$137+ Cheap flights from Kansas City (MCI) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
MCI — MDW
Jun 12 — Jun 191
Round-trip
1 adult, Economy
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Find cheap flights from Kansas City to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Kansas City to Chicago Midway are usually found in August or November, booked 11 days in advance, depart on a Saturday or Wednesday and return on a Tuesday
Cheap flight deals from Kansas City to Midway
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Best
Last-minute
One-way
Cheapest flights from Kansas City to MidwayExplore the most affordable flight options available from Kansas City to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.
Explore the most affordable flight options available from Kansas City to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:16 pm
MCI
- MDW
1 stop16h 48m
Frontier
Tue 6/1612:27 pm
MDW
- MCI
1 stop28h 54m
Frontier
Deal found 5/11![Frontier logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:16 pm
MCI
- MDW
1 stop16h 51m
Frontier
Mon 7/136:00 am
MDW
- MCI
1 stop11h 21m
Frontier
Deal found 5/10![Frontier logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:16 pm
MCI
- MDW
1 stop27h 55m
Frontier
Fri 7/1012:11 pm
MDW
- MCI
1 stop29h 10m
Frontier
Deal found 5/10![Frontier logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:24 pm
MCI
- MDW
1 stop27h 38m
Frontier
Mon 6/16:00 am
MDW
- MCI
1 stop11h 29m
Frontier
Deal found 5/10![Frontier logo]()
$304
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/912:25 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Tue 6/168:30 pm
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:16 pm
MCI
- MDW
1 stop16h 48m
Frontier
Sun 7/512:11 pm
MDW
- MCI
1 stop29h 10m
Frontier
Deal found 5/8![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:45 pm
MCI
- MDW
2 stops21h 24m
Frontier
Tue 6/1612:27 pm
MDW
- MCI
1 stop28h 54m
Frontier
Deal found 5/10![Frontier logo]()
$307
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/244:25 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Thu 5/2811:55 am
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/8![Southwest logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:34 pm
MCI
- MDW
2 stops31h 28m
Frontier
Mon 6/16:00 am
MDW
- MCI
1 stop11h 29m
Frontier
Deal found 5/10![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:15 am
MCI
- MDW
Nonstop1h 25m
Southwest
Wed 6/107:50 am
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/302:05 pm
MCI
- MDW
1 stop2h 55m
Southwest
Tue 7/79:55 pm
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$313
Best flights from Kansas City to MidwayDiscover carefully curated flight deals from Kansas City to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
Discover carefully curated flight deals from Kansas City to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
This Delta deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:23 am
MCI
- MDW
1 stop6h 46m
Delta
Tue 7/289:49 am
MDW
- MCI
1 stop6h 59m
Delta
Deal found 5/10![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:25 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Sat 7/43:15 pm
MDW
- MCI
Nonstop1h 25m
Southwest
Deal found 5/12![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/162:05 pm
MCI
- MDW
1 stop2h 55m
Southwest
Thu 6/1812:05 pm
MDW
- MCI
Nonstop1h 25m
Southwest
Deal found 5/12![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:15 am
MCI
- MDW
Nonstop1h 25m
Southwest
Fri 6/128:00 am
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:15 pm
MCI
- MDW
2 stops6h 55m
Southwest
Mon 6/89:45 pm
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/9![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:35 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Tue 8/1110:10 am
MDW
- MCI
1 stop5h 45m
Southwest
Deal found 5/11![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:05 am
MCI
- MDW
1 stop5h 40m
Southwest
Sun 7/59:55 pm
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/92:05 pm
MCI
- MDW
1 stop2h 55m
Southwest
Thu 6/1110:20 am
MDW
- MCI
1 stop2h 50m
Southwest
Deal found 5/8![Southwest logo]()
$340
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:05 pm
MCI
- MDW
1 stop2h 55m
Southwest
Mon 7/206:00 pm
MDW
- MCI
1 stop4h 50m
Southwest
Deal found 5/12![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:05 pm
MCI
- MDW
1 stop4h 55m
Southwest
Mon 6/298:00 am
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:35 am
MCI
- MDW
2 stops6h 30m
Southwest
Sun 8/165:00 pm
MDW
- MCI
1 stop5h 15m
Southwest
Deal found 5/9![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:45 am
MCI
- MDW
2 stops5h 50m
Southwest
Fri 6/127:15 am
MDW
- MCI
1 stop4h 45m
Southwest
Deal found 5/11![Southwest logo]()
$384
Last-minute flights from Kansas City to MidwayDiscover last-minute flight deals from Kansas City to Midway. Data last updated May 13, 2026 and is based on user searches.
