Cheap flights from Kansas City International to Chicago Midway

Compare Kansas City International to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

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Flight deals from Kansas City International to Chicago Midway

Looking for a cheap last-minute deal or the best round-trip flight from Kansas City International to Chicago Midway? Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Kansas City International to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Kansas City International to Chicago Midway flights are currently cheapest in September.

Direct flights from Kansas City International to Chicago Midway

Kansas City International to Chicago Midway: Alternative routes

Compare routes from Kansas City International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Kansas City to Chicago: Flight information

The things to know before you go.
Cheapest flight found$142
Cheapest month to flySeptember
Average flight time1 hr, 25 mins
Most popular airlineSouthwest Airlines
Average flights per week40

Finding cheap flights from Kansas City International to Chicago Midway: Frequently asked questions

The best price we found for a round-trip flight from Kansas City International to Chicago Midway is $142. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 25 minutes is the average flight time from Kansas City International to Chicago Midway.
Southwest Airlines flies direct from Kansas City International to Chicago Midway.
There are 40 flights per week flying from Kansas City International to Chicago Midway, as of August 2025.
The cheapest month to fly from Kansas City International to Chicago Midway is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Kansas City International Airport to Chicago Midway Airport on Monday, September 22, 2025.
Yes – the average flight time is 1 hour and 25 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

Traveling from Kansas City International Airport (MCI) to Chicago Midway International Airport (MDW): what you need to know

  • Around 1 hour 25 minutes is how long you'll be traveling on a direct flight from Kansas City International Airport to Chicago Midway International Airport.

  • Chicago's timezone is UTC-5, which is the same as Kansas City.

  • You can choose from 32 weekly Kansas City International Airport to Chicago Midway International Airport flights. The 05:05 departure with Southwest Airlines is the earliest flight you can take. Southwest Airlines operates the latest service of the day at 21:55.

  • Your MCI to MDW flight won't wait if you're running late, so don't forget to check in on time. Arrive up to one hour in advance for domestic flights and two hours ahead for international travel.

  • During popular months like July, it's a good idea to get to the airport earlier. Arrive two hours before a domestic departure and four hours ahead for international flights whenever you're flying during a high season in general.

  • Getting to Chicago (and then seeing more of United States!) is easy with Southwest Airlines. This popular carrier offers direct flights from Kansas City International Airport to Chicago Midway International Airport.

  • Southwest Airlines has the highest passenger demand on this route.

  • Southwest Airlines leads the way as the most punctual carrier for MCI to MDW flights, with 85.14% of services landing as scheduled.

  • We make it a breeze to book a flight with a stopover. To see all your options for tickets from Kansas City International Airport to Chicago Midway International Airport, uncheck 'Direct flights only.' Then, pick a flight with a stop long enough to explore your chosen city. Stopovers between MCI and MDW include:

    • Lambert-St. Louis International Airport

    • Minneapolis-St. Paul International Airport

    • Nashville International Airport

How to find the cheapest flights from Kansas City International Airport (MCI) to Chicago Midway International Airport (MDW)

  • $72 is currently the lowest price for a one-way Kansas City International Airport to Chicago Midway International Airport flight. Return flights start from $142. These prices may change depending on availability and demand.

  • To get cheap tickets from MCI to MDW, reserve your journey seven months ahead of your planned departure.

  • Plan your trip for June. That's the cheapest month for flights from Kansas City International Airport to Chicago Midway International Airport. If you're flexible with your travel dates, try out the 'Whole month' tool to see the lowest airfare across every month.

  • Snapping up cheap flights from MCI to MDW is easy with Price Alerts. All you need to do is create one of these automatic alerts and we'll let you know as soon as a lower fare pops up.

  • Tailor your flights with filters. Select your preferred departure and arrival times, airlines and total journey duration. You can also sort the results by 'Fastest,' 'Cheapest' or 'Best' flights from Kansas City International Airport to Chicago Midway International Airport.

Handy information about Kansas City International Airport (MCI)

  • The address for MCI is 601 Brasilia Avenue.

  • Kansas City International Airport scores high marks for its on-time performance. 81.34% of flights that depart MCI reach their destination on time.

  • To reach Kansas City International Airport from central Kansas City, it takes around 20 minutes if you're traveling by car. Of course, this depends on traffic. It's approximately 32 kilometers from the airport to the city center.

  • Planning to catch public transport? You can expect a journey time of around 1 hour 10 minutes.

  • Taking an early flight from Kansas City International Airport to Chicago Midway International Airport? Avoid the stress of rushing to the airport (and get some extra shut-eye) by picking one of these stays close to MCI:

Arriving at Chicago Midway International Airport (MDW)

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • MDW is located at 5700 South Cicero.

  • From Chicago Midway International Airport, Chicago is approximately 19 kilometers away. It takes around 20 minutes to drive to the center.

  • Getting to the center on public transport takes roughly 45 minutes.

When to fly to Chicago Midway International Airport (MDW)

  • It's time to work out your dates for your flight from Kansas City International Airport to Chicago Midway International Airport. July is the most popular month to visit Chicago. If you prefer a more relaxed vibe, go in May.

  • Lock in your flight from Kansas City International Airport to Chicago Midway International Airport for July if you'd like to go to Chicago during its warmest month. You can expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).

  • Look for cheap tickets from MCI to MDW in January if you like traveling in cooler conditions. Temperatures are at their lowest around then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

Explore more of United States

  • Columbus is just one of the many cities in United States waiting to be discovered once you've seen the sights of Chicago. Around 451 kilometers away to the south-east, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another essential stop in United States and is around 257 kilometers south-east of Chicago. No trip is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.