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MIA → MDW1 adulteconomy

23 flight options · 2 airlines

Round-trip flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
6:45 amMIA
3h 10m
Nonstop
8:55 amMDW
Southwest Airlines
7:40 amMDW
3h
Nonstop
11:40 amMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

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

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
3:00 pmMIA
3h 10m
Nonstop
5:10 pmMDW
Southwest Airlines
1:25 pmMDW
3h
Nonstop
5:25 pmMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
6:50 amMIA
3h 10m
Nonstop
9:00 amMDW
Southwest Airlines
1:25 pmMDW
3h
Nonstop
5:25 pmMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

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

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
2:40 pmMIA
6h
CMH · 2h 10m
7:40 pmMDW
Southwest Airlines
5:25 pmMDW
5h 25m
BNA · 1h 40m
11:50 pmMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
3:05 pmMIA
6h 5m
PIT · 1h 55m
8:10 pmMDW
Southwest Airlines
5:25 pmMDW
5h 25m
BNA · 1h 40m
11:50 pmMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
3:05 pmMIA
6h 5m
PIT · 1h 55m
8:10 pmMDW
Southwest Airlines
1:25 pmMDW
3h
Nonstop
5:25 pmMIA

Round-trip total · 1 adult · Taxes included

Show 7 more flights

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
6:50 amMIA
6h 15m
MCO · 2h 10m
12:05 pmMDW
Southwest Airlines
1:25 pmMDW
3h
Nonstop
5:25 pmMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
6:50 amMIA
3h 10m
Nonstop
9:00 amMDW
Southwest Airlines
5:25 pmMDW
5h 25m
BNA · 1h 40m
11:50 pmMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
2:40 pmMIA
6h
CMH · 2h 10m
7:40 pmMDW
Southwest Airlines
1:25 pmMDW
3h
Nonstop
5:25 pmMIA

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 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

Fri, Nov 20 – Mon, Nov 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

Fri, Nov 27 – Fri, Dec 4

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

One-way flights

Fri, Nov 20 · One way

Southwest Airlines
3:00 pmMIA
3h 10m
Nonstop
5:10 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
11:40 amMIA
5h 38m
ATL · 1h 51m
4:18 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
2:40 pmMIA
6h
CMH · 2h 10m
7:40 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
6:50 amMIA
6h 15m
MCO · 2h 10m
12:05 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
3:05 pmMIA
6h 5m
PIT · 1h 55m
8:10 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way 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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Why book with Axel
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  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates

Nov 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)
2026-11-20 · one waySouthwest AirlinesWN2466$165.002026-10-29T01:29:41Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3081 / WN2383$364.252026-10-29T01:29:41Z
2026-11-20 · one wayDelta Air LinesDL3188 + DL1728$185.002026-10-29T01:29:41Z
2026-11-27 → 2026-12-04Delta Air LinesDL3188 + DL1728 / DL4688 + DL2548$405.382026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Southwest AirlinesWN2466 / WN1362$364.252026-10-29T01:29:41Z
2026-11-20 · one waySouthwest AirlinesWN3081$165.002026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3081 / WN1362$364.252026-10-29T01:29:41Z
2026-11-20 · one waySouthwest AirlinesWN1194 + WN1718$150.002026-10-29T01:29:41Z
2026-11-20 · one waySouthwest AirlinesWN1425 + WN1070$150.002026-10-29T01:29:41Z
2026-11-20 · one waySouthwest AirlinesWN4483 + WN2803$150.002026-10-29T01:29:41Z
2026-11-20 · one waySouthwest AirlinesWN3046 + WN3556$150.002026-10-29T01:29:41Z
2026-11-20 · one wayDelta Air LinesDL2638 + DL4688$185.002026-10-29T01:29:41Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1425 + WN1070 / WN2897 + WN4284$329.002026-10-29T01:29:41Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1194 + WN1718 / WN2897 + WN4284$329.002026-10-29T01:29:41Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3046 + WN3556 / WN2897 + WN4284$329.002026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3046 + WN3556 / WN1362$349.252026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1425 + WN1070 / WN1362$349.252026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Southwest AirlinesWN4483 + WN2803 / WN1362$349.252026-10-29T01:29:41Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3081 / WN2897 + WN4284$349.252026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1194 + WN1718 / WN1362$349.252026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Delta Air LinesDL2638 + DL4688 / DL4688 + DL2548$405.382026-10-29T01:29:41Z
2026-11-20 → 2026-11-23Delta Air LinesDL3188 + DL1728 / DL4688 + DL2548$405.382026-10-29T01:29:41Z
2026-11-27 → 2026-12-04Delta Air LinesDL2638 + DL4688 / DL4688 + DL2548$405.382026-10-29T01:29:41Z

2026-11-20 · one way · $165.00

  • Southwest Airlines WN2466: MIA 2026-11-20 15:00:00 → MDW 2026-11-20 17:10:00; nonstop; 190 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $364.25

  • Southwest Airlines WN3081: MIA 2026-11-27 06:45:00 → MDW 2026-11-27 08:55:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN2383: MDW 2026-12-04 07:40:00 → MIA 2026-12-04 11:40:00; nonstop; 180 minutes. Local airport times.

