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Route overview: Miami or Fort Lauderdale to Chicago (MDW) flight deals

Miami (MIA) to Chicago (MDW), Dec 18, 2026: round trips from $329, one way from $150

Miami (MIA) to Chicago (MDW), Dec 18, 2026: round trips from $329, one way from $150 on Axel, checked Oct 29, 2026. Lowest published fares: $329 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 18–31, 2026; $150 one way, Axel-exclusive, Southwest Airlines, 1 stop, Dec 18, 2026; 1 adult, economy, checked Oct 29, 2026.

MIA → 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.

December 2026

Flights for your trip

  1. Fri, Dec 18 · One way

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Fri, Dec 18 · One way

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Fri, Dec 18 – Sat, Dec 19

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    7:40 amMDW
    3h
    Nonstop
    11:40 amMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Fri, Dec 18 – Sat, Dec 19

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Fri, Dec 18 – Sun, Dec 20

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    12:55 pmMDW
    3h
    Nonstop
    4:55 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Fri, Dec 18 – Sun, Dec 20

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Fri, Dec 18 – Mon, Dec 21

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    1:25 pmMDW
    3h
    Nonstop
    5:25 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Fri, Dec 18 – Mon, Dec 21

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Fri, Dec 18 – Tue, Dec 22

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    7:20 pmMDW
    3h 10m
    Nonstop
    11:30 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Fri, Dec 18 – Tue, Dec 22

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Fri, Dec 18 – Thu, Dec 24

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    11:30 amMDW
    6h 30m
    STL · 2h 45m
    7:00 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Fri, Dec 18 – Thu, Dec 24

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Fri, Dec 18 – Fri, Dec 25

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    5:25 pmMDW
    5h 25m
    BNA · 1h 40m
    11:50 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Fri, Dec 18 – Fri, Dec 25

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Fri, Dec 18 – Sat, Dec 26

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    7:40 amMDW
    3h
    Nonstop
    11:40 amMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Fri, Dec 18 – Sat, Dec 26

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Fri, Dec 18 – Mon, Dec 28

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    1:25 pmMDW
    3h
    Nonstop
    5:25 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Fri, Dec 18 – Mon, Dec 28

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Fri, Dec 18 – Tue, Dec 29

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    7:20 pmMDW
    3h 10m
    Nonstop
    11:30 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Fri, Dec 18 – Tue, Dec 29

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Fri, Dec 18 – Wed, Dec 30

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    7:20 pmMDW
    3h 10m
    Nonstop
    11:30 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Fri, Dec 18 – Wed, Dec 30

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Fri, Dec 18 – Fri, Jan 1

    Southwest Airlines
    6:30 amMIA
    6h 45m
    BWI · 2h
    12:15 pmMDW
    Southwest Airlines
    5:25 pmMDW
    5h 25m
    BNA · 1h 40m
    11:50 pmMIA

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Fri, Dec 18 – Fri, Jan 1

    Delta Air Lines
    8:05 amMIA
    5h 56m
    DTW · 1h 34m
    1:01 pmMDW
    Delta Air Lines
    1:31 pmMDW
    6h 45m
    DTW · 2h 30m
    9:16 pmMIA

