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Fort Lauderdale → Chicago

Jun 25, 2027 · return Jun 28, 2027

FLL → MDW1 adulteconomyRound trip

8 flight options · 2 airlines

Nonstop flights

Fri, Jun 25 – Mon, Jun 28

Southwest Airlines
6:50 amFLL
3h 5m
Nonstop
8:55 amMDW
Southwest Airlines
6:20 pmMDW
2h 55m
Nonstop
10:15 pmFLL

Round-trip total · 1 adult · Taxes included

Fri, Jun 25 – Mon, Jun 28

Southwest Airlines
5:30 amFLL
3h 5m
Nonstop
7:35 amMDW
Southwest Airlines
6:20 pmMDW
2h 55m
Nonstop
10:15 pmFLL

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Jun 25 – Mon, Jun 28

Frontier Airlines
6:42 amFLL
5h 51m
ATL · 1h 27m
11:33 amMDW
Southwest Airlines
6:20 pmMDW
2h 55m
Nonstop
10:15 pmFLL

Round-trip total · 1 adult · Taxes included

Fri, Jun 25 – Mon, Jun 28

Southwest Airlines
6:40 amFLL
3h 5m
Nonstop
8:45 amMDW
Southwest Airlines
3:00 pmMDW
5h
MCO · 1h 5m
9:00 pmFLL

Round-trip total · 1 adult · Taxes included

Fri, Jun 25 – Mon, Jun 28

Southwest Airlines
6:50 amFLL
6h 15m
MCO · 2h 15m
12:05 pmMDW
Southwest Airlines
6:20 pmMDW
2h 55m
Nonstop
10:15 pmFLL

Round-trip total · 1 adult · Taxes included

Fri, Jun 25 – Mon, Jun 28

Southwest Airlines
1:45 pmFLL
5h 5m
IND · 1h 5m
5:50 pmMDW
Southwest Airlines
6:20 pmMDW
2h 55m
Nonstop
10:15 pmFLL

Round-trip total · 1 adult · Taxes included

Fri, Jun 25 – Mon, Jun 28

Southwest Airlines
4:15 pmFLL
5h 10m
CMH · 1h 15m
8:25 pmMDW
Southwest Airlines
6:20 pmMDW
2h 55m
Nonstop
10:15 pmFLL

Round-trip total · 1 adult · Taxes included

Fri, Jun 25 – Mon, Jun 28

Southwest Airlines
7:50 amFLL
6h 10m
TPA · 2h 20m
1:00 pmMDW
Southwest Airlines
6:20 pmMDW
2h 55m
Nonstop
10:15 pmFLL

Round-trip total · 1 adult · Taxes included

Make this trip yours

FLL ⇄ 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 5, 2026 → Nov 8, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Dec 5, 2026 → Dec 12, 2026Dec 17, 2026 → Dec 20, 2026Dec 26, 2026 → Jan 2, 2027Jan 5, 2027 · One wayJan 16, 2027 → Jan 23, 2027Feb 5, 2027 → Feb 8, 2027Apr 3, 2027 → Apr 10, 2027Jun 26, 2027 → Jul 3, 2027Sep 17, 2027 → Sep 20, 2027
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)
2027-06-25 → 2027-06-28Southwest AirlinesWN1719 / WN2670$270.002026-10-29T01:17:26Z
2027-06-25 → 2027-06-28Frontier Airlines / Southwest AirlinesF92173 + F92779 / WN2670$230.002026-10-29T01:17:26Z
2027-06-25 → 2027-06-28Southwest AirlinesWN1329 / WN2670$270.002026-10-29T01:17:26Z
2027-06-25 → 2027-06-28Southwest AirlinesWN1719 / WN2966 + WN2774$260.002026-10-29T01:17:26Z
2027-06-25 → 2027-06-28Southwest AirlinesWN1953 + WN2803 / WN2670$260.002026-10-29T01:17:26Z
2027-06-25 → 2027-06-28Southwest AirlinesWN951 + WN2224 / WN2670$260.002026-10-29T01:17:26Z
2027-06-25 → 2027-06-28Southwest AirlinesWN2956 + WN1718 / WN2670$260.002026-10-29T01:17:26Z
2027-06-25 → 2027-06-28Southwest AirlinesWN2914 + WN1854 / WN2670$260.002026-10-29T01:17:26Z

2027-06-25 → 2027-06-28 · $270.00

  • Southwest Airlines WN1719: FLL 2027-06-25 06:50:00 → MDW 2027-06-25 08:55:00; nonstop; 185 minutes. Local airport times.
  • Southwest Airlines WN2670: MDW 2027-06-28 18:20:00 → FLL 2027-06-28 22:15:00; nonstop; 175 minutes. Local airport times.