Discover last-minute flight deals from Kansas City to Midway. Data last updated May 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/244:25 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Thu 5/2811:55 am
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/8![Southwest logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:34 pm
MCI
- MDW
2 stops31h 28m
Frontier
Mon 6/16:00 am
MDW
- MCI
1 stop11h 29m
Frontier
Deal found 5/10![Frontier logo]()
$310
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:05 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Mon 6/17:50 am
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/9![Southwest logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:24 pm
MCI
- MDW
1 stop27h 38m
Frontier
Mon 6/16:00 am
MDW
- MCI
1 stop11h 29m
Frontier
Deal found 5/10![Frontier logo]()
$304
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:15 am
MCI
- MDW
Nonstop1h 25m
Southwest
Wed 6/107:50 am
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/13![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/93:40 pm
MCI
- MDW
Nonstop1h 30m
Southwest
Tue 6/168:30 pm
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:45 pm
MCI
- MDW
2 stops21h 24m
Frontier
Tue 6/1612:27 pm
MDW
- MCI
1 stop28h 54m
Frontier
Deal found 5/10![Frontier logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:16 pm
MCI
- MDW
1 stop16h 48m
Frontier
Tue 6/1612:27 pm
MDW
- MCI
1 stop28h 54m
Frontier
Deal found 5/11![Frontier logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:16 pm
MCI
- MDW
1 stop16h 56m
Frontier
Wed 7/16:00 am
MDW
- MCI
1 stop11h 21m
Frontier
Deal found 5/13![Frontier logo]()
$306
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/302:05 pm
MCI
- MDW
1 stop2h 55m
Southwest
Tue 7/79:55 pm
MDW
- MCI
Nonstop1h 30m
Southwest
Deal found 5/12![Southwest logo]()
$313
One-way flights from Kansas City to MidwaySearch for one-way flight options from Kansas City to Midway. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
Search for one-way flight options from Kansas City to Midway. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:16 pm
MCI
- MDW
1 stop16h 51m
Frontier
Deal found 5/10![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:45 pm
MCI
- MDW
2 stops32h 26m
Frontier
Deal found 5/11![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:16 pm
MCI
- MDW
1 stop27h 52m
Frontier
Deal found 5/13![Frontier logo]()
$150
This Southwest deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:30 am
MCI
- MDW
Nonstop1h 25m
Southwest
Deal found 5/11![Southwest logo]()
$153
This Southwest deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/244:25 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Deal found 5/10![Southwest logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:16 pm
MCI
- MDW
1 stop16h 51m
Frontier
Deal found 5/13![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:16 pm
MCI
- MDW
1 stop16h 56m
Frontier
Deal found 5/10![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:16 pm
MCI
- MDW
1 stop16h 51m
Frontier
Deal found 5/12![Frontier logo]()
$159
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:55 pm
MCI
- MDW
Nonstop1h 25m
Southwest
Deal found 5/13![Southwest logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/281:45 pm
MCI
- MDW
2 stops32h 23m
Frontier
Deal found 5/12![Frontier logo]()
$161
This Delta deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/19:13 am
MCI
- MDW
1 stop3h 56m
Delta
Deal found 5/12![Delta logo]()
$163
Find flight deals from Kansas City to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Kansas City (MCI) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $296 (Kiwi.com) |
One-way from | $137 (Kiwi.com) |
Popular in | March |
Cheapest in | August |
Average price | $436 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kansas City to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 13, 2026.
Use the filters below to find and compare flights from Kansas City to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Tue 7/21
6:23 am-1:09 pm
1 stop6h 46m
Chicago Midway
Tue 7/28
9:49 am-4:48 pm
1 stop6h 59m
$325
Quickest round-trip
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Thu 7/2
5:25 pm-6:50 pm
Nonstop1h 25m
Chicago Midway
Sat 7/4
3:15 pm-4:40 pm
Nonstop1h 25m
$329
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Tue 6/16
2:05 pm-5:00 pm
1 stop2h 55m
Chicago Midway
Thu 6/18
12:05 pm-1:30 pm
Nonstop1h 25m
$333
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Thu 6/4
6:15 am-7:40 am
Nonstop1h 25m
Chicago Midway
Fri 6/12
8:00 am-9:30 am
Nonstop1h 30m
$334
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Sat 6/6
2:15 pm-9:10 pm
2 stops6h 55m
Chicago Midway
Mon 6/8
9:45 pm-11:15 pm
Nonstop1h 30m
$334
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Mon 8/10
2:35 pm-4:00 pm
Nonstop1h 25m
Chicago Midway
Tue 8/11
10:10 am-3:55 pm
1 stop5h 45m
$337
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Fri 7/3
8:05 am-1:45 pm
1 stop5h 40m
Chicago Midway
Sun 7/5
9:55 pm-11:25 pm
Nonstop1h 30m
$339
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Tue 6/9
2:05 pm-5:00 pm
1 stop2h 55m
Chicago Midway
Thu 6/11
10:20 am-1:10 pm
1 stop2h 50m
$340
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Wed 7/15
2:05 pm-5:00 pm
1 stop2h 55m
Chicago Midway
Mon 7/20
6:00 pm-10:50 pm
1 stop4h 50m
$342
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Fri 6/26
6:05 pm-11:00 pm
1 stop4h 55m
Chicago Midway
Mon 6/29
8:00 am-9:30 am
Nonstop1h 30m
$359
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Kansas City to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Kansas City to Midway in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Kansas City-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Kansas City-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Kansas City-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Kansas City-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Kansas City-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Kansas City to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Kansas City with our price prediction graph.
MCI-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Kansas City to Chicago Midway Airport
How far ahead should I book a flight from Kansas City to Chicago Midway Airport?
To ensure you get the cheapest price possible for a flight from Kansas City to Chicago Midway Airport, you should look to book at least 10 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Kansas City to Chicago Midway Airport?
Currently, August is the cheapest month in which you can book a flight from Kansas City to Chicago Midway Airport (average of $299). Flying from Kansas City to Chicago Midway Airport in March is currently the most expensive (average of $601). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MCI to MDW?
Find hourly flight availability from Kansas City to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 13, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 21% on flights from Kansas City to Chicago Midway Airport by exploring options for tickets in the evening.
What is the cheapest day to fly from Kansas City to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Kansas City to Midway. Price data was last updated on May 9, 2026.
Travelers seeking maximum savings on their Kansas City to Chicago Midway Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Kansas City to Chicago Midway Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Kansas City to Chicago Midway Airport trip
Our travel experts
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated May 13, 2026.
Read through reviews of airlines operating flights from Kansas City to Chicago Midway Airport, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
7.9
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Kansas City to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 13, 2026.
Kansas City and Midway flights
Browse other Kansas City and Midway flight options. Last updated on May 13, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Kansas City to Midway
Discover the top airline that operate flights from Kansas City to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$223 | Average$403 | FlexibilityNo cancel fee | On-time63% |