2026-11-20 · one way · $185.00

  • Delta Air Lines DL3188 / DL1728: MIA 2026-11-20 11:40:00 → MDW 2026-11-20 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
    • DL3188: MIA 2026-11-20 11:40:00 → ATL 2026-11-20 13:34:00; layover at ATL: 111 minutes.
    • DL1728: ATL 2026-11-20 15:25:00 → MDW 2026-11-20 16:18:00.

2026-11-27 → 2026-12-04 · $405.38

  • Delta Air Lines DL3188 / DL1728: MIA 2026-11-27 11:40:00 → MDW 2026-11-27 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
    • DL3188: MIA 2026-11-27 11:40:00 → ATL 2026-11-27 13:34:00; layover at ATL: 111 minutes.
    • DL1728: ATL 2026-11-27 15:25:00 → MDW 2026-11-27 16:18:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-04 13:31:00 → MIA 2026-12-04 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-04 13:31:00 → DTW 2026-12-04 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-04 18:14:00 → MIA 2026-12-04 21:16:00.

2026-11-20 → 2026-11-23 · $364.25

  • Southwest Airlines WN2466: MIA 2026-11-20 15:00:00 → MDW 2026-11-20 17:10:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1362: MDW 2026-11-23 13:25:00 → MIA 2026-11-23 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-20 · one way · $165.00

  • Southwest Airlines WN3081: MIA 2026-11-20 06:50:00 → MDW 2026-11-20 09:00:00; nonstop; 190 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $364.25

  • Southwest Airlines WN3081: MIA 2026-11-20 06:50:00 → MDW 2026-11-20 09:00:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN1362: MDW 2026-11-23 13:25:00 → MIA 2026-11-23 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-20 · one way · $150.00

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

2026-11-20 · one way · $150.00

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

2026-11-20 · one way · $150.00

  • Southwest Airlines WN4483 / WN2803: MIA 2026-11-20 06:50:00 → MDW 2026-11-20 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
    • WN4483: MIA 2026-11-20 06:50:00 → MCO 2026-11-20 08:00:00; layover at MCO: 130 minutes.
    • WN2803: MCO 2026-11-20 10:10:00 → MDW 2026-11-20 12:05:00.

2026-11-20 · one way · $150.00

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

2026-11-20 · one way · $185.00

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

2026-11-27 → 2026-12-04 · $329.00

  • Southwest Airlines WN1425 / WN1070: MIA 2026-11-27 06:30:00 → MDW 2026-11-27 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-11-27 06:30:00 → BWI 2026-11-27 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-11-27 11:05:00 → MDW 2026-11-27 12:15:00.
  • Southwest Airlines WN2897 / WN4284: MDW 2026-12-04 17:25:00 → MIA 2026-12-04 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 100 minutes.
    • WN4284: BNA 2026-12-04 20:30:00 → MIA 2026-12-04 23:50:00.

2026-11-27 → 2026-12-04 · $329.00

  • Southwest Airlines WN1194 / WN1718: MIA 2026-11-27 14:40:00 → MDW 2026-11-27 19:40:00; 1 stop(s) via CMH; 360 minutes. Local airport times.
    • WN1194: MIA 2026-11-27 14:40:00 → CMH 2026-11-27 17:20:00; layover at CMH: 130 minutes.
    • WN1718: CMH 2026-11-27 19:30:00 → MDW 2026-11-27 19:40:00.
  • Southwest Airlines WN2897 / WN4284: MDW 2026-12-04 17:25:00 → MIA 2026-12-04 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 100 minutes.
    • WN4284: BNA 2026-12-04 20:30:00 → MIA 2026-12-04 23:50:00.

2026-11-27 → 2026-12-04 · $329.00

  • Southwest Airlines WN3046 / WN3556: MIA 2026-11-27 15:05:00 → MDW 2026-11-27 20:10:00; 1 stop(s) via PIT; 365 minutes. Local airport times.
    • WN3046: MIA 2026-11-27 15:05:00 → PIT 2026-11-27 17:45:00; layover at PIT: 115 minutes.
    • WN3556: PIT 2026-11-27 19:40:00 → MDW 2026-11-27 20:10:00.
  • Southwest Airlines WN2897 / WN4284: MDW 2026-12-04 17:25:00 → MIA 2026-12-04 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 100 minutes.
    • WN4284: BNA 2026-12-04 20:30:00 → MIA 2026-12-04 23:50:00.

