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Cheap flights from Kansas City International to Chicago Midway

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Compare Kansas City International to Chicago Midway flight deals

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

Book the best Chicago Midway fare with no extra fees

Flight deals from Kansas City International to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Kansas City International to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
Chicago.P9,261 per passenger.Departing Sat, 22 Mar, returning Tue, 25 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Sat, 22 Mar, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 25 Mar, arriving in Kansas City International.Price includes taxes and charges.From P9,261, select.
Chicago.P9,324 per passenger.Departing Wed, 2 Apr, returning Wed, 9 Apr.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Wed, 2 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 9 Apr, arriving in Kansas City International.Price includes taxes and charges.From P9,324, select.
Chicago.P12,270 per passenger.Departing Thu, 15 May, returning Fri, 16 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Thu, 15 May, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 16 May, arriving in Kansas City International.Price includes taxes and charges.From P12,270, select.
Chicago.P15,458 per passenger.Departing Tue, 10 Jun, returning Tue, 17 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Tue, 10 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 17 Jun, arriving in Kansas City International.Price includes taxes and charges.From P15,458, select.
Chicago.P15,582 per passenger.Departing Wed, 3 Sep, returning Wed, 10 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Wed, 3 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 10 Sep, arriving in Kansas City International.Price includes taxes and charges.From P15,582, select.
Chicago.P17,755 per passenger.Departing Fri, 30 May, returning Sun, 1 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Fri, 30 May, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 1 Jun, arriving in Kansas City International.Price includes taxes and charges.From P17,755, select.
Chicago.P17,755 per passenger.Departing Mon, 4 Aug, returning Fri, 15 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Mon, 4 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 15 Aug, arriving in Kansas City International.Price includes taxes and charges.From P17,755, select.
Chicago.P17,755 per passenger.Departing Sat, 26 Jul, returning Sun, 3 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Kansas City International on Sat, 26 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 3 Aug, arriving in Kansas City International.Price includes taxes and charges.From P17,755, select.

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 March.
Feb
Find prices
Mar
from P9,261
Apr
from P9,324
May
from P12,270
Jun
from P15,458
Jul
from P17,756
Aug
from P17,755
Sep
from P15,582
Oct
Find prices
Nov
from P19,023
Dec
Find prices
Jan
Find prices

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 foundP9,261
Cheapest month to flyMarch
Average flight time1 hr, 25 mins
Most popular airlineSouthwest Airlines
Average flights per week53

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

The best price we found for a return flight from Kansas City International to Chicago Midway is P9,261. 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.
As of February 2025, there are 53 flights per week flying from Kansas City International to Chicago Midway.
The cheapest month to fly from Kansas City International to Chicago Midway is usually February 2025.
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 Saturday, 22 March 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, Southwest Airlines offers the cheapest flight tickets to Chicago Midway.

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

  • Expect to be in the air for 1 hour 25 minutes. On average, that's the time it takes for a direct flight from Kansas City International Airport to Chicago Midway International Airport. Chicago and Kansas City share the same timezone (UTC-5).

  • For the first departure, jump on the 05:05 flight from Kansas City International Airport to Chicago Midway International Airport. If you prefer to leave later, the latest flight is at 22:55. With 32 weekly flights from MCI to MDW, you can pick the timing that works best for you.

  • Travelling during a peak period like a bank holiday? Expect longer queues at check-in and security. To give yourself peace of mind, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • If you want to break up your flight from Kansas City International Airport to Chicago Midway International Airport, add a stopover to your trip. Simply deselect 'Direct flights only' to find a city that catches your eye. The top stopovers on the MCI - MDW route include:

    • Nashville International Airport

    • Lambert-St. Louis International Airport

    • Minneapolis-St. Paul International Airport

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

  • P3,476 is currently the lowest price for a one-way ticket from Kansas City International Airport to Chicago Midway International Airport. A return flight starts at P9,269. These fares can change based on demand and availability.

  • Score cheap tickets from MCI to MDW by booking at least 10 months ahead. Based on our research, that's the sweet spot for finding the biggest deals.

  • June is the cheapest month for tickets from Kansas City International Airport to Chicago Midway International Airport. If you prefer to fly at a different time of year, the 'Whole month' tool will give you the lowest prices for every month.

  • Getting a cheap ticket from MCI to MDW is a piece of cake with Price Alerts. All you need to do is create one of these automatic alerts and we'll notify you as soon as the price has fallen.

  • Use filters to tailor your flights from Kansas City International Airport to Chicago Midway International Airport. Pick your ideal departure and arrival times, number of stops and airlines. Alternatively, sort your results by 'Cheapest' to get the best deals.

Handy information about Kansas City International Airport (MCI)

  • Kansas City International Airport is around 32 kilometres from central Kansas City. If you're driving, ride-sharing or catching a cab from the centre, it'll take you 22 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the journey time to be around 1 hour and 8 minutes.

  • After a convenient hotel near MCI? If you're boarding an early flight from Kansas City International Airport to Chicago Midway International Airport, these accommodation options will have you moments from check-in:

Arriving at Chicago Midway International Airport (MDW)

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

  • Chicago Midway International Airport to central Chicago is about 21 minutes in a car. It's approximately 19 kilometres away. Find out what options are available, such as cabs, car rentals or ride-sharing.

  • If you're using public transport, expect a journey time of about 46 minutes.

When to fly to Chicago Midway International Airport (MDW)

  • The quietest month for a flight from Kansas City International Airport to Chicago Midway International Airport is May, while July is the most popular. Pick the ideal time to go to Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Book 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 15 ºC and 29 ºC.

  • January sees average temperatures of between -12 ºC and 3 ºC. Look for cheap tickets from MCI to MDW sometime then if you like travelling in cooler conditions.

More about Chicago

Complete your Chicago trip with hotels and a car rental

  • Once you've secured your cheap ticket to Chicago Midway International Airport, explore our low prices and exclusive offers on hotels. You can also compare a range of car rental companies in one go to get the best car rental price for your Chicago escape.

More travel options

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Plan the rest of your trip from Kansas City to Chicago

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