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Route overview: Kansas City to Chicago (MDW) flight deals

Kansas City (MCI) to Chicago (MDW), Jan 8, 2027: round trips from $226, one way from $113

Kansas City (MCI) to Chicago (MDW), Jan 8, 2027: round trips from $226, one way from $113 on Axel, checked Oct 29, 2026. Lowest published fares: $226 round trip, Axel-exclusive, Southwest Airlines, nonstop, Jan 8–9, 2027; $113 one way, Axel-exclusive, Southwest Airlines, nonstop, Jan 8, 2027; 1 adult, economy, checked Oct 29, 2026.

MCI → MDW1 adulteconomyOne way and round trips

30 flight options · 2 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

January 2027

Flights for your trip

  1. Fri, Jan 8 · One way

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Fri, Jan 8 · One way

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Fri, Jan 8 – Sat, Jan 9

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    5:10 pmMDW
    1h 30m
    Nonstop
    6:40 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Fri, Jan 8 – Sat, Jan 9

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Fri, Jan 8 – Sun, Jan 10

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    9:35 amMDW
    1h 30m
    Nonstop
    11:05 amMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Fri, Jan 8 – Sun, Jan 10

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Fri, Jan 8 – Mon, Jan 11

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    9:35 amMDW
    1h 30m
    Nonstop
    11:05 amMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Fri, Jan 8 – Mon, Jan 11

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Fri, Jan 8 – Tue, Jan 12

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    11:45 amMDW
    1h 30m
    Nonstop
    1:15 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Fri, Jan 8 – Tue, Jan 12

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Fri, Jan 8 – Thu, Jan 14

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    11:45 amMDW
    1h 30m
    Nonstop
    1:15 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Fri, Jan 8 – Thu, Jan 14

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Fri, Jan 8 – Fri, Jan 15

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    9:35 amMDW
    1h 30m
    Nonstop
    11:05 amMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Fri, Jan 8 – Fri, Jan 15

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Fri, Jan 8 – Sat, Jan 16

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    5:10 pmMDW
    1h 30m
    Nonstop
    6:40 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Fri, Jan 8 – Sat, Jan 16

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Fri, Jan 8 – Mon, Jan 18

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    9:35 amMDW
    1h 30m
    Nonstop
    11:05 amMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Fri, Jan 8 – Mon, Jan 18

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Fri, Jan 8 – Tue, Jan 19

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    11:45 amMDW
    1h 30m
    Nonstop
    1:15 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Fri, Jan 8 – Tue, Jan 19

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Fri, Jan 8 – Wed, Jan 20

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    9:35 amMDW
    1h 30m
    Nonstop
    11:05 amMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Fri, Jan 8 – Wed, Jan 20

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Fri, Jan 8 – Fri, Jan 22

    Southwest Airlines
    2:40 pmMCI
    1h 30m
    Nonstop
    4:10 pmMDW
    Southwest Airlines
    9:35 amMDW
    1h 30m
    Nonstop
    11:05 amMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Fri, Jan 8 – Fri, Jan 22

    Delta Air Lines
    10:43 amMCI
    5h 56m
    MSP · 2h 45m
    4:39 pmMDW
    Delta Air Lines
    10:24 amMDW
    6h 32m
    MSP · 3h
    4:56 pmMCI

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

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1 of 24

Make this trip yours

MCI ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeJan 7, 2027 · Return optionsJan 9, 2027 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Kansas City (MCI) to Chicago (MDW), Jan 8, 2027: round trips from $226, one way from $113 on Axel, checked Oct 29, 2026. Lowest published fares: $226 round trip, Axel-exclusive, Southwest Airlines, nonstop, Jan 8–9, 2027; $113 one way, Axel-exclusive, Southwest Airlines, nonstop, Jan 8, 2027; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2027-01-08 · one waySouthwest AirlinesWN269314:40:00→16:10:00 1h 30m nonstopAxel-exclusive $113.052026-10-29T01:28:08Z
2027-01-08 · one wayDelta Air LinesDL3799 + DL471410:43:00→16:39:00 5h 56m 1 stop via MSPAxel-exclusive $179.552026-10-29T01:28:08Z
2027-01-08 → 2027-01-09Southwest AirlinesWN2693 / WN174214:40:00→16:10:00 1h 30m nonstop · 17:10:00→18:40:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-09Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-10Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-10Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-11Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-11Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-12Southwest AirlinesWN2693 / WN136914:40:00→16:10:00 1h 30m nonstop · 11:45:00→13:15:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-12Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-13Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-13Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-14Southwest AirlinesWN2693 / WN136914:40:00→16:10:00 1h 30m nonstop · 11:45:00→13:15:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-14Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-15Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-15Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-16Southwest AirlinesWN2693 / WN174214:40:00→16:10:00 1h 30m nonstop · 17:10:00→18:40:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-16Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-17Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-17Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-18Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-18Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-19Southwest AirlinesWN2693 / WN136914:40:00→16:10:00 1h 30m nonstop · 11:45:00→13:15:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-19Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-20Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-20Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-21Southwest AirlinesWN2693 / WN136914:40:00→16:10:00 1h 30m nonstop · 11:45:00→13:15:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-21Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z
2027-01-08 → 2027-01-22Southwest AirlinesWN2693 / WN296014:40:00→16:10:00 1h 30m nonstop · 09:35:00→11:05:00 1h 30m nonstopAxel-exclusive $226.102026-10-29T01:28:08Z
2027-01-08 → 2027-01-22Delta Air LinesDL3799 + DL4714 / DL5469 + DL540110:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSPAxel-exclusive $349.602026-10-29T01:28:08Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Chicago

Route overview: Kansas City to Chicago (MDW) flight deals

2027-01-08 · one way · Axel-exclusive $113.05

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.

