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Chicago → Fort Myers

Dec 21, 2026 · return Jan 4, 2027

ORD → RSW1 adulteconomyRound trip

11 flight options · 4 airlines

Nonstop flights

Mon, Dec 21 – Mon, Jan 4

Frontier Airlines
3:30 pmORD
3h 2m
Nonstop
7:32 pmRSW
Frontier Airlines
8:31 pmRSW
3h 18m
Nonstop
10:49 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

American Airlines
6:59 amORD
2h 58m
Nonstop
10:57 amRSW
American Airlines
7:40 pmRSW
3h 20m
Nonstop
10:00 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

United Airlines
12:55 pmORD
2h 59m
Nonstop
4:54 pmRSW
United Airlines
9:10 amRSW
3h 14m
Nonstop
11:24 amORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

American Airlines
12:30 pmORD
2h 53m
Nonstop
4:23 pmRSW
American Airlines
7:40 pmRSW
3h 20m
Nonstop
10:00 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

United Airlines
6:30 amORD
3h 2m
Nonstop
10:32 amRSW
United Airlines
9:10 amRSW
3h 14m
Nonstop
11:24 amORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Mon, Jan 4

Delta Air Lines
8:04 amORD
6h 26m
ATL · 2h 50m
3:30 pmRSW
Delta Air Lines
8:00 amRSW
6h 59m
DTW · 2h 33m
1:59 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

American Airlines
6:50 amORD
5h 45m
CLT · 1h 38m
1:35 pmRSW
American Airlines
7:40 pmRSW
3h 20m
Nonstop
10:00 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

American Airlines
12:22 pmORD
2h 59m
Nonstop
4:21 pmRSW
American Airlines
6:00 amRSW
7h 22m
CLT · 3h 3m
12:22 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

United Airlines
5:30 amORD
6h 30m
IAH · 1h 15m
1:00 pmRSW
United Airlines
9:10 amRSW
3h 14m
Nonstop
11:24 amORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Delta Air Lines
5:02 pmORD
5h 29m
DTW · 1h 11m
11:31 pmRSW
Delta Air Lines
8:00 amRSW
6h 59m
DTW · 2h 33m
1:59 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Mon, Jan 4

Delta Air Lines
6:20 amORD
6h 5m
MSP · 1h 6m
1:25 pmRSW
Delta Air Lines
8:00 amRSW
6h 59m
DTW · 2h 33m
1:59 pmORD

Round-trip total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ RSW

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)
2026-12-21 → 2027-01-04Frontier AirlinesF92034 / F92033$257.252026-10-29T01:53:20Z
2026-12-21 → 2027-01-04American AirlinesAA3289 / AA669$477.752026-10-29T01:53:20Z
2026-12-21 → 2027-01-04United AirlinesUA2189 / UA2347$490.002026-10-29T01:53:20Z
2026-12-21 → 2027-01-04Delta Air LinesDL1687 + DL1555 / DL2277 + DL1716$465.502026-10-29T01:53:20Z
2026-12-21 → 2027-01-04American AirlinesAA1238 / AA669$477.752026-10-29T01:53:20Z
2026-12-21 → 2027-01-04United AirlinesUA464 / UA2347$490.002026-10-29T01:53:20Z
2026-12-21 → 2027-01-04American AirlinesAA1784 + AA1094 / AA669$448.752026-10-29T01:53:20Z
2026-12-21 → 2027-01-04American AirlinesAA1238 / AA2515 + AA2174$457.752026-10-29T01:53:20Z
2026-12-21 → 2027-01-04United AirlinesUA564 + UA562 / UA2347$461.002026-10-29T01:53:20Z
2026-12-21 → 2027-01-04Delta Air LinesDL2358 + DL2209 / DL2277 + DL1716$465.502026-10-29T01:53:20Z
2026-12-21 → 2027-01-04Delta Air LinesDL1717 + DL2400 / DL2277 + DL1716$465.502026-10-29T01:53:20Z

2026-12-21 → 2027-01-04 · $257.25

  • Frontier Airlines F92034: ORD 2026-12-21 15:30:00 → RSW 2026-12-21 19:32:00; nonstop; 182 minutes. Local airport times.
  • Frontier Airlines F92033: RSW 2027-01-04 20:31:00 → ORD 2027-01-04 22:49:00; nonstop; 198 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $477.75

  • American Airlines AA3289: ORD 2026-12-21 06:59:00 → RSW 2026-12-21 10:57:00; nonstop; 178 minutes. Local airport times.
  • American Airlines AA669: RSW 2027-01-04 19:40:00 → ORD 2027-01-04 22:00:00; nonstop; 200 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $490.00

  • United Airlines UA2189: ORD 2026-12-21 12:55:00 → RSW 2026-12-21 16:54:00; nonstop; 179 minutes. Local airport times.
  • United Airlines UA2347: RSW 2027-01-04 09:10:00 → ORD 2027-01-04 11:24:00; nonstop; 194 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $465.50

