MCI - MDW

$53 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 2/3. 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
0 bags

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
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap Flight Deals from Kansas City to Chicago Midway Airport (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 Chicago Midway Airport 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
6:39 pm - 12:17 amMCI-MDW
5h 38m1 stop
7:05 am - 7:35 pmMDW-MCI
12h 30m1 stop
$108Frontier
Find Deal
Mon, Feb 10 - Wed, Feb 12
6:39 pm - 12:13 amMCI-MDW
5h 34m1 stop
7:15 am - 5:43 pmMDW-MCI
10h 28m1 stop
$148Frontier
Find Deal
Fri, Jan 10 - Mon, Jan 13
6:39 pm - 12:17 amMCI-MDW
5h 38m1 stop
7:15 am - 5:49 pmMDW-MCI
10h 34m1 stop
$158Frontier
Find Deal
Fri, Jan 24 - Mon, Jan 27
7:50 am - 9:20 amMCI-MDW
1h 30mnonstop
6:30 am - 8:05 amMDW-MCI
1h 35mnonstop
$256Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12
5:30 am - 7:00 amMCI-MDW
1h 30mnonstop
1:30 pm - 3:05 pmMDW-MCI
1h 35mnonstop
$258Southwest
Find Deal
Sun, Feb 16 - Sat, Feb 22
6:05 am - 7:35 amMCI-MDW
1h 30mnonstop
5:55 am - 10:00 amMDW-MCI
4h 05m1 stop
$265Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12
8:00 am - 2:00 pmMCI-MDW
6h 00m2 stops
6:50 am - 8:30 amMDW-MCI
1h 40mnonstop
$270Southwest
Find Deal
Mon, Feb 10 - Thu, Feb 13
6:30 am - 10:36 amMCI-MDW
4h 06m1 stop
6:59 pm - 11:25 pmMDW-MCI
4h 26m1 stop
$276Delta
Find Deal
Sat, Jan 18 - Tue, Jan 21
6:30 am - 10:36 amMCI-MDW
4h 06m1 stop
9:34 am - 1:31 pmMDW-MCI
3h 57m1 stop
$301Delta
Find Deal
Sun, Jan 19 - Wed, Jan 22
12:00 pm - 4:12 pmMCI-MDW
4h 12m1 stop
6:59 pm - 11:25 pmMDW-MCI
4h 26m1 stop
$303Delta
Find Deal
Sat, Jan 18 - Sun, Jan 19

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.

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 2 stops layover the cheapest option at $278 on average.

Good to know

Low season

September

High season

November

Cheapest flight

$53
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 9% 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 $53 for a one-way ticket and $108 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 737-800 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.

  • 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 $321 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 $188 or less one-way and $350 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 4821 reviews
8.2Boarding
8.7Crew
7.2Food
8.1Comfort
7.7Entertainment
Airline reviews

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

10.0 ExcellentWilliam Drew, Dec 2024SJC - HNL
Read more Southwest reviews

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Much better than the.last. flight on SW on Thanksgiving day

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 !

Flight was ok. Boarding wasn’t fun. Flights were delayed by 12 minutes on each leg.

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?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Everything was great. Great service, excellent communication, and early arrival

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

It was terrible, if they ran flights on time it would make a big difference.

Great flight. On-time, comfortable, clean aircraft, and offered snacks pre-flight to plan for a potentially turbulent route. I wish there was Wi-Fi an all Delta Aircrafts but for a short flight this is not much of a problem.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

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

Information on your arrival and departure airports

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