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Fort Myers → Chicago

Nov 27, 2026 · return Dec 4, 2026

RSW → ORD1 adulteconomyRound trip

10 flight options · 4 airlines

Nonstop flights

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
8:31 pmRSW
3h 18m
Nonstop
10:49 pmORD
Frontier Airlines
1:16 pmORD
2h 56m
Nonstop
5:12 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
11:52 amRSW
3h 24m
Nonstop
2:16 pmORD
American Airlines
12:30 pmORD
2h 53m
Nonstop
4:23 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

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

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
7:37 pmRSW
3h 18m
Nonstop
9:55 pmORD
American Airlines
12:30 pmORD
2h 53m
Nonstop
4:23 pmRSW

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Nov 27 – Fri, Dec 4

Delta Air Lines
1:02 pmRSW
7h 3m
ATL · 2h 54m
7:05 pmORD
Delta Air Lines
5:02 pmORD
5h 29m
DTW · 1h 11m
11:31 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Frontier Airlines
8:31 pmRSW
3h 21m
Nonstop
10:52 pmORD
Delta Air Lines
5:02 pmORD
5h 29m
DTW · 1h 11m
11:31 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
6:00 amRSW
7h 22m
CLT · 3h 3m
12:22 pmORD
American Airlines
12:30 pmORD
2h 53m
Nonstop
4:23 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
5:48 pmRSW
7h 13m
EWR · 1h 31m
12:01 am+1ORD
United Airlines
5:30 amORD
6h 30m
IAH · 1h 15m
1:00 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
12:50 pmRSW
6h 51m
CLE · 2h 16m
6:41 pmORD
United Airlines
5:30 amORD
6h 30m
IAH · 1h 15m
1:00 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
9:05 amRSW
3h 19m
Nonstop
11:24 amORD
United Airlines
5:30 amORD
6h 30m
IAH · 1h 15m
1:00 pmRSW

Round-trip total · 1 adult · Taxes included

Make this trip yours

RSW ⇄ ORD

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 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)
2026-11-27 → 2026-12-04Frontier AirlinesF92033 / F92034$211.502026-10-29T01:07:18Z
2026-11-27 → 2026-12-04American AirlinesAA3289 / AA1238$387.752026-10-29T01:07:18Z
2026-11-27 → 2026-12-04United AirlinesUA2347 / UA2189$399.502026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Delta Air LinesDL2486 + DL2879 / DL2358 + DL2209$411.252026-10-29T01:07:18Z
2026-11-27 → 2026-12-04American AirlinesAA550 / AA1238$387.752026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Frontier Airlines / Delta Air LinesF92033 / DL2358 + DL2209$296.502026-10-29T01:07:18Z
2026-11-27 → 2026-12-04American AirlinesAA2515 + AA2174 / AA1238$374.252026-10-29T01:07:18Z
2026-11-27 → 2026-12-04United AirlinesUA365 + UA2333 / UA564 + UA562$376.002026-10-29T01:07:18Z
2026-11-27 → 2026-12-04United AirlinesUA464 + UA4718 / UA564 + UA562$376.002026-10-29T01:07:18Z
2026-11-27 → 2026-12-04United AirlinesUA2347 / UA564 + UA562$389.502026-10-29T01:07:18Z

2026-11-27 → 2026-12-04 · $211.50

  • Frontier Airlines F92033: RSW 2026-11-27 20:31:00 → ORD 2026-11-27 22:49:00; nonstop; 198 minutes. Local airport times.
  • Frontier Airlines F92034: ORD 2026-12-04 13:16:00 → RSW 2026-12-04 17:12:00; nonstop; 176 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $387.75

  • American Airlines AA3289: RSW 2026-11-27 11:52:00 → ORD 2026-11-27 14:16:00; nonstop; 204 minutes. Local airport times.
  • American Airlines AA1238: ORD 2026-12-04 12:30:00 → RSW 2026-12-04 16:23:00; nonstop; 173 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $399.50

  • United Airlines UA2347: RSW 2026-11-27 09:10:00 → ORD 2026-11-27 11:24:00; nonstop; 194 minutes. Local airport times.
  • United Airlines UA2189: ORD 2026-12-04 12:55:00 → RSW 2026-12-04 16:54:00; nonstop; 179 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $411.25