  • Delta Air Lines DL1687 / DL1555: ORD 2026-12-21 08:04:00 → RSW 2026-12-21 15:30:00; 1 stop(s) via ATL; 386 minutes. Local airport times.
    • DL1687: ORD 2026-12-21 08:04:00 → ATL 2026-12-21 11:00:00; layover at ATL: 170 minutes.
    • DL1555: ATL 2026-12-21 13:50:00 → RSW 2026-12-21 15:30:00.
  • Delta Air Lines DL2277 / DL1716: RSW 2027-01-04 08:00:00 → ORD 2027-01-04 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
    • DL2277: RSW 2027-01-04 08:00:00 → DTW 2027-01-04 10:54:00; layover at DTW: 153 minutes.
    • DL1716: DTW 2027-01-04 13:27:00 → ORD 2027-01-04 13:59:00.

2026-12-21 → 2027-01-04 · $477.75

  • American Airlines AA1238: ORD 2026-12-21 12:30:00 → RSW 2026-12-21 16:23:00; nonstop; 173 minutes. Local airport times.
  • American Airlines AA669: RSW 2027-01-04 19:40:00 → ORD 2027-01-04 22:00:00; nonstop; 200 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $490.00

  • United Airlines UA464: ORD 2026-12-21 06:30:00 → RSW 2026-12-21 10:32:00; nonstop; 182 minutes. Local airport times.
  • United Airlines UA2347: RSW 2027-01-04 09:10:00 → ORD 2027-01-04 11:24:00; nonstop; 194 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $448.75

  • American Airlines AA1784 / AA1094: ORD 2026-12-21 06:50:00 → RSW 2026-12-21 13:35:00; 1 stop(s) via CLT; 345 minutes. Local airport times.
    • AA1784: ORD 2026-12-21 06:50:00 → CLT 2026-12-21 09:57:00; layover at CLT: 98 minutes.
    • AA1094: CLT 2026-12-21 11:35:00 → RSW 2026-12-21 13:35:00.
  • American Airlines AA669: RSW 2027-01-04 19:40:00 → ORD 2027-01-04 22:00:00; nonstop; 200 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $457.75

  • American Airlines AA1238: ORD 2026-12-21 12:22:00 → RSW 2026-12-21 16:21:00; nonstop; 179 minutes. Local airport times.
  • American Airlines AA2515 / AA2174: RSW 2027-01-04 06:00:00 → ORD 2027-01-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
    • AA2515: RSW 2027-01-04 06:00:00 → CLT 2027-01-04 08:03:00; layover at CLT: 183 minutes.
    • AA2174: CLT 2027-01-04 11:06:00 → ORD 2027-01-04 12:22:00.

2026-12-21 → 2027-01-04 · $461.00

  • United Airlines UA564 / UA562: ORD 2026-12-21 05:30:00 → RSW 2026-12-21 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
    • UA564: ORD 2026-12-21 05:30:00 → IAH 2026-12-21 08:30:00; layover at IAH: 75 minutes.
    • UA562: IAH 2026-12-21 09:45:00 → RSW 2026-12-21 13:00:00.
  • United Airlines UA2347: RSW 2027-01-04 09:10:00 → ORD 2027-01-04 11:24:00; nonstop; 194 minutes. Local airport times.

2026-12-21 → 2027-01-04 · $465.50

  • Delta Air Lines DL2358 / DL2209: ORD 2026-12-21 17:02:00 → RSW 2026-12-21 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
    • DL2358: ORD 2026-12-21 17:02:00 → DTW 2026-12-21 19:24:00; layover at DTW: 71 minutes.
    • DL2209: DTW 2026-12-21 20:35:00 → RSW 2026-12-21 23:31:00.
  • Delta Air Lines DL2277 / DL1716: RSW 2027-01-04 08:00:00 → ORD 2027-01-04 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
    • DL2277: RSW 2027-01-04 08:00:00 → DTW 2027-01-04 10:54:00; layover at DTW: 153 minutes.
    • DL1716: DTW 2027-01-04 13:27:00 → ORD 2027-01-04 13:59:00.

2026-12-21 → 2027-01-04 · $465.50

  • Delta Air Lines DL1717 / DL2400: ORD 2026-12-21 06:20:00 → RSW 2026-12-21 13:25:00; 1 stop(s) via MSP; 365 minutes. Local airport times.
    • DL1717: ORD 2026-12-21 06:20:00 → MSP 2026-12-21 07:54:00; layover at MSP: 66 minutes.
    • DL2400: MSP 2026-12-21 09:00:00 → RSW 2026-12-21 13:25:00.
  • Delta Air Lines DL2277 / DL1716: RSW 2027-01-04 08:00:00 → ORD 2027-01-04 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
    • DL2277: RSW 2027-01-04 08:00:00 → DTW 2027-01-04 10:54:00; layover at DTW: 153 minutes.
    • DL1716: DTW 2027-01-04 13:27:00 → ORD 2027-01-04 13:59:00.

More dates for this route