MCI - MDW

$135 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 11/2. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$296
Typical prices: $467-$349
Frontier
Fri 6/12Tue 6/16
MCI - MDW • 1 stop
Cheapest non-stop
$305
Typical prices: $470-$349
Southwest
Wed 6/3Wed 6/10
MCI - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
MCI's compact terminal simplifies departures.
Use the CTA Orange Line for quick downtown access.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $296 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 1h 25m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 56% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 26% price drop
Most popular
Good to know
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+1
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
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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

Fri, Jun 12 - Tue, Jun 16
Frontier Logo
6:16 pm - 11:04 am
MCI
-
MDW
16h 48m
1 stop
Frontier Logo
12:27 pm - 5:21 pm
MDW
-
MCI
28h 54m
1 stop
$296Frontier
Fri, Jul 10 - Mon, Jul 13
Frontier Logo
6:16 pm - 11:07 am
MCI
-
MDW
16h 51m
1 stop
Frontier Logo
6:00 am - 5:21 pm
MDW
-
MCI
11h 21m
1 stop
$301Frontier
Fri, Jul 3 - Fri, Jul 10
Frontier Logo
6:16 pm - 10:11 pm
MCI
-
MDW
27h 55m
1 stop
Frontier Logo
12:11 pm - 5:21 pm
MDW
-
MCI
29h 10m
1 stop
$303Frontier
Fri, May 29 - Mon, Jun 1
Frontier Logo
6:24 pm - 10:02 pm
MCI
-
MDW
27h 38m
1 stop
Frontier Logo
6:00 am - 5:29 pm
MDW
-
MCI
11h 29m
1 stop
$304Frontier
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
6:45 pm - 8:10 pm
MCI
-
MDW
1h 25mnonstop
Southwest Logo
12:05 pm - 1:30 pm
MDW
-
MCI
1h 25mnonstop
$305Southwest
Tue, Jun 9 - Tue, Jun 16
Frontier Logo
1:45 pm - 11:09 am
MCI
-
MDW
21h 24m
2 stops
Frontier Logo
12:27 pm - 5:21 pm
MDW
-
MCI
28h 54m
1 stop
$307Frontier
Sun, May 24 - Wed, May 27
Southwest Logo
4:25 pm - 5:50 pm
MCI
-
MDW
1h 25mnonstop
Southwest Logo
4:45 pm - 6:15 pm
MDW
-
MCI
1h 30mnonstop
$309Southwest
Thu, May 28 - Mon, Jun 1
Frontier Logo
2:34 pm - 10:02 pm
MCI
-
MDW
31h 28m
2 stops
Frontier Logo
6:00 am - 5:29 pm
MDW
-
MCI
11h 29m
1 stop
$310Frontier
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
2:10 pm - 5:10 pm
MCI
-
MDW
3h 00m
1 stop
Southwest Logo
4:15 pm - 5:40 pm
MDW
-
MCI
1h 25mnonstop
$311Southwest
Mon, Jun 8 - Wed, Jun 10
Southwest Logo
7:55 pm - 9:20 pm
MCI
-
MDW
1h 25mnonstop
Southwest Logo
9:55 pm - 11:25 pm
MDW
-
MCI
1h 30mnonstop
$312Southwest
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.

How much is a round-trip flight from Kansas City to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Kansas City to Chicago Midway Airport departing in June.

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 Saturday and avoid Sundays if you are looking for the best rates. For your return to Kansas City, you’ll find the best rates on Tuesdays and the most expensive ones on Sundays.

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 August, where tickets cost $299 (return) on average. On the other hand, the most expensive months are March and January, where the average cost of round-trip tickets is $601 and $513 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 $281 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Kansas City to Chicago Midway Airport, you should book around 5 weeks before departure, which saves you about 56% 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 Kansas City to Midway

 
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
Stefanie Waldek

Stefanie Waldek

Expert on 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.

John Walton

John Walton

Expert on MCI

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.

Good to know

Low seasonDecember
Cheapest flight$135
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 7% 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 $135 for a one-way ticket and $296 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, 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 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 $188 or less one-way and $372 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 4295 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

2.0 MediocreAnonymous, May 2026
MCO - MDW
Read more Southwest reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

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

Information on your arrival and departure airports