  • Delta Air Lines DL2486 / DL2879: RSW 2026-11-27 13:02:00 → ORD 2026-11-27 19:05:00; 1 stop(s) via ATL; 423 minutes. Local airport times.
    • DL2486: RSW 2026-11-27 13:02:00 → ATL 2026-11-27 14:51:00; layover at ATL: 174 minutes.
    • DL2879: ATL 2026-11-27 17:45:00 → ORD 2026-11-27 19:05:00.
  • Delta Air Lines DL2358 / DL2209: ORD 2026-12-04 17:02:00 → RSW 2026-12-04 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
    • DL2358: ORD 2026-12-04 17:02:00 → DTW 2026-12-04 19:24:00; layover at DTW: 71 minutes.
    • DL2209: DTW 2026-12-04 20:35:00 → RSW 2026-12-04 23:31:00.

2026-11-27 → 2026-12-04 · $387.75

  • American Airlines AA550: RSW 2026-11-27 19:37:00 → ORD 2026-11-27 21:55:00; nonstop; 198 minutes. Local airport times.
  • American Airlines AA1238: ORD 2026-12-04 12:30:00 → RSW 2026-12-04 16:23:00; nonstop; 173 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $296.50

  • Frontier Airlines F92033: RSW 2026-11-27 20:31:00 → ORD 2026-11-27 22:52:00; nonstop; 201 minutes. Local airport times.
  • Delta Air Lines DL2358 / DL2209: ORD 2026-12-04 17:02:00 → RSW 2026-12-04 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
    • DL2358: ORD 2026-12-04 17:02:00 → DTW 2026-12-04 19:24:00; layover at DTW: 71 minutes.
    • DL2209: DTW 2026-12-04 20:35:00 → RSW 2026-12-04 23:31:00.

2026-11-27 → 2026-12-04 · $374.25

  • American Airlines AA2515 / AA2174: RSW 2026-11-27 06:00:00 → ORD 2026-11-27 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
    • AA2515: RSW 2026-11-27 06:00:00 → CLT 2026-11-27 08:03:00; layover at CLT: 183 minutes.
    • AA2174: CLT 2026-11-27 11:06:00 → ORD 2026-11-27 12:22:00.
  • American Airlines AA1238: ORD 2026-12-04 12:30:00 → RSW 2026-12-04 16:23:00; nonstop; 173 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $376.00

  • United Airlines UA365 / UA2333: RSW 2026-11-27 17:48:00 → ORD 2026-11-28 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
    • UA365: RSW 2026-11-27 17:48:00 → EWR 2026-11-27 20:40:00; layover at EWR: 91 minutes.
    • UA2333: EWR 2026-11-27 22:11:00 → ORD 2026-11-28 00:01:00.
  • United Airlines UA564 / UA562: ORD 2026-12-04 05:30:00 → RSW 2026-12-04 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
    • UA564: ORD 2026-12-04 05:30:00 → IAH 2026-12-04 08:30:00; layover at IAH: 75 minutes.
    • UA562: IAH 2026-12-04 09:45:00 → RSW 2026-12-04 13:00:00.

2026-11-27 → 2026-12-04 · $376.00

  • United Airlines UA464 / UA4718: RSW 2026-11-27 12:50:00 → ORD 2026-11-27 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
    • UA464: RSW 2026-11-27 12:50:00 → CLE 2026-11-27 15:39:00; layover at CLE: 136 minutes.
    • UA4718: CLE 2026-11-27 17:55:00 → ORD 2026-11-27 18:41:00.
  • United Airlines UA564 / UA562: ORD 2026-12-04 05:30:00 → RSW 2026-12-04 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
    • UA564: ORD 2026-12-04 05:30:00 → IAH 2026-12-04 08:30:00; layover at IAH: 75 minutes.
    • UA562: IAH 2026-12-04 09:45:00 → RSW 2026-12-04 13:00:00.

2026-11-27 → 2026-12-04 · $389.50

  • United Airlines UA2347: RSW 2026-11-27 09:05:00 → ORD 2026-11-27 11:24:00; nonstop; 199 minutes. Local airport times.
  • United Airlines UA564 / UA562: ORD 2026-12-04 05:30:00 → RSW 2026-12-04 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
    • UA564: ORD 2026-12-04 05:30:00 → IAH 2026-12-04 08:30:00; layover at IAH: 75 minutes.
    • UA562: IAH 2026-12-04 09:45:00 → RSW 2026-12-04 13:00:00.

More dates for this route