Flights from Fort Myers to the Midwest in summer

Flights for your trip

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

2026-11-20 · one way · $95.00

• Frontier Airlines F92033: RSW 2026-11-20 20:31:00 → ORD 2026-11-20 22:49:00; nonstop; 198 minutes. Local airport times.

2026-11-20 · one way · $175.00

• American Airlines AA550: RSW 2026-11-20 19:37:00 → ORD 2026-11-20 21:55:00; nonstop; 198 minutes. Local airport times.

2026-11-20 · one way · $180.00

• United Airlines UA2494: RSW 2026-11-20 12:25:00 → ORD 2026-11-20 14:44:00; nonstop; 199 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $211.50

• Frontier Airlines F92033: RSW 2026-11-20 20:31:00 → ORD 2026-11-20 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-11-23 15:30:00 → RSW 2026-11-23 19:32:00; nonstop; 182 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $387.75

• American Airlines AA550: RSW 2026-11-20 19:37:00 → ORD 2026-11-20 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA3289: ORD 2026-11-23 06:59:00 → RSW 2026-11-23 10:57:00; nonstop; 178 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $399.50

• United Airlines UA2494: RSW 2026-11-20 12:25:00 → ORD 2026-11-20 14:44:00; nonstop; 199 minutes. Local airport times.
• United Airlines UA2189: ORD 2026-11-23 12:55:00 → RSW 2026-11-23 16:54:00; nonstop; 179 minutes. Local airport times.

2026-11-20 · one way · $120.00

• XP XP356 / XP421: RSW 2026-11-20 12:15:00 → ORD 2026-11-20 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-11-20 12:15:00 → HVN 2026-11-20 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-11-20 16:25:00 → ORD 2026-11-20 18:18:00.

2026-11-20 · one way · $185.00

• Delta Air Lines DL2486 / DL2879: RSW 2026-11-20 13:02:00 → ORD 2026-11-20 19:05:00; 1 stop(s) via ATL; 423 minutes. Local airport times.
  • DL2486: RSW 2026-11-20 13:02:00 → ATL 2026-11-20 14:51:00; layover at ATL: 174 minutes.
  • DL2879: ATL 2026-11-20 17:45:00 → ORD 2026-11-20 19:05:00.

2026-11-20 → 2026-11-23 · $335.25

• XP XP356 / XP421: RSW 2026-11-20 12:15:00 → ORD 2026-11-20 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-11-20 12:15:00 → HVN 2026-11-20 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-11-20 16:25:00 → ORD 2026-11-20 18:18:00.
• American Airlines AA3289: ORD 2026-11-23 06:59:00 → RSW 2026-11-23 10:57:00; nonstop; 178 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $411.25

• Delta Air Lines DL2277 / DL1716: RSW 2026-11-20 08:00:00 → ORD 2026-11-20 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
  • DL2277: RSW 2026-11-20 08:00:00 → DTW 2026-11-20 10:54:00; layover at DTW: 153 minutes.
  • DL1716: DTW 2026-11-20 13:27:00 → ORD 2026-11-20 13:59:00.
• Delta Air Lines DL2358 / DL2209: ORD 2026-11-23 17:02:00 → RSW 2026-11-23 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
  • DL2358: ORD 2026-11-23 17:02:00 → DTW 2026-11-23 19:24:00; layover at DTW: 71 minutes.
  • DL2209: DTW 2026-11-23 20:35:00 → RSW 2026-11-23 23:31:00.

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.

2026-11-20 · one way · $175.00

• American Airlines AA3289: RSW 2026-11-20 11:52:00 → ORD 2026-11-20 14:16:00; nonstop; 204 minutes. Local airport times.

2026-11-20 · one way · $180.00

• United Airlines UA2347: RSW 2026-11-20 09:05:00 → ORD 2026-11-20 11:24:00; nonstop; 199 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $387.75

• American Airlines AA3289: RSW 2026-11-20 11:52:00 → ORD 2026-11-20 14:16:00; nonstop; 204 minutes. Local airport times.
• American Airlines AA3289: ORD 2026-11-23 06:59:00 → RSW 2026-11-23 10:57:00; nonstop; 178 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 · $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 · $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.

2026-11-20 → 2026-11-23 · $399.50

• United Airlines UA2347: RSW 2026-11-20 09:05:00 → ORD 2026-11-20 11:24:00; nonstop; 199 minutes. Local airport times.
• United Airlines UA2189: ORD 2026-11-23 12:55:00 → RSW 2026-11-23 16:54:00; nonstop; 179 minutes. Local airport times.