    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

MIA ⇄ 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 routeDec 17, 2026 · Return optionsDec 19, 2026 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Miami (MIA) to Chicago (MDW), Dec 18, 2026: round trips from $329, one way from $150 on Axel, checked Oct 29, 2026. Lowest published fares: $329 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 18–31, 2026; $150 one way, Axel-exclusive, Southwest Airlines, 1 stop, Dec 18, 2026; 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)
2026-12-18 · one waySouthwest AirlinesWN1425 + WN107006:30:00→12:15:00 6h 45m 1 stop via BWIAxel-exclusive $150.002026-10-29T01:29:41Z
2026-12-18 · one wayDelta Air LinesDL2638 + DL468808:05:00→13:01:00 5h 56m 1 stop via DTWAxel-exclusive $185.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-19Southwest AirlinesWN1425 + WN1070 / WN238306:30:00→12:15:00 6h 45m 1 stop via BWI · 07:40:00→11:40:00 3h 00m nonstopAxel-exclusive $357.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-19Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-20Southwest AirlinesWN1425 + WN1070 / WN139906:30:00→12:15:00 6h 45m 1 stop via BWI · 12:55:00→16:55:00 3h 00m nonstopAxel-exclusive $357.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-20Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-21Southwest AirlinesWN1425 + WN1070 / WN136206:30:00→12:15:00 6h 45m 1 stop via BWI · 13:25:00→17:25:00 3h 00m nonstopAxel-exclusive $357.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-21Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-22Southwest AirlinesWN1425 + WN1070 / WN297306:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstopAxel-exclusive $357.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-22Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-23Southwest AirlinesWN1425 + WN1070 / WN297306:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstopAxel-exclusive $357.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-23Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-24Southwest AirlinesWN1425 + WN1070 / WN2737 + WN494306:30:00→12:15:00 6h 45m 1 stop via BWI · 11:30:00→19:00:00 6h 30m 1 stop via STLAxel-exclusive $336.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-24Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-25Southwest AirlinesWN1425 + WN1070 / WN2897 + WN428406:30:00→12:15:00 6h 45m 1 stop via BWI · 17:25:00→23:50:00 5h 25m 1 stop via BNAAxel-exclusive $336.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-25Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-26Southwest AirlinesWN1425 + WN1070 / WN238306:30:00→12:15:00 6h 45m 1 stop via BWI · 07:40:00→11:40:00 3h 00m nonstopAxel-exclusive $357.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-26Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-27Southwest AirlinesWN1425 + WN1070 / WN139906:30:00→12:15:00 6h 45m 1 stop via BWI · 12:55:00→16:55:00 3h 00m nonstopAxel-exclusive $357.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-27Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $414.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-28Southwest AirlinesWN1425 + WN1070 / WN136206:30:00→12:15:00 6h 45m 1 stop via BWI · 13:25:00→17:25:00 3h 00m nonstopAxel-exclusive $349.252026-10-29T01:29:41Z
2026-12-18 → 2026-12-28Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $405.382026-10-29T01:29:41Z
2026-12-18 → 2026-12-29Southwest AirlinesWN1425 + WN1070 / WN297306:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstopAxel-exclusive $349.252026-10-29T01:29:41Z
2026-12-18 → 2026-12-29Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $405.382026-10-29T01:29:41Z
2026-12-18 → 2026-12-30Southwest AirlinesWN1425 + WN1070 / WN297306:30:00→12:15:00 6h 45m 1 stop via BWI · 19:20:00→23:30:00 3h 10m nonstopAxel-exclusive $349.252026-10-29T01:29:41Z
2026-12-18 → 2026-12-30Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $405.382026-10-29T01:29:41Z
2026-12-18 → 2026-12-31Southwest AirlinesWN1425 + WN1070 / WN2737 + WN494306:30:00→12:15:00 6h 45m 1 stop via BWI · 11:30:00→19:00:00 6h 30m 1 stop via STLAxel-exclusive $329.002026-10-29T01:29:41Z
2026-12-18 → 2026-12-31Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $405.382026-10-29T01:29:41Z
2026-12-18 → 2027-01-01Southwest AirlinesWN1425 + WN1070 / WN2897 + WN428406:30:00→12:15:00 6h 45m 1 stop via BWI · 17:25:00→23:50:00 5h 25m 1 stop via BNAAxel-exclusive $329.002026-10-29T01:29:41Z
2026-12-18 → 2027-01-01Delta Air LinesDL2638 + DL4688 / DL4688 + DL254808:05:00→13:01:00 5h 56m 1 stop via DTW · 13:31:00→21:16:00 6h 45m 1 stop via DTWAxel-exclusive $405.382026-10-29T01:29:41Z

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: Miami or Fort Lauderdale to Chicago (MDW) flight deals

2026-12-18 · one way · Axel-exclusive $150.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.

2026-12-18 · one way · Axel-exclusive $185.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.

2026-12-18 → 2026-12-19 · Axel-exclusive $357.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2383: MDW 2026-12-19 07:40:00 → MIA 2026-12-19 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-18 → 2026-12-19 · Axel-exclusive $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-19 13:31:00 → MIA 2026-12-19 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-19 13:31:00 → DTW 2026-12-19 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-19 18:14:00 → MIA 2026-12-19 21:16:00.

2026-12-18 → 2026-12-20 · Axel-exclusive $357.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN1399: MDW 2026-12-20 12:55:00 → MIA 2026-12-20 16:55:00; nonstop; 180 minutes. Local airport times.

2026-12-18 → 2026-12-20 · Axel-exclusive $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-20 13:31:00 → MIA 2026-12-20 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-20 13:31:00 → DTW 2026-12-20 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-20 18:14:00 → MIA 2026-12-20 21:16:00.

2026-12-18 → 2026-12-21 · Axel-exclusive $357.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN1362: MDW 2026-12-21 13:25:00 → MIA 2026-12-21 17:25:00; nonstop; 180 minutes. Local airport times.

2026-12-18 → 2026-12-21 · Axel-exclusive $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-21 13:31:00 → MIA 2026-12-21 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-21 13:31:00 → DTW 2026-12-21 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-21 18:14:00 → MIA 2026-12-21 21:16:00.

