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MCI - MDW

$89 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 5/11. 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

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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Cheap Flight Deals 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.

Recent round-trip flight deals from Kansas City to Midway

KAYAK's recommended round-trip deals from the most popular airlines that fly from Kansas City to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
12:19 pm - 12:21 amMCI-MDW
12h 02m1 stop
6:45 am - 7:45 pmMDW-MCI
13h 00m1 stop
$178Frontier
Find Deal
Thu, Apr 17 - Sun, Apr 20
9:10 pm - 10:30 pmMCI-MDW
1h 20mnonstop
6:45 am - 8:10 amMDW-MCI
1h 25mnonstop
$196Southwest
Find Deal
Sun, Apr 13 - Sun, Apr 27
9:10 pm - 10:30 pmMCI-MDW
1h 20mnonstop
7:50 am - 9:15 amMDW-MCI
1h 25mnonstop
$197Southwest
Find Deal
Sun, Apr 13 - Thu, Apr 17
8:35 pm - 12:21 amMCI-MDW
27h 46m1 stop
6:45 am - 7:37 pmMDW-MCI
12h 52m1 stop
$198Frontier
Find Deal
Fri, Apr 11 - Mon, Apr 14
7:00 pm - 12:45 amMCI-MDW
5h 45m1 stop
7:50 am - 9:15 amMDW-MCI
1h 25mnonstop
$207Southwest
Find Deal
Sun, Apr 13 - Thu, Apr 17
4:00 pm - 10:30 pmMCI-MDW
6h 30m1 stop
9:15 pm - 10:45 pmMDW-MCI
1h 30mnonstop
$217Southwest
Find Deal
Sat, Apr 19 - Fri, Apr 25
3:02 pm - 10:14 pmMCI-MDW
7h 12m1 stop
6:35 am - 1:37 pmMDW-MCI
7h 02m1 stop
$218Frontier
Find Deal
Fri, May 23 - Mon, May 26
2:19 pm - 11:21 pmMCI-MDW
9h 02m1 stop
6:00 am - 1:24 pmMDW-MCI
7h 24m1 stop
$220Frontier
Find Deal
Wed, Aug 6 - Fri, Aug 8
6:37 am - 12:28 pmMCI-MDW
5h 51m1 stop
7:25 pm - 10:59 pmMDW-MCI
3h 34m1 stop
$287Delta
Find Deal
Fri, May 9 - Tue, May 13
6:15 am - 12:35 pmMCI-MDW
6h 20m1 stop
9:20 am - 1:24 pmMDW-MCI
4h 04m1 stop
$296Delta
Find Deal
Sun, Apr 27 - Wed, Apr 30

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 Friday 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 July and February, where the average cost of round-trip tickets is $450 and $392 respectively.
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Good to know

Low season

July

High season

November

Cheapest flight

$89
Best time to beat the crowds but there is an average 34% increase in price.
Most popular time to fly with an average 13% 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 $89 for a one-way ticket and $178 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, and Delta 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 737-700 Passenger/BBJ1 (winglets) 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.

See more FAQs

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 $181 or less one-way and $309 or less round-trip.

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

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
See more direct flights

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 4275 reviews
8.7Crew
7.1Food
8.2Boarding
8.1Comfort
7.6Entertainment
Airline reviews

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

6.0 GoodCarolynn, Mar 2025KOA - SMF
Read more Southwest reviews

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

1.5 hour delay, poor service, no compassion from the crew. Terrible experience

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

Short flight with plenty of open seats. Drinks and snacks were still provided even on such a short flight. <1 hr

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great experience flying Southwest. The crew was really kind and helpful, and very friendly with our toddler.

Very good. Sad to learn Southwest is going start to charge for bags

Our flight was diverted from being a non-stop to getting within 150 miles and requiring another plane. We heard 4 or 5 different versions from SW as to why we had to stop, then wait for a replacement plane. Five hour delay, weather did not come up as a single excuse.... communication was not clear and well explained. No one really took charge!

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.

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

Information on your arrival and departure airports

Midway (MDW)
Kansas City (MCI)

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