
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (Kiwi.com) |
One-way from | $126 (Kiwi.com) |
Popular in | May |
Cheapest in | September |
Average price | $345 |
Fly from
Fly to
Route
Depart
Return
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Wed 6/3
2:10 pm-5:10 pm
1 stop3h 00m
Chicago Midway
Thu 6/4
10:20 am-1:10 pm
1 stop2h 50m
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Tue 6/16
8:10 am-9:35 am
Nonstop1h 25m
Chicago Midway
Thu 6/18
12:05 pm-1:30 pm
Nonstop1h 25m
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Sun 5/31
7:55 pm-9:20 pm
Nonstop1h 25m
Chicago Midway
Tue 6/2
4:45 pm-6:15 pm
Nonstop1h 30m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Sat 6/6
6:00 am-7:52 am
Nonstop1h 52m
Chicago O'Hare Intl
Mon 6/8
9:25 pm-11:13 pm
Nonstop1h 48m
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Thu 5/21
6:19 am-1:19 pm
1 stop7h 00m
Chicago Midway
Tue 5/26
7:13 pm-11:16 pm
1 stop4h 03m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Tue 5/26
4:40 pm-11:55 pm
1 stop7h 15m
Chicago O'Hare Intl
Thu 5/28
4:15 pm-11:25 pm
2 stops7h 10m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Wed 5/27
12:25 pm-10:55 pm
2 stops10h 30m
Chicago O'Hare Intl
Thu 5/28
6:15 am-2:40 pm
1 stop8h 25m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Wed 7/8
11:25 am-1:15 pm
Nonstop1h 50m
Chicago O'Hare Intl
Sat 7/11
3:52 pm-5:36 pm
Nonstop1h 44m
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Mon 6/1
3:20 pm-4:45 pm
Nonstop1h 25m
Chicago Midway
Mon 6/8
5:00 am-10:10 am
1 stop5h 10m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Sat 6/6
7:53 am-9:45 am
Nonstop1h 52m
Chicago O'Hare Intl
Sun 6/14
9:25 pm-11:13 pm
Nonstop1h 48m
| 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 | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
Booking 74 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kansas City to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, June is the cheapest month in which you can book a flight from Kansas City to Chicago (average of $77). Flying from Kansas City to Chicago in December is currently the most expensive (average of $165). 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.
Unlike at noon, when flights are generally more expensive, you can save up to 26% on flights from Kansas City to Chicago by exploring options for tickets in the morning.
Travelers seeking maximum savings on their Kansas City to Chicago 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 most flights from MCI to CHI are scheduled on a Monday (71 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (47 on average).
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$158 | Average$182 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$331 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$188 | Average$329 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$223 | Average$401 | FlexibilityNo cancel fee | On-time63% |