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Fort Myers → Chicago

Dec 21, 2026 · return Dec 25, 2026

RSW → ORD1 adulteconomyRound trip

10 flight options · 5 airlines

Nonstop flights

Mon, Dec 21 – Fri, Dec 25

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

Mon, Dec 21 – Fri, Dec 25

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

Mon, Dec 21 – Fri, Dec 25

United Airlines
9:00 amRSW
3h 16m
Nonstop
11:16 amORD
United Airlines
12:55 pmORD
2h 59m
Nonstop
4:54 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

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

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Fri, Dec 25

XP
12:15 pmRSW
7h 3m
HVN · 1h 10m
6:18 pmORD
Frontier Airlines
1:16 pmORD
2h 56m
Nonstop
5:12 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

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

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

Frontier Airlines
6:07 pmRSW
3h 18m
Nonstop
8:25 pmORD
Delta Air Lines
5:02 pmORD
5h 29m
DTW · 1h 11m
11:31 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Fri, Dec 25

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

Mon, Dec 21 – Fri, Dec 25

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

Mon, Dec 21 – Fri, Dec 25

United Airlines
9:10 amRSW
3h 14m
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 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 → 2026-12-25Frontier AirlinesF92033 / F92034$252.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25American AirlinesAA3289 / AA1238$462.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25United AirlinesUA2347 / UA2189$476.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25XP / Frontier AirlinesXP356 + XP421 / F92034$283.502026-10-29T01:07:18Z
2026-12-21 → 2026-12-25Delta Air LinesDL2277 + DL1716 / DL2358 + DL2209$490.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25American AirlinesAA669 / AA1238$462.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25Frontier Airlines / Delta Air LinesF92033 / DL2358 + DL2209$371.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25American AirlinesAA2515 + AA2174 / AA1238$448.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25United AirlinesUA464 + UA4718 / UA564 + UA562$448.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-25United AirlinesUA2347 / UA564 + UA562$462.002026-10-29T01:07:18Z

2026-12-21 → 2026-12-25 · $252.00

  • Frontier Airlines F92033: RSW 2026-12-21 20:31:00 → ORD 2026-12-21 22:49:00; nonstop; 198 minutes. Local airport times.
  • Frontier Airlines F92034: ORD 2026-12-25 13:16:00 → RSW 2026-12-25 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $462.00

  • American Airlines AA3289: RSW 2026-12-21 11:52:00 → ORD 2026-12-21 14:16:00; nonstop; 204 minutes. Local airport times.
  • American Airlines AA1238: ORD 2026-12-25 12:30:00 → RSW 2026-12-25 16:23:00; nonstop; 173 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $476.00

  • United Airlines UA2347: RSW 2026-12-21 09:00:00 → ORD 2026-12-21 11:16:00; nonstop; 196 minutes. Local airport times.
  • United Airlines UA2189: ORD 2026-12-25 12:55:00 → RSW 2026-12-25 16:54:00; nonstop; 179 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $283.50

  • XP XP356 / XP421: RSW 2026-12-21 12:15:00 → ORD 2026-12-21 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
    • XP356: RSW 2026-12-21 12:15:00 → HVN 2026-12-21 15:15:00; layover at HVN: 70 minutes.
    • XP421: HVN 2026-12-21 16:25:00 → ORD 2026-12-21 18:18:00.
  • Frontier Airlines F92034: ORD 2026-12-25 13:16:00 → RSW 2026-12-25 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $490.00

  • Delta Air Lines DL2277 / DL1716: RSW 2026-12-21 08:00:00 → ORD 2026-12-21 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
    • DL2277: RSW 2026-12-21 08:00:00 → DTW 2026-12-21 10:54:00; layover at DTW: 153 minutes.
    • DL1716: DTW 2026-12-21 13:27:00 → ORD 2026-12-21 13:59:00.
  • Delta Air Lines DL2358 / DL2209: ORD 2026-12-25 17:02:00 → RSW 2026-12-25 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
    • DL2358: ORD 2026-12-25 17:02:00 → DTW 2026-12-25 19:24:00; layover at DTW: 71 minutes.
    • DL2209: DTW 2026-12-25 20:35:00 → RSW 2026-12-25 23:31:00.

2026-12-21 → 2026-12-25 · $462.00

  • American Airlines AA669: RSW 2026-12-21 19:40:00 → ORD 2026-12-21 22:00:00; nonstop; 200 minutes. Local airport times.
  • American Airlines AA1238: ORD 2026-12-25 12:30:00 → RSW 2026-12-25 16:23:00; nonstop; 173 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $371.00

  • Frontier Airlines F92033: RSW 2026-12-21 18:07:00 → ORD 2026-12-21 20:25:00; nonstop; 198 minutes. Local airport times.
  • Delta Air Lines DL2358 / DL2209: ORD 2026-12-25 17:02:00 → RSW 2026-12-25 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
    • DL2358: ORD 2026-12-25 17:02:00 → DTW 2026-12-25 19:24:00; layover at DTW: 71 minutes.
    • DL2209: DTW 2026-12-25 20:35:00 → RSW 2026-12-25 23:31:00.

2026-12-21 → 2026-12-25 · $448.00

  • American Airlines AA2515 / AA2174: RSW 2026-12-21 06:00:00 → ORD 2026-12-21 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
    • AA2515: RSW 2026-12-21 06:00:00 → CLT 2026-12-21 08:03:00; layover at CLT: 183 minutes.
    • AA2174: CLT 2026-12-21 11:06:00 → ORD 2026-12-21 12:22:00.
  • American Airlines AA1238: ORD 2026-12-25 12:30:00 → RSW 2026-12-25 16:23:00; nonstop; 173 minutes. Local airport times.

2026-12-21 → 2026-12-25 · $448.00

  • United Airlines UA464 / UA4718: RSW 2026-12-21 12:50:00 → ORD 2026-12-21 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
    • UA464: RSW 2026-12-21 12:50:00 → CLE 2026-12-21 15:39:00; layover at CLE: 136 minutes.
    • UA4718: CLE 2026-12-21 17:55:00 → ORD 2026-12-21 18:41:00.
  • United Airlines UA564 / UA562: ORD 2026-12-25 05:30:00 → RSW 2026-12-25 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
    • UA564: ORD 2026-12-25 05:30:00 → IAH 2026-12-25 08:30:00; layover at IAH: 75 minutes.
    • UA562: IAH 2026-12-25 09:45:00 → RSW 2026-12-25 13:00:00.

2026-12-21 → 2026-12-25 · $462.00

  • United Airlines UA2347: RSW 2026-12-21 09:10:00 → ORD 2026-12-21 11:24:00; nonstop; 194 minutes. Local airport times.
  • United Airlines UA564 / UA562: ORD 2026-12-25 05:30:00 → RSW 2026-12-25 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
    • UA564: ORD 2026-12-25 05:30:00 → IAH 2026-12-25 08:30:00; layover at IAH: 75 minutes.
    • UA562: IAH 2026-12-25 09:45:00 → RSW 2026-12-25 13:00:00.

More dates for this route