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Cheap Flights from Kansas City to Chicago

Explore the cheapest flights from Kansas City to Chicago in the next three months. Based on Trip.com's data from the latest 7 days, one-way direct flights start at S$ 158, and round-trip direct tickets start at S$ 377.

      • Cheapest nonstop
        MCI 19:05
        1h 25m
        Direct
        MDW 20:30
        Kansas City - Chicago | Wed, May 27 | Hahn Air
        MDW 11:55
        1h 30m
        Direct
        MCI 13:25
        Chicago - Kansas City | Sat, May 30 |
        S$ 377 S$ 468
        19% off
        19% off
        S$ 468 S$ 377
      • MCI 18:38
        5h 21m
        1 stop
        ORD 23:59
        Kansas City - Chicago | Wed, May 27 | Delta Air Lines
        MDW 09:22
        4h 1m
        1 stop
        MCI 13:23
        Chicago - Kansas City | Sat, May 30 | Delta Air Lines
        S$ 371 S$ 468
        21% off
        21% off
        S$ 468 S$ 371
      • MCI 16:56
        1h 53m
        Direct
        ORD 18:49
        Kansas City - Chicago | Wed, May 27 | United Airlines
        ORD 06:00
        5h 16m
        1 stop
        MCI 11:16
        Chicago - Kansas City | Sat, May 30 | Delta Air Lines
        S$ 403 S$ 468
        14% off
        14% off
        S$ 468 S$ 403
      • MCI 12:16
        5h 40m
        1 stop
        MDW 17:56
        Kansas City - Chicago | Fri, May 22 | Delta Air Lines
        MDW 19:13
        4h 3m
        1 stop
        MCI 23:16
        Chicago - Kansas City | Sun, May 24 | Delta Air Lines
        S$ 411
        12% off
        S$ 468 S$ 411
      • MCI 19:49
        1h 50m
        Direct
        ORD 21:39
        Kansas City - Chicago | Fri, May 22 | American Airlines
        ORD 10:15
        6h 35m
        1 stop
        MCI 16:50
        Chicago - Kansas City | Mon, May 25 | Delta Air Lines
        S$ 412
        12% off
        S$ 468 S$ 412
      • MCI 19:49
        1h 50m
        Direct
        ORD 21:39
        Kansas City - Chicago | Thu, May 21 | American Airlines
        ORD 06:24
        5h 11m
        1 stop
        MCI 11:35
        Chicago - Kansas City | Tue, May 26 | Delta Air Lines
        S$ 426
        9% off
        S$ 468 S$ 426
      • MCI 06:19
        7h
        1 stop
        MDW 13:19
        Kansas City - Chicago | Thu, May 21 | Delta Air Lines
        ORD 06:24
        5h 11m
        1 stop
        MCI 11:35
        Chicago - Kansas City | Tue, May 26 | Delta Air Lines
        S$ 435
        7% off
        S$ 468 S$ 435
      • MKC 13:00
        17h 25m
        1 stop
        CHI 14:00
        Kansas City - Chicago | Thu, May 14 | Normal Airline
        CHI 15:00
        6h
        Direct
        MKC 16:00
        Chicago - Kansas City | Sat, May 16 | Normal Airline
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      • Cheapest nonstop
        MCI 18:45
        1h 25m
        Direct
        MDW 20:10
        Kansas City - Chicago | Thu, Jun 4 | Hahn Air
        S$ 158 S$ 179
        12% off
        12% off
        S$ 179 S$ 158
      • MCI 19:49
        1h 50m
        Direct
        ORD 21:39
        Kansas City - Chicago | Fri, May 15 | American Airlines
        S$ 161 S$ 179
        10% off
        10% off
        S$ 179 S$ 161
      • MCI 18:56
        1h 44m
        Direct
        ORD 20:40
        Kansas City - Chicago | Fri, May 15 | United Airlines
        S$ 163 S$ 179
        9% off
        9% off
        S$ 179 S$ 163
      • MCI 16:56
        1h 53m
        Direct
        ORD 18:49
        Kansas City - Chicago | Fri, Jun 5 | United Airlines
        S$ 164
        8% off
        S$ 179 S$ 164
      • MCI 19:50
        1h 50m
        Direct
        ORD 21:40
        Kansas City - Chicago | Mon, May 18 | American Airlines
        S$ 164
        8% off
        S$ 179 S$ 164
      • MCI 17:55
        1h 25m
        Direct
        MDW 19:20
        Kansas City - Chicago | Mon, May 18 | Hahn Air
        S$ 166
        7% off
        S$ 179 S$ 166
      • MCI 06:19
        5h 28m
        1 stop
        ORD 11:47
        Kansas City - Chicago | Fri, Jun 5 | Delta Air Lines
        S$ 125
        30% off
        S$ 179 S$ 125
      • MCI 10:34
        8h 7m
        1 stop
        ORD 18:41
        Kansas City - Chicago | Mon, May 18 | Delta Air Lines
        S$ 161
        10% off
        S$ 179 S$ 161
      • MCI 10:34
        8h 7m
        1 stop
        ORD 18:41
        Kansas City - Chicago | Thu, Jun 4 | Delta Air Lines
        S$ 162
        9% off
        S$ 179 S$ 162
      • MKC 13:00
        17h 25m
        1 stop
        CHI 14:00
        Kansas City - Chicago | Thu, May 14 | Normal Airline
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Frequently Asked Questions

  • Which airlines offer the cheapest flights from Kansas City (MKC) to Chicago (CHI)?

    Based on Trip.com data, Delta Air Lines offers one-way fares as low as S$ 125 on Cheapest nonstop routes (e.g. MCI to ORD on Fri, Jun 5), while Delta Air Lines offers Cheapest nonstop round-trips from S$ 371 departing on Wed, May 27 and returning on Sat, May 30.
  • At the moment, you can catch a direct flight from Kansas City to Chicago with the following airlines, including: American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes about 1 hour 43 minutes to fly from Kansas City (MKC) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Kansas City to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 122 flight per week flying from Kansas City to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/-/-/-/-/-/- -- AA4117 (05:04)
  • To find best deals on flights from Kansas City to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Fri, Jun 5, with one-way flights priced at just S$ 125.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Hahn Air.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around January.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Kansas City to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our May flight calendar, it's currently cheapest to fly from Kansas City to Chicago on May 13, 2026 with Delta Air Lines, with prices starting at S$ 131.
  • You can land at any one of the following hubs in Chicago, with Kansas City International Airport to Chicago O'Hare International Airport (MCI-ORD) is by far the most common option on this route: Chicago O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Kansas City is 0h.
  • Tickets can only be changed or cancelled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Find Cheap Flights & Deals on Trip.com

Note: Prices shown on this page are the lowest estimated prices found in the last 24 hours and include all taxes and fees.

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Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are shown before payment. Charges for checked baggage, meals, Wi-Fi, and other optional services may also appear in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and with many routes refreshed in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.