MDW - DEN

$79 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 2/17. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$135
Overall average: $228
Frontier
Sat 2/28Mon 3/2
MDW - DEN • 1 stop
Cheapest non-stop
$162
Typical prices: $140-$327
Southwest
Sat 2/21Sat 2/28
MDW - DEN • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest's two free checked bags cut baggage costs.
Midway's compact terminal ensures quick departures.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Frontier
Cheapest • from $135 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 23% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 18% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight 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

Sat, Feb 28 - Mon, Mar 2
Frontier Logo
9:15 am - 9:35 pm
MDW
-
DEN
13h 20m
1 stop
Frontier Logo
12:59 am - 7:07 pm
DEN
-
MDW
17h 08m
1 stop
$135Frontier
Sat, Feb 21 - Sat, Feb 28
Frontier Logo
6:00 am - 12:38 pm
MDW
-
DEN
7h 38m
1 stop
Frontier Logo
7:00 am - 3:19 pm
DEN
-
MDW
7h 19m
1 stop
$137Frontier
Thu, Feb 26 - Sat, Feb 28
Frontier Logo
3:00 pm - 9:45 pm
MDW
-
DEN
7h 45m
1 stop
Frontier Logo
7:00 am - 3:19 pm
DEN
-
MDW
7h 19m
1 stop
$138Frontier
Tue, Mar 3 - Tue, Mar 10
Frontier Logo
7:30 am - 9:41 pm
MDW
-
DEN
15h 11m
1 stop
Frontier Logo
6:01 pm - 10:25 am
DEN
-
MDW
15h 24m
1 stop
$143Frontier
Thu, Feb 26 - Tue, Mar 10
Frontier Logo
3:00 pm - 9:45 pm
MDW
-
DEN
7h 45m
1 stop
Frontier Logo
6:01 pm - 10:25 am
DEN
-
MDW
15h 24m
1 stop
$145Frontier
Sat, Feb 28 - Mon, Mar 2
Frontier Logo
6:25 am - 12:37 pm
MDW
-
DEN
7h 12m
1 stop
Frontier Logo
5:01 am - 8:27 pm
DEN
-
MDW
14h 26m
1 stop
$146Frontier
Sat, Mar 7 - Mon, Mar 9
Frontier Logo
2:16 pm - 9:39 pm
MDW
-
DEN
8h 23m
1 stop
Frontier Logo
10:20 am - 11:20 pm
DEN
-
MDW
12h 00m
1 stop
$147Frontier
Thu, Feb 19 - Thu, Feb 26
Frontier Logo
12:22 pm - 9:41 pm
MDW
-
DEN
10h 19m
1 stop
Frontier Logo
12:42 pm - 9:12 pm
DEN
-
MDW
7h 30m
1 stop
$148Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
3:00 pm - 9:45 pm
MDW
-
DEN
7h 45m
1 stop
Frontier Logo
12:59 am - 7:07 pm
DEN
-
MDW
17h 08m
1 stop
$152Frontier
Tue, Feb 17 - Thu, Feb 19
Frontier Logo
6:00 am - 11:56 am
MDW
-
DEN
6h 56m
1 stop
Frontier Logo
12:42 pm - 9:12 pm
DEN
-
MDW
7h 30m
1 stop
$154Frontier
Booking Insights

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 Saturday, 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 Monday 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 October, where tickets cost $173 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $242 and $241 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Denver?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $273, prices are generally cheapest when you fly direct.

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, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Expert advice

Expert advice for your flight from Midway to Denver

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier and MDW

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.

Harriet Baskas

Harriet Baskas

Expert on DEN

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.

Good to know

Low seasonJanuary
Cheapest flight$79
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 14% 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 $79 for a one-way ticket and $135 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, JetBlue, and Alaska Airlines 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 $277 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 $173 and an overall rating of 5.7.

  • 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 $168 or less one-way and $247 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?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Denver Intl.
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

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Denver Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the 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 4268 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

The experience was good. No frills but I got there safe and sound and on time.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

Frontier Airlines was AWFUL. I was an hour early for my flight and the lady refused to check me in. I had to purchase a whole new ticket with a different airline.

Late, terrible communication, horrible planning of passenger seating until the literal last minute. One of the worst flying experiences of my life. Y'all suck

First of all, we never got on the connecting flight to Denver. They delayed our flight for two hours. If we would have gotten on that flight, we would have been stuck in Denver for 13 hours. So we re- routed our flight for a straight through flight to Oklahoma two days later. THEN, they delayed that flight for two hours. After that we were able to finally get on our flight and come home. Frontier Airlines - one of the worst airlines I have ever been on.

Terrible communication with weather delay, lost baggage, near impossible to reach customer service

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

Information on your arrival and departure airports