Excellent experience. WiFi worked on this leg of My trip

It was really nice! I appreciate the gate attendant allowing families with small children to board early on in the process… that was very helpful! The internet service didn’t work with the app I was trying to use even though I paid the $8… other than that it was great! Oh and I should’ve asked for the whole cranberry cocktail can. That cup was about 2 sips…

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

The plane failed preflight inspection, so we sat there for 90 mins while they tried to fix it. Ultimately, everything was remedied and we made our connecting flight; instead of a 2 hour layover at the airport, we spent it waiting on the plane.

I loked walking out on the tarmac to board and no first class. I didn't like that they have no snacks or onboard wifi to bide your time.

The seats were extremely hard and uncomfortable. It was disappointing even for a budget airline.

Delayed each time on a round trip with no significant weather interference. Updates to flight times came after the fact. 30 min behind in boarding and board and phone still show an on time departure. Some mysterious extra 300 miles that came so surprising they had to fuel while we were already on board?

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Allowed me to chose my seat without extra charge (I purchased full-price ticket) and boarding was in group1. Didn't even serve water.

Stuck in Phoenix for two days, not even a hotel voucher offered.

Every day about it was very different all the boarding pass where all wrong l miss flight no refund all crazy

Everything you need to know for your flight from Midway to Denver

Information on your arrival and departure airports

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