MCI - MDW

$112 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 2/12. 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 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$231
Overall average: $344
Southwest
Sat 12/6Tue 12/9
MCI - MDW • Non-stop
Cheapest one-way
$112
Typical prices: $289-$290
Frontier
Thu 2/12
MCI - MDW • 2 stops
Our travelers' advice
AI-generated summary based on content written by travel experts
MCI's compact terminal simplifies departures.
Use the CTA Orange Line for quick downtown access.
Expert advice
Expert advice
Expert advice
Expert advice
When to travel
April
Cheapest • 28% price drop
February
Most popular
Good to know
Good to know
+1
+1
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Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Expert advice
Flight 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

Sat, Dec 6 - Tue, Dec 9
Southwest Logo
3:05 pm - 4:30 pmMCI-MDW
1h 25mnonstop
Southwest Logo
12:00 pm - 1:25 pmMDW-MCI
1h 25mnonstop
$231Southwest
Find Deal
Fri, Dec 12 - Sun, Dec 14
Multiple Airlines Logo
12:13 pm - 10:12 pmMCI-MDW
9h 59m1 stop
Multiple Airlines Logo
6:37 pm - 11:15 pmMDW-MCI
28h 38m1 stop
$232Multiple Airlines
Find Deal
Wed, Jan 7 - Thu, Jan 8
Southwest Logo
3:10 pm - 4:35 pmMCI-MDW
1h 25mnonstop
Southwest Logo
10:00 am - 5:00 pmMDW-MCI
7h 00m2 stops
$234Southwest
Find Deal
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
9:21 pm - 11:20 amMCI-MDW
13h 59m1 stop
Frontier Logo
8:56 pm - 10:11 amMDW-MCI
13h 15m2 stops
$235Frontier
Find Deal
Sat, Dec 13 - Mon, Dec 15
Southwest Logo
3:05 pm - 4:30 pmMCI-MDW
1h 25mnonstop
Southwest Logo
8:10 am - 9:45 amMDW-MCI
1h 35mnonstop
$236Southwest
Find Deal
Fri, Dec 5 - Sun, Dec 7
Frontier Logo
12:13 pm - 7:42 pmMCI-MDW
7h 29m1 stop
Frontier Logo
7:24 pm - 7:50 pmMDW-MCI
24h 26m2 stops
$237Frontier
Find Deal
Mon, Dec 15 - Tue, Dec 16
Southwest Logo
4:15 pm - 10:35 pmMCI-MDW
6h 20m1 stop
Southwest Logo
8:40 am - 2:30 pmMDW-MCI
5h 50m1 stop
$239Southwest
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
8:09 pm - 2:04 pmMCI-MDW
17h 55m2 stops
Multiple Airlines Logo
6:37 pm - 11:15 pmMDW-MCI
28h 38m1 stop
$241Multiple Airlines
Find Deal
Wed, Jan 7 - Thu, Jan 8
Southwest Logo
3:55 pm - 7:05 pmMCI-MDW
3h 10m1 stop
Southwest Logo
10:00 am - 5:00 pmMDW-MCI
7h 00m2 stops
$244Southwest
Find Deal
Sat, Dec 13 - Mon, Dec 15
Southwest Logo
10:20 am - 11:45 amMCI-MDW
1h 25mnonstop
Southwest Logo
9:40 am - 3:35 pmMDW-MCI
5h 55m1 stop
$246Southwest
Find Deal
Booking Insights

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 Thursdays 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 September, where the average cost of round-trip tickets is $467 and $425 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.

No, with an average price for the route of $229, prices are generally cheapest when you fly direct.

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.

MDW

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

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

Good to know

Low seasonJanuary
Cheapest flight$112
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 11% increase in price.
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 $112 for a one-way ticket and $231 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 JetBlue 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 737-800 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 $290 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 4248 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

10.0 ExcellentIlevba, Nov 2025DCA - DAL
Read more Southwest reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

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.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

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

Information on your arrival and departure airports