MCI - MDW

$124 Find Cheap Flights from Kansas City to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$252
Typical prices: $285-$457
Southwest
Fri 12/7Sat 12/8
MCI - MDW • Non-stop
Cheapest non-stop
$266
Typical prices: $289-$465
Southwest
Tue 10/9Sat 10/13
MCI - MDW • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 25m
Direct flights
+1
Direct flights
+1
When to book
7 weeks
in advance
Our data shows that travelers who book at least 7 weeks in advance save around 56% compared to booking last minute.
Insights
Insights
When to travel
November
Cheapest • 20% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg $148 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 5h 51m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
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Flight Deals

Cheap Flights from Kansas City to Midway (MCI-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Kansas City to Midway

Mon, Dec 7 - Tue, Dec 8
Southwest Logo
6:25 pm - 7:50 pmMCI  Kansas City-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
3:45 pm - 10:05 pmMDW  Chicago Midway-MCI Kansas City
6h 20m2 stops Omaha Eppley Airfield Dallas Love Field
$252Southwest
Mon, Nov 2 - Mon, Nov 9
Southwest Logo
8:35 pm - 10:00 pmMCI  Kansas City-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
5:20 pm - 11:25 pmMDW  Chicago Midway-MCI Kansas City
6h 05m2 stops Omaha Eppley Airfield Denver Intl
$252Southwest
Tue, Dec 1 - Sat, Dec 5
Southwest Logo
3:50 pm - 5:10 pmMCI  Kansas City-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
6:35 am - 1:35 pmMDW  Chicago Midway-MCI Kansas City
7h 00m2 stops Lambert-St Louis Denver Intl
$252Southwest
Mon, Dec 21 - Thu, Dec 31
Delta Logo
6:00 am - 11:01 amMCI  Kansas City-MDW Chicago Midway
5h 01m1 stop Minneapolis St Paul
Delta Logo
6:30 pm - 11:39 pmMDW  Chicago Midway-MCI Kansas City
5h 09m1 stop Minneapolis St Paul
$257Delta
Thu, Feb 25 - Wed, Mar 3
Delta Logo
6:30 am - 11:51 amMCI  Kansas City-MDW Chicago Midway
5h 21m1 stop Minneapolis St Paul
Delta Logo
9:55 am - 2:41 pmMDW  Chicago Midway-MCI Kansas City
4h 46m1 stop Minneapolis St Paul
$257Delta
Tue, Oct 20 - Tue, Oct 20
Southwest Logo
8:15 am - 12:05 pmMCI  Kansas City-MDW Chicago Midway
3h 50m1 stop Lambert-St Louis
Southwest Logo
7:20 pm - 12:20 amMDW  Chicago Midway-MCI Kansas City
5h 00m1 stop Denver Intl
$257Southwest
Wed, Nov 18 - Thu, Nov 19
Southwest Logo
12:15 pm - 4:15 pmMCI  Kansas City-MDW Chicago Midway
4h 00m1 stop Nashville Intl
Southwest Logo
9:40 am - 1:45 pmMDW  Chicago Midway-MCI Kansas City
4h 05m1 stop Lambert-St Louis
$257Southwest
Tue, Oct 20 - Wed, Oct 21
Southwest Logo
1:40 pm - 7:25 pmMCI  Kansas City-MDW Chicago Midway
5h 45m1 stop Baltimore/Washington
Southwest Logo
4:50 pm - 10:30 pmMDW  Chicago Midway-MCI Kansas City
5h 40m1 stop Washington, D.C. Reagan-National
$257Southwest
Thu, Oct 29 - Mon, Nov 2
Southwest Logo
6:00 pm - 11:10 pmMCI  Kansas City-MDW Chicago Midway
5h 10m1 stop Lambert-St Louis
Southwest Logo
6:25 pm - 11:20 pmMDW  Chicago Midway-MCI Kansas City
4h 55m1 stop Dallas Love Field
$257Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
1:55 pm - 5:40 pmMCI  Kansas City-MDW Chicago Midway
3h 45m1 stop Milwaukee-Mitchell
Southwest Logo
7:35 am - 1:45 pmMDW  Chicago Midway-MCI Kansas City
6h 10m1 stop Lambert-St Louis
$257Southwest
Booking Insights

Price, demand and travel trends for Kansas City to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Kansas City to Chicago Midway Airport with more confidence.