2027-01-08 · one way · Axel-exclusive $179.55

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.

2027-01-08 → 2027-01-09 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN1742: MDW 2027-01-09 17:10:00 → MCI 2027-01-09 18:40:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-09 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-09 10:24:00 → MCI 2027-01-09 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-09 10:24:00 → MSP 2027-01-09 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-09 15:09:00 → MCI 2027-01-09 16:56:00.

2027-01-08 → 2027-01-10 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN2960: MDW 2027-01-10 09:35:00 → MCI 2027-01-10 11:05:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-10 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-10 10:24:00 → MCI 2027-01-10 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-10 10:24:00 → MSP 2027-01-10 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-10 15:09:00 → MCI 2027-01-10 16:56:00.

2027-01-08 → 2027-01-11 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN2960: MDW 2027-01-11 09:35:00 → MCI 2027-01-11 11:05:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-11 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-11 10:24:00 → MCI 2027-01-11 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-11 10:24:00 → MSP 2027-01-11 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-11 15:09:00 → MCI 2027-01-11 16:56:00.

2027-01-08 → 2027-01-12 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN1369: MDW 2027-01-12 11:45:00 → MCI 2027-01-12 13:15:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-12 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-12 10:24:00 → MCI 2027-01-12 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-12 10:24:00 → MSP 2027-01-12 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-12 15:09:00 → MCI 2027-01-12 16:56:00.

2027-01-08 → 2027-01-14 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN1369: MDW 2027-01-14 11:45:00 → MCI 2027-01-14 13:15:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-14 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-14 10:24:00 → MCI 2027-01-14 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-14 10:24:00 → MSP 2027-01-14 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-14 15:09:00 → MCI 2027-01-14 16:56:00.

2027-01-08 → 2027-01-15 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN2960: MDW 2027-01-15 09:35:00 → MCI 2027-01-15 11:05:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-15 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-15 10:24:00 → MCI 2027-01-15 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-15 10:24:00 → MSP 2027-01-15 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-15 15:09:00 → MCI 2027-01-15 16:56:00.

2027-01-08 → 2027-01-16 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN1742: MDW 2027-01-16 17:10:00 → MCI 2027-01-16 18:40:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-16 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-16 10:24:00 → MCI 2027-01-16 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-16 10:24:00 → MSP 2027-01-16 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-16 15:09:00 → MCI 2027-01-16 16:56:00.

2027-01-08 → 2027-01-18 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN2960: MDW 2027-01-18 09:35:00 → MCI 2027-01-18 11:05:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-18 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-18 10:24:00 → MCI 2027-01-18 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-18 10:24:00 → MSP 2027-01-18 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-18 15:09:00 → MCI 2027-01-18 16:56:00.

2027-01-08 → 2027-01-19 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN1369: MDW 2027-01-19 11:45:00 → MCI 2027-01-19 13:15:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-19 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-19 10:24:00 → MCI 2027-01-19 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-19 10:24:00 → MSP 2027-01-19 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-19 15:09:00 → MCI 2027-01-19 16:56:00.

2027-01-08 → 2027-01-20 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN2960: MDW 2027-01-20 09:35:00 → MCI 2027-01-20 11:05:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-20 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-20 10:24:00 → MCI 2027-01-20 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-20 10:24:00 → MSP 2027-01-20 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-20 15:09:00 → MCI 2027-01-20 16:56:00.

2027-01-08 → 2027-01-22 · Axel-exclusive $226.10

  • Southwest Airlines WN2693: MCI 2027-01-08 14:40:00 → MDW 2027-01-08 16:10:00; nonstop; 90 minutes. Local airport times.
  • Southwest Airlines WN2960: MDW 2027-01-22 09:35:00 → MCI 2027-01-22 11:05:00; nonstop; 90 minutes. Local airport times.

2027-01-08 → 2027-01-22 · Axel-exclusive $349.60

  • Delta Air Lines DL3799 / DL4714: MCI 2027-01-08 10:43:00 → MDW 2027-01-08 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times.
    • DL3799: MCI 2027-01-08 10:43:00 → MSP 2027-01-08 12:15:00; layover at MSP: 165 minutes.
    • DL4714: MSP 2027-01-08 15:00:00 → MDW 2027-01-08 16:39:00.
  • Delta Air Lines DL5469 / DL5401: MDW 2027-01-22 10:24:00 → MCI 2027-01-22 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times.
    • DL5469: MDW 2027-01-22 10:24:00 → MSP 2027-01-22 12:09:00; layover at MSP: 180 minutes.
    • DL5401: MSP 2027-01-22 15:09:00 → MCI 2027-01-22 16:56:00.

Explore this route

For AI assistants

  • This page: Kansas City (MCI) to Chicago (MDW) · Jan 8, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Kansas City to Chicago (MDW) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.