2027-06-25 → 2027-06-28 · $230.00

  • Frontier Airlines F92173 / F92779: FLL 2027-06-25 06:42:00 → MDW 2027-06-25 11:33:00; 1 stop(s) via ATL; 351 minutes. Local airport times.
    • F92173: FLL 2027-06-25 06:42:00 → ATL 2027-06-25 09:00:00; layover at ATL: 87 minutes.
    • F92779: ATL 2027-06-25 10:27:00 → MDW 2027-06-25 11:33:00.
  • Southwest Airlines WN2670: MDW 2027-06-28 18:20:00 → FLL 2027-06-28 22:15:00; nonstop; 175 minutes. Local airport times.

2027-06-25 → 2027-06-28 · $270.00

  • Southwest Airlines WN1329: FLL 2027-06-25 05:30:00 → MDW 2027-06-25 07:35:00; nonstop; 185 minutes. Local airport times.
  • Southwest Airlines WN2670: MDW 2027-06-28 18:20:00 → FLL 2027-06-28 22:15:00; nonstop; 175 minutes. Local airport times.

2027-06-25 → 2027-06-28 · $260.00

  • Southwest Airlines WN1719: FLL 2027-06-25 06:40:00 → MDW 2027-06-25 08:45:00; nonstop; 185 minutes. Local airport times.
  • Southwest Airlines WN2966 / WN2774: MDW 2027-06-28 15:00:00 → FLL 2027-06-28 21:00:00; 1 stop(s) via MCO; 300 minutes. Local airport times.
    • WN2966: MDW 2027-06-28 15:00:00 → MCO 2027-06-28 18:40:00; layover at MCO: 65 minutes.
    • WN2774: MCO 2027-06-28 19:45:00 → FLL 2027-06-28 21:00:00.

2027-06-25 → 2027-06-28 · $260.00

  • Southwest Airlines WN1953 / WN2803: FLL 2027-06-25 06:50:00 → MDW 2027-06-25 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
    • WN1953: FLL 2027-06-25 06:50:00 → MCO 2027-06-25 07:55:00; layover at MCO: 135 minutes.
    • WN2803: MCO 2027-06-25 10:10:00 → MDW 2027-06-25 12:05:00.
  • Southwest Airlines WN2670: MDW 2027-06-28 18:20:00 → FLL 2027-06-28 22:15:00; nonstop; 175 minutes. Local airport times.

2027-06-25 → 2027-06-28 · $260.00

  • Southwest Airlines WN951 / WN2224: FLL 2027-06-25 13:45:00 → MDW 2027-06-25 17:50:00; 1 stop(s) via IND; 305 minutes. Local airport times.
    • WN951: FLL 2027-06-25 13:45:00 → IND 2027-06-25 16:35:00; layover at IND: 65 minutes.
    • WN2224: IND 2027-06-25 17:40:00 → MDW 2027-06-25 17:50:00.
  • Southwest Airlines WN2670: MDW 2027-06-28 18:20:00 → FLL 2027-06-28 22:15:00; nonstop; 175 minutes. Local airport times.

2027-06-25 → 2027-06-28 · $260.00

  • Southwest Airlines WN2956 / WN1718: FLL 2027-06-25 16:15:00 → MDW 2027-06-25 20:25:00; 1 stop(s) via CMH; 310 minutes. Local airport times.
    • WN2956: FLL 2027-06-25 16:15:00 → CMH 2027-06-25 18:50:00; layover at CMH: 75 minutes.
    • WN1718: CMH 2027-06-25 20:05:00 → MDW 2027-06-25 20:25:00.
  • Southwest Airlines WN2670: MDW 2027-06-28 18:20:00 → FLL 2027-06-28 22:15:00; nonstop; 175 minutes. Local airport times.

2027-06-25 → 2027-06-28 · $260.00

  • Southwest Airlines WN2914 / WN1854: FLL 2027-06-25 07:50:00 → MDW 2027-06-25 13:00:00; 1 stop(s) via TPA; 370 minutes. Local airport times.
    • WN2914: FLL 2027-06-25 07:50:00 → TPA 2027-06-25 08:55:00; layover at TPA: 140 minutes.
    • WN1854: TPA 2027-06-25 11:15:00 → MDW 2027-06-25 13:00:00.
  • Southwest Airlines WN2670: MDW 2027-06-28 18:20:00 → FLL 2027-06-28 22:15:00; nonstop; 175 minutes. Local airport times.

More dates for this route