2026-11-20 · one way · $165.00

• American Airlines AA2515 / AA2174: RSW 2026-11-20 06:00:00 → ORD 2026-11-20 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-11-20 06:00:00 → CLT 2026-11-20 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-11-20 11:06:00 → ORD 2026-11-20 12:22:00.

2026-11-20 · one way · $170.00

• United Airlines UA464 / UA4718: RSW 2026-11-20 12:50:00 → ORD 2026-11-20 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
  • UA464: RSW 2026-11-20 12:50:00 → CLE 2026-11-20 15:39:00; layover at CLE: 136 minutes.
  • UA4718: CLE 2026-11-20 17:55:00 → ORD 2026-11-20 18:41:00.

2026-11-20 · one way · $170.00

• United Airlines UA365 / UA2333: RSW 2026-11-20 17:48:00 → ORD 2026-11-21 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-11-20 17:48:00 → EWR 2026-11-20 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-11-20 22:11:00 → ORD 2026-11-21 00:01:00.

2026-11-20 · one way · $185.00

• Delta Air Lines DL2277 / DL1716: RSW 2026-11-20 08:00:00 → ORD 2026-11-20 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
  • DL2277: RSW 2026-11-20 08:00:00 → DTW 2026-11-20 10:54:00; layover at DTW: 153 minutes.
  • DL1716: DTW 2026-11-20 13:27:00 → ORD 2026-11-20 13:59:00.

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.

2026-11-20 → 2026-11-23 · $377.75

• American Airlines AA2515 / AA2174: RSW 2026-11-20 06:00:00 → ORD 2026-11-20 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-11-20 06:00:00 → CLT 2026-11-20 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-11-20 11:06:00 → ORD 2026-11-20 12:22:00.
• American Airlines AA3289: ORD 2026-11-23 06:59:00 → RSW 2026-11-23 10:57:00; nonstop; 178 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $389.50

• United Airlines UA464 / UA4718: RSW 2026-11-20 12:50:00 → ORD 2026-11-20 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
  • UA464: RSW 2026-11-20 12:50:00 → CLE 2026-11-20 15:39:00; layover at CLE: 136 minutes.
  • UA4718: CLE 2026-11-20 17:55:00 → ORD 2026-11-20 18:41:00.
• United Airlines UA2189: ORD 2026-11-23 12:55:00 → RSW 2026-11-23 16:54:00; nonstop; 179 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $389.50

• United Airlines UA365 / UA2333: RSW 2026-11-20 17:48:00 → ORD 2026-11-21 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-11-20 17:48:00 → EWR 2026-11-20 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-11-20 22:11:00 → ORD 2026-11-21 00:01:00.
• United Airlines UA2189: ORD 2026-11-23 12:55:00 → RSW 2026-11-23 16:54:00; nonstop; 179 minutes. Local airport times.

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.

2026-11-20 → 2026-11-23 · $411.25

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

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.

More dates for this route

• Nov 20, 2026 → Nov 23, 2026
• Nov 27, 2026 → Dec 4, 2026
• Nov 20, 2026 · One way

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• Scandinavia: in summer · in winter · in September · for 4 days · for a week · for 10 days
• Eastern Europe: in summer · in May · in September · in December · for a week · for 10 days
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• Scotland: in summer · in fall · for 4 days · for a week
• Ireland: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
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• South Korea: in fall · for a week
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• Thailand: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks
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• New Zealand: in December · in January · in February · for two weeks · for three weeks
• South America: in January · in February · in winter · for 10 days · for two weeks
• Colombia: in winter · in spring · for a week · for 10 days
• Peru: in summer · in May · in September · for 10 days · for two weeks
• The Middle East: in winter · for a week · for 10 days
• Turkey: in spring · in summer · in fall · for a week · for 10 days
• Africa: in winter · in fall · for 10 days · for two weeks
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• Morocco: in spring · in fall · in winter · for a week · for 10 days
• Canada: in summer · in winter · in fall · for 3 days · for 4 days · for a week
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• The Pacific Northwest: in summer · in fall · for 3 days · for 4 days · for a week
• Alaska: in summer · in June · in July · in August · for 5 days · for a week · for 10 days
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The Midwest in summer from other cities

Fares observed October 25 – 28, 2026. USD for the travelers shown. Search a trip for current prices.

The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.

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