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

Round-trip flights from Kansas City to Chicago Midway Airport start at $252. Prices are below average for this route right now, with typical round-trip fares ranging from $285 to $457. The lowest price found in the past 5 days was $252 on Southwest.

What's the cheapest day of the week to fly from Kansas City to Chicago Midway Airport?

Saturday is the cheapest day of the week to fly from Kansas City to Chicago Midway Airport, it is 7% cheaper than the average day. Sunday is the most expensive day with flight prices 18% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Kansas City to Chicago Midway Airport?

•November is the cheapest month to fly from Kansas City to Chicago Midway Airport at $279 round-trip.
•July ($381) and June ($381) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 36% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Kansas City to Chicago Midway Airport the cheapest?

Flights from Kansas City to Chicago Midway Airport are cheapest 7 weeks before departure. Booking in this window typically costs about 56% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Expert advice

Expert advice for your flight from Kansas City to Midway

 
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.

Read more
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.

Read more

Key details for Kansas City to Chicago Midway Airport flights

Low season

December

Cheapest flight

$124
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

Your Kansas City to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What are the earliest and latest flights from Kansas City to Chicago Midway Airport?

    These are the earliest and latest flight times available from Kansas City to Chicago Midway Airport:

    • Earliest: departs at 5:10 am and lands at 6:35 am
    • Latest: departs at 10:00 pm and lands at 11:25 pm.

    The flight takes about 1h 25m.

  • What cabin classes can I book on flights from Kansas City to Chicago Midway Airport?

    Only Economy Class is available on flights from Kansas City to Chicago Midway Airport.

  • How long is a flight from Kansas City to Chicago Midway Airport?

    A nonstop flight from Kansas City to Chicago Midway Airport takes 1h 25m, covering 404 miles.

  • Do I need a passport to fly from Kansas City to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How much should I expect to pay for a Kansas City to Chicago Midway Airport flight?

    Round-trip flights from Kansas City to Chicago Midway Airport range from $285 to $457, with an average of $349 over the past 12 months. Anything below $285 counts as a good deal.

  • How expensive are last-minute Kansas City to Chicago Midway Airport flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 86% above the route average of $349. Book 7 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Kansas City to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $148 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $350 for nonstop.

  • What is the standard checked-bag allowance on flights from Kansas City to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Kansas City to Chicago Midway Airport?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest. Other aircraft seen on the route include Airbus A319 variants.

  • How are flight departures from Kansas City to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Kansas City to Chicago Midway Airport flights, with 51% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 16%, and night flights for 0%.

  • Have flight prices from Kansas City to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $252 to $1,045. That means the highest observed fare was about 4x higher than the lowest one.

  • Which airlines offer Wi-Fi on Kansas City to Chicago Midway Airport flights?

    JetBlue is the only airline on the Kansas City to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Kansas City to Chicago Midway Airport looking right now?

    One-way fares from Kansas City to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $128, which is 46% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Kansas City to Chicago Midway Airport?

    Flights from Kansas City to Chicago Midway Airport usually depart from Kansas City (MCI) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Kansas City to Chicago Midway Airport pass through?

    Connecting flights from Kansas City to Chicago Midway Airport most commonly pass through:

    • Atlanta Hartsfield-Jackson (ATL) - 83% of one-stop connections
    • Minneapolis St Paul (MSP) - 17% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Kansas City to Chicago Midway Airport?

    On the Kansas City to Chicago Midway Airport route, being flexible with your departure day can save you up to 21%. Saturday is the cheapest day at $327 round-trip on average, while Sunday is the most expensive at $412: a $85 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What airlines are available from Kansas City to Chicago Midway Airport?

    Only Southwest operates flights between Kansas City and Chicago Midway Airport.

  • How much time can I save by choosing a different layover airport from Kansas City to Chicago Midway Airport?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 5h 51m, compared with 9h 12m via Atlanta Hartsfield-Jackson (ATL).

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Kansas City to Chicago Midway Airport flights?

    Among airlines operating Kansas City to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Kansas City to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Your guide to booking Kansas City to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average $327 - about $85 less than Sunday (21% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 7 weeks before you fly. On this route, that window historically saves about 56% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Kansas City to Chicago Midway Airport trip for November. Fares historically average $279 round-trip in that month - typically $102 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $148 round-trip on this route - about $202 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

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

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Friday

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Saturday

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Sunday

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Direct returns

Chicago Midway to Kansas City

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Tuesday

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Wednesday

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Friday

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Saturday

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Sunday

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More options for your flight from Kansas City to Midway

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