MCI - MDW

$69 Find Cheap Flights from Kansas City to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kansas City to Midway departing on 9/1. 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 Chicago Midway Airport

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

Cheap Flights from Kansas City to Midway (MCI-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kansas City to Midway 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 Kansas City to Midway

Thu, Aug 14 - Mon, Aug 18
Southwest Logo
5:30 am - 6:55 amMCI-MDW
1h 25mnonstop
Southwest Logo
7:50 am - 9:15 amMDW-MCI
1h 25mnonstop
$137Southwest
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Fri, Sep 12 - Mon, Sep 15
Frontier Logo
4:56 pm - 11:20 pmMCI-MDW
6h 24m1 stop
Frontier Logo
6:20 am - 4:01 pmMDW-MCI
9h 41m1 stop
$144Frontier
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Thu, Aug 14 - Mon, Aug 18
Southwest Logo
6:00 pm - 7:25 pmMCI-MDW
1h 25mnonstop
Southwest Logo
7:30 am - 10:55 amMDW-MCI
3h 25m1 stop
$147Southwest
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Wed, Aug 20 - Wed, Aug 27
Southwest Logo
9:10 am - 3:20 pmMCI-MDW
6h 10m2 stops
Southwest Logo
8:30 pm - 10:00 pmMDW-MCI
1h 30mnonstop
$152Southwest
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Thu, Aug 14 - Mon, Aug 18
Southwest Logo
5:30 pm - 8:25 pmMCI-MDW
2h 55m1 stop
Southwest Logo
7:45 am - 1:05 pmMDW-MCI
5h 20m1 stop
$157Southwest
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Wed, Aug 20 - Wed, Aug 27
Southwest Logo
9:10 am - 3:20 pmMCI-MDW
6h 10m2 stops
Southwest Logo
12:50 pm - 5:25 pmMDW-MCI
4h 35m1 stop
$162Southwest
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Sat, Aug 16 - Tue, Aug 19
Delta Logo
12:11 pm - 5:37 pmMCI-MDW
5h 26m1 stop
Delta Logo
9:15 am - 3:11 pmMDW-MCI
5h 56m1 stop
$198Delta
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Tue, Aug 19 - Mon, Sep 8
Delta Logo
12:11 pm - 5:37 pmMCI-MDW
5h 26m1 stop
Delta Logo
7:17 pm - 11:05 pmMDW-MCI
3h 48m1 stop
$208Delta
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Sat, Aug 23 - Mon, Aug 25
Delta Logo
6:00 am - 1:03 pmMCI-MDW
7h 03m1 stop
Delta Logo
7:17 pm - 11:05 pmMDW-MCI
3h 48m1 stop
$229Delta
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Fri, Jul 25 - Mon, Jul 28
Frontier Logo
11:20 am - 11:17 pmMCI-MDW
11h 57m1 stop
Frontier Logo
12:35 pm - 7:04 pmMDW-MCI
6h 29m1 stop
$274Frontier
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Expert advice

Expert advice for your flight from Kansas City to Midway

 
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.
Airports
MCI

MCI's compact terminal makes departures easy, with security right behind check-in. Enjoy local BBQ before your flight.

Read more about MCIby John Walton
MDW

Take the CTA Orange Line from MDW to downtown Chicago in 25-30 minutes, avoiding traffic hassles.

Read more about MDWby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on 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
John Walton

John Walton

Expert on MCI

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more
Useful Info

KAYAK's insights & trends for Kansas City to Midway flights

Get data-powered insights and trends into flights from Kansas City to Midway 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 Kansas City to Chicago Midway Airport?

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

When flying from Kansas City to Chicago Midway Airport, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Kansas City, you’ll find the best rates on Wednesdays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kansas City to Chicago Midway Airport, 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 Kansas City to Chicago Midway Airport is April, where tickets cost $253 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $467 and $393 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $314 on average.

Find deals

Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$69
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Kansas City to Chicago Midway Airport

When to book flights from Kansas City to Midway

Are your dates flexible? Find out the best times to travel from Kansas City to Midway 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 Kansas City to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Kansas City to Chicago Midway Airport was $69 for a one-way ticket and $137 for a round-trip.

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

    No

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

    When flying out of Kansas City you will be using Kansas City. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

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

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

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

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

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

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

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

    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 Kansas City to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Kansas City 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 Kansas City to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Kansas City with another airline. Booking your flights between Kansas City and MDW 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 Kansas City to Chicago Midway Airport?

    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 Chicago Midway Airport from Kansas City 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 Kansas City to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $193 or less one-way and $309 or less round-trip.

Prefer to fly direct from Kansas City to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Kansas City to Chicago Midway.
Find which airlines fly direct from Kansas City Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Kansas City 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

Direct returns

Chicago Midway to Kansas City

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 airline flying from Kansas City to Midway

 
See real verified KAYAK customer reviews for airlines flying from Kansas City to Chicago. 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 Kansas City to Midway? 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 4266 reviews
8.0Comfort
7.6Entertainment
8.2Boarding
7.0Food
8.6Crew
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

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

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Everything you need to know for your flight from Kansas City to Midway

Information on your arrival and departure airports

Kansas City (MCI)
Midway (MDW)

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