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Miami → Chicago

Dec 13, 2026 · return Dec 23, 2026

MIA → MDW1 adulteconomyRound trip

8 flight options · 2 airlines

Nonstop flights

Sun, Dec 13 – Wed, Dec 23

Southwest Airlines
3:00 pmMIA
3h 10m
Nonstop
5:10 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Wed, Dec 23

Southwest Airlines
6:50 amMIA
3h 10m
Nonstop
9:00 amMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

One-stop flights

Sun, Dec 13 – Wed, Dec 23

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

Sun, Dec 13 – Wed, Dec 23

Southwest Airlines
6:50 amMIA
6h 15m
MCO · 2h 10m
12:05 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Wed, Dec 23

Southwest Airlines
2:40 pmMIA
6h
CMH · 2h 10m
7:40 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Wed, Dec 23

Southwest Airlines
3:05 pmMIA
6h 5m
PIT · 1h 55m
8:10 pmMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Wed, Dec 23

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

Sun, Dec 13 – Wed, Dec 23

Delta Air Lines
11:40 amMIA
5h 38m
ATL · 1h 51m
4:18 pmMDW
Delta Air Lines
1:31 pmMDW
6h 45m
DTW · 2h 30m
9:16 pmMIA

Round-trip total · 1 adult · Taxes included

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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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-13 → 2026-12-23Southwest AirlinesWN2466 / WN2383$372.002026-10-29T01:29:41Z
2026-12-13 → 2026-12-23Delta Air LinesDL2638 + DL4688 / DL4688 + DL2548$414.002026-10-29T01:29:41Z
2026-12-13 → 2026-12-23Southwest AirlinesWN3081 / WN2383$372.002026-10-29T01:29:41Z
2026-12-13 → 2026-12-23Southwest AirlinesWN4483 + WN2803 / WN2383$357.002026-10-29T01:29:41Z
2026-12-13 → 2026-12-23Southwest AirlinesWN1194 + WN1718 / WN2383$357.002026-10-29T01:29:41Z
2026-12-13 → 2026-12-23Southwest AirlinesWN3046 + WN3556 / WN2383$357.002026-10-29T01:29:41Z
2026-12-13 → 2026-12-23Southwest AirlinesWN1425 + WN1070 / WN2383$357.002026-10-29T01:29:41Z
2026-12-13 → 2026-12-23Delta Air LinesDL3188 + DL1728 / DL4688 + DL2548$414.002026-10-29T01:29:41Z

2026-12-13 → 2026-12-23 · $372.00

  • Southwest Airlines WN2466: MIA 2026-12-13 15:00:00 → MDW 2026-12-13 17:10:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN2383: MDW 2026-12-23 07:40:00 → MIA 2026-12-23 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-13 → 2026-12-23 · $414.00

  • Delta Air Lines DL2638 / DL4688: MIA 2026-12-13 08:05:00 → MDW 2026-12-13 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-12-13 08:05:00 → DTW 2026-12-13 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-12-13 12:44:00 → MDW 2026-12-13 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-23 13:31:00 → MIA 2026-12-23 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-23 13:31:00 → DTW 2026-12-23 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-23 18:14:00 → MIA 2026-12-23 21:16:00.

2026-12-13 → 2026-12-23 · $372.00

  • Southwest Airlines WN3081: MIA 2026-12-13 06:50:00 → MDW 2026-12-13 09:00:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN2383: MDW 2026-12-23 07:40:00 → MIA 2026-12-23 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-13 → 2026-12-23 · $357.00

  • Southwest Airlines WN4483 / WN2803: MIA 2026-12-13 06:50:00 → MDW 2026-12-13 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
    • WN4483: MIA 2026-12-13 06:50:00 → MCO 2026-12-13 08:00:00; layover at MCO: 130 minutes.
    • WN2803: MCO 2026-12-13 10:10:00 → MDW 2026-12-13 12:05:00.
  • Southwest Airlines WN2383: MDW 2026-12-23 07:40:00 → MIA 2026-12-23 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-13 → 2026-12-23 · $357.00

  • Southwest Airlines WN1194 / WN1718: MIA 2026-12-13 14:40:00 → MDW 2026-12-13 19:40:00; 1 stop(s) via CMH; 360 minutes. Local airport times.
    • WN1194: MIA 2026-12-13 14:40:00 → CMH 2026-12-13 17:20:00; layover at CMH: 130 minutes.
    • WN1718: CMH 2026-12-13 19:30:00 → MDW 2026-12-13 19:40:00.
  • Southwest Airlines WN2383: MDW 2026-12-23 07:40:00 → MIA 2026-12-23 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-13 → 2026-12-23 · $357.00

  • Southwest Airlines WN3046 / WN3556: MIA 2026-12-13 15:05:00 → MDW 2026-12-13 20:10:00; 1 stop(s) via PIT; 365 minutes. Local airport times.
    • WN3046: MIA 2026-12-13 15:05:00 → PIT 2026-12-13 17:45:00; layover at PIT: 115 minutes.
    • WN3556: PIT 2026-12-13 19:40:00 → MDW 2026-12-13 20:10:00.
  • Southwest Airlines WN2383: MDW 2026-12-23 07:40:00 → MIA 2026-12-23 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-13 → 2026-12-23 · $357.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-12-13 06:30:00 → MDW 2026-12-13 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-12-13 06:30:00 → BWI 2026-12-13 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-12-13 11:05:00 → MDW 2026-12-13 12:15:00.
  • Southwest Airlines WN2383: MDW 2026-12-23 07:40:00 → MIA 2026-12-23 11:40:00; nonstop; 180 minutes. Local airport times.

2026-12-13 → 2026-12-23 · $414.00

  • Delta Air Lines DL3188 / DL1728: MIA 2026-12-13 11:40:00 → MDW 2026-12-13 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
    • DL3188: MIA 2026-12-13 11:40:00 → ATL 2026-12-13 13:34:00; layover at ATL: 111 minutes.
    • DL1728: ATL 2026-12-13 15:25:00 → MDW 2026-12-13 16:18:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-23 13:31:00 → MIA 2026-12-23 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-23 13:31:00 → DTW 2026-12-23 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-23 18:14:00 → MIA 2026-12-23 21:16:00.

More dates for this route