MCI - MDW

$64 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 3/3. 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

Search 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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Kansas City to Midway.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:35 pm - 12:17 amMCI-MDW
27h 42m1 stop
6:40 am - 7:35 pmMDW-MCI
12h 55m1 stop
$150Frontier
Find Deal
Fri, Feb 21 - Mon, Feb 24
6:39 pm - 12:17 amMCI-MDW
5h 38m1 stop
7:05 am - 7:35 pmMDW-MCI
12h 30m1 stop
$180Frontier
Find Deal
Mon, Feb 10 - Wed, Feb 12
8:35 pm - 12:17 amMCI-MDW
27h 42m1 stop
6:40 am - 7:35 pmMDW-MCI
12h 55m1 stop
$216Frontier
Find Deal
Wed, Feb 19 - Mon, Feb 24
6:05 am - 7:35 amMCI-MDW
1h 30mnonstop
6:20 am - 8:00 amMDW-MCI
1h 40mnonstop
$249Southwest
Find Deal
Wed, Feb 19 - Mon, Feb 24
2:50 pm - 4:15 pmMCI-MDW
1h 25mnonstop
9:15 pm - 10:45 pmMDW-MCI
1h 30mnonstop
$258Southwest
Find Deal
Mon, Feb 10 - Sat, Feb 15
6:05 am - 7:35 amMCI-MDW
1h 30mnonstop
6:10 am - 11:35 amMDW-MCI
5h 25m1 stop
$259Southwest
Find Deal
Wed, Feb 19 - Mon, Feb 24
4:50 pm - 6:15 pmMCI-MDW
1h 25mnonstop
11:55 am - 1:25 pmMDW-MCI
1h 30mnonstop
$267Southwest
Find Deal
Mon, Feb 10 - Thu, Feb 13
2:18 pm - 6:02 pmMCI-MDW
3h 44m1 stop
9:30 am - 1:17 pmMDW-MCI
3h 47m1 stop
$269Delta
Find Deal
Tue, Apr 8 - Wed, Apr 16
10:48 am - 4:09 pmMCI-MDW
5h 21m1 stop
10:25 am - 3:09 pmMDW-MCI
4h 44m1 stop
$272Delta
Find Deal
Sat, Mar 1 - Wed, Mar 19
6:30 am - 10:42 amMCI-MDW
4h 12m1 stop
9:33 am - 1:31 pmMDW-MCI
3h 58m1 stop
$299Delta
Find Deal
Sat, Feb 22 - Sun, Feb 23

Flights from Kansas City to Midway - Travel Insights & Trends

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

Good to know

Low season

September

High season

November

Cheapest flight

$64
Best time to beat the crowds with an average 14% drop 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 $64 for a one-way ticket and $150 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.

  • Which is the best airline for flights from Kansas City to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Kansas City to Chicago are Southwest and Delta. With an average price for the route of $315 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $397 and an overall rating of 8.0.

  • 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 $191 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 airlines 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.
8.1
SouthwestOverall score based on 4662 reviews
7.7Entertainment
7.2Food
8.7Crew
8.2Boarding
8.1Comfort
Airline reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

10.0 ExcellentRachel, Jan 2025TPA - MDW
Read more Southwest reviews

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Wi Fi was horrible kept cutting out the whole time and too expensive

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.

Exceptional crew! Friendly and professional. Pleasant attitude and treated everyone with respect.

Crew was pleasant; flight was on time. Paid extra for early bird check-in and still got B boarding.

I will be flying again Southwest Airlines. Friendly crew, comfortable and affordable.

I like that it was on time and the staff was friendly.

Crew was great - friendly and helpful with boarding - letting folks know where overhead space was available thus getting us out of the gate on time.

No space for our carryon and needed to check at plane before boarding !

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Flight left early and arrived early. the whole trip was excellent.

Seats were really tight and the seat belts did not give enough slack.

I like in St George and prefer to fly out of CDC than SGU. Hopefully, they will continue the flights out of Cedar

Broken jer bridge. Poor communication about it. Lost 2 of 4 luggage pieces

Overall, it was okay. Seat was a little cramped. Would’ve liked more substantial snacks or opportunity to buy some.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

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

Information on your arrival and departure airports

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