2026-11-20 → 2026-11-23 · $349.25

  • Southwest Airlines WN3046 / WN3556: MIA 2026-11-20 15:05:00 → MDW 2026-11-20 20:10:00; 1 stop(s) via PIT; 365 minutes. Local airport times.
    • WN3046: MIA 2026-11-20 15:05:00 → PIT 2026-11-20 17:45:00; layover at PIT: 115 minutes.
    • WN3556: PIT 2026-11-20 19:40:00 → MDW 2026-11-20 20:10:00.
  • Southwest Airlines WN1362: MDW 2026-11-23 13:25:00 → MIA 2026-11-23 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.25

  • Southwest Airlines WN1425 / WN1070: MIA 2026-11-20 06:30:00 → MDW 2026-11-20 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
    • WN1425: MIA 2026-11-20 06:30:00 → BWI 2026-11-20 09:05:00; layover at BWI: 120 minutes.
    • WN1070: BWI 2026-11-20 11:05:00 → MDW 2026-11-20 12:15:00.
  • Southwest Airlines WN1362: MDW 2026-11-23 13:25:00 → MIA 2026-11-23 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $349.25

  • Southwest Airlines WN4483 / WN2803: MIA 2026-11-20 06:50:00 → MDW 2026-11-20 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
    • WN4483: MIA 2026-11-20 06:50:00 → MCO 2026-11-20 08:00:00; layover at MCO: 130 minutes.
    • WN2803: MCO 2026-11-20 10:10:00 → MDW 2026-11-20 12:05:00.
  • Southwest Airlines WN1362: MDW 2026-11-23 13:25:00 → MIA 2026-11-23 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $349.25

  • Southwest Airlines WN3081: MIA 2026-11-27 06:50:00 → MDW 2026-11-27 09:00:00; nonstop; 190 minutes. Local airport times.
  • Southwest Airlines WN2897 / WN4284: MDW 2026-12-04 17:25:00 → MIA 2026-12-04 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 100 minutes.
    • WN4284: BNA 2026-12-04 20:30:00 → MIA 2026-12-04 23:50:00.

2026-11-20 → 2026-11-23 · $349.25

  • Southwest Airlines WN1194 / WN1718: MIA 2026-11-20 14:40:00 → MDW 2026-11-20 19:40:00; 1 stop(s) via CMH; 360 minutes. Local airport times.
    • WN1194: MIA 2026-11-20 14:40:00 → CMH 2026-11-20 17:20:00; layover at CMH: 130 minutes.
    • WN1718: CMH 2026-11-20 19:30:00 → MDW 2026-11-20 19:40:00.
  • Southwest Airlines WN1362: MDW 2026-11-23 13:25:00 → MIA 2026-11-23 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $405.38

  • Delta Air Lines DL2638 / DL4688: MIA 2026-11-20 08:05:00 → MDW 2026-11-20 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-11-20 08:05:00 → DTW 2026-11-20 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-11-20 12:44:00 → MDW 2026-11-20 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-11-23 13:31:00 → MIA 2026-11-23 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-11-23 13:31:00 → DTW 2026-11-23 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-11-23 18:14:00 → MIA 2026-11-23 21:16:00.

2026-11-20 → 2026-11-23 · $405.38

  • Delta Air Lines DL3188 / DL1728: MIA 2026-11-20 11:40:00 → MDW 2026-11-20 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
    • DL3188: MIA 2026-11-20 11:40:00 → ATL 2026-11-20 13:34:00; layover at ATL: 111 minutes.
    • DL1728: ATL 2026-11-20 15:25:00 → MDW 2026-11-20 16:18:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-11-23 13:31:00 → MIA 2026-11-23 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-11-23 13:31:00 → DTW 2026-11-23 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-11-23 18:14:00 → MIA 2026-11-23 21:16:00.

2026-11-27 → 2026-12-04 · $405.38

  • Delta Air Lines DL2638 / DL4688: MIA 2026-11-27 08:05:00 → MDW 2026-11-27 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
    • DL2638: MIA 2026-11-27 08:05:00 → DTW 2026-11-27 11:10:00; layover at DTW: 94 minutes.
    • DL4688: DTW 2026-11-27 12:44:00 → MDW 2026-11-27 13:01:00.
  • Delta Air Lines DL4688 / DL2548: MDW 2026-12-04 13:31:00 → MIA 2026-12-04 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
    • DL4688: MDW 2026-12-04 13:31:00 → DTW 2026-12-04 15:44:00; layover at DTW: 150 minutes.
    • DL2548: DTW 2026-12-04 18:14:00 → MIA 2026-12-04 21:16:00.

More dates for this route