2026-12-18 → 2026-12-22 · Axel-exclusive $357.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2973: MDW 2026-12-22 19:20:00 → MIA 2026-12-22 23:30:00; nonstop; 190 minutes. Local airport times.

2026-12-18 → 2026-12-22 · Axel-exclusive $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-22 13:31:00 → MIA 2026-12-22 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-22 13:31:00 → DTW 2026-12-22 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-22 18:14:00 → MIA 2026-12-22 21:16:00.

2026-12-18 → 2026-12-24 · Axel-exclusive $336.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2737 / WN4943: MDW 2026-12-24 11:30:00 → MIA 2026-12-24 19:00:00; 1 stop(s) via STL; 390 minutes. Local airport times.
    • WN2737: MDW 2026-12-24 11:30:00 → STL 2026-12-24 12:40:00; layover at STL: 165 minutes.
    • WN4943: STL 2026-12-24 15:25:00 → MIA 2026-12-24 19:00:00.

2026-12-18 → 2026-12-24 · Axel-exclusive $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-24 13:31:00 → MIA 2026-12-24 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-24 13:31:00 → DTW 2026-12-24 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-24 18:14:00 → MIA 2026-12-24 21:16:00.

2026-12-18 → 2026-12-25 · Axel-exclusive $336.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2897 / WN4284: MDW 2026-12-25 17:25:00 → MIA 2026-12-25 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2897: MDW 2026-12-25 17:25:00 → BNA 2026-12-25 18:50:00; layover at BNA: 100 minutes.
    • WN4284: BNA 2026-12-25 20:30:00 → MIA 2026-12-25 23:50:00.

2026-12-18 → 2026-12-25 · Axel-exclusive $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-25 13:31:00 → MIA 2026-12-25 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-25 13:31:00 → DTW 2026-12-25 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-25 18:14:00 → MIA 2026-12-25 21:16:00.

2026-12-18 → 2026-12-26 · Axel-exclusive $357.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2383: MDW 2026-12-26 07:40:00 → MIA 2026-12-26 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-18 → 2026-12-26 · Axel-exclusive $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-26 13:31:00 → MIA 2026-12-26 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-26 13:31:00 → DTW 2026-12-26 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-26 18:14:00 → MIA 2026-12-26 21:16:00.

2026-12-18 → 2026-12-28 · Axel-exclusive $349.25

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN1362: MDW 2026-12-28 13:25:00 → MIA 2026-12-28 17:25:00; nonstop; 180 minutes. Local airport times.

2026-12-18 → 2026-12-28 · Axel-exclusive $405.38

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-28 13:31:00 → MIA 2026-12-28 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-28 13:31:00 → DTW 2026-12-28 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-28 18:14:00 → MIA 2026-12-28 21:16:00.

2026-12-18 → 2026-12-29 · Axel-exclusive $349.25

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2973: MDW 2026-12-29 19:20:00 → MIA 2026-12-29 23:30:00; nonstop; 190 minutes. Local airport times.

2026-12-18 → 2026-12-29 · Axel-exclusive $405.38

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-29 13:31:00 → MIA 2026-12-29 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-29 13:31:00 → DTW 2026-12-29 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-29 18:14:00 → MIA 2026-12-29 21:16:00.

2026-12-18 → 2026-12-30 · Axel-exclusive $349.25

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2973: MDW 2026-12-30 19:20:00 → MIA 2026-12-30 23:30:00; nonstop; 190 minutes. Local airport times.

2026-12-18 → 2026-12-30 · Axel-exclusive $405.38

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-30 13:31:00 → MIA 2026-12-30 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-30 13:31:00 → DTW 2026-12-30 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-30 18:14:00 → MIA 2026-12-30 21:16:00.

2026-12-18 → 2027-01-01 · Axel-exclusive $329.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-18 06:30:00 → MDW 2026-12-18 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-18 06:30:00 → BWI 2026-12-18 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-18 11:05:00 → MDW 2026-12-18 12:15:00.
  • Southwest Airlines WN2897 / WN4284: MDW 2027-01-01 17:25:00 → MIA 2027-01-01 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2897: MDW 2027-01-01 17:25:00 → BNA 2027-01-01 18:50:00; layover at BNA: 100 minutes.
    • WN4284: BNA 2027-01-01 20:30:00 → MIA 2027-01-01 23:50:00.

2026-12-18 → 2027-01-01 · Axel-exclusive $405.38

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-18 08:05:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-18 08:05:00 → DTW 2026-12-18 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2027-01-01 13:31:00 → MIA 2027-01-01 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2027-01-01 13:31:00 → DTW 2027-01-01 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2027-01-01 18:14:00 → MIA 2027-01-01 21:16:00.

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  • This page: Miami (MIA) to Chicago (MDW) · Dec 18, 2026 · 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 Miami or Fort Lauderdale 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.