Fort Myers (RSW) to Chicago (ORD), Dec 4, 2026: round trips from $180, one way from $95

Fort Myers (RSW) to Chicago (ORD), Dec 4, 2026: round trips from $180, one way from $95 on Axel, checked Oct 29, 2026. Lowest published fares: $180 round trip, Axel-exclusive, Frontier Airlines, nonstop, Dec 4–5, 2026; $95 one way, Axel-exclusive, Frontier Airlines, nonstop, Dec 4, 2026; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Dec 4–5, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $137 a night · 4★ Millennium Hotel Knickerbocker Chicago, $138 a night · 5★ Sofitel Chicago Magnificent Mile, $297 a night
• Hotels in Chicago for these nights (Dec 4–6, 2026 · 2 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $137 a night, $274 for 2 nights · 4★ Warwick Allerton - Chicago, $137 a night, $274 for 2 nights · 5★ Sofitel Chicago Magnificent Mile, $303 a night, $606 for 2 nights
• Hotels in Chicago for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $130 a night, $390 for 3 nights · 4★ Warwick Allerton - Chicago, $123 a night, $368 for 3 nights · 5★ Sofitel Chicago Magnificent Mile, $271 a night, $812 for 3 nights
• Hotels in Chicago for these nights (Dec 4–8, 2026 · 4 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $126 a night, $505 for 4 nights · 4★ Warwick Allerton - Chicago, $113 a night, $453 for 4 nights · 5★ Sofitel Chicago Magnificent Mile, $257 a night, $1,026 for 4 nights
• Hotels in Chicago for these nights (Dec 4–9, 2026 · 5 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $118 a night, $588 for 5 nights · 4★ Warwick Allerton - Chicago, $108 a night, $542 for 5 nights · 5★ Nobu Hotel Chicago, $503 a night, $2,516 for 5 nights
• Hotels in Chicago for these nights (Dec 4–10, 2026 · 6 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $112 a night, $671 for 6 nights · 4★ Warwick Allerton - Chicago, $105 a night, $631 for 6 nights · 5★ Nobu Hotel Chicago, $528 a night, $3,170 for 6 nights
• Hotels in Chicago for these nights (Dec 4–11, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $110 a night, $767 for 7 nights · 4★ Warwick Allerton - Chicago, $103 a night, $720 for 7 nights · 5★ Waldorf Astoria Chicago, $557 a night, $3,897 for 7 nights
• Hotels in Chicago for these nights (Dec 4–12, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $112 a night, $895 for 8 nights · 4★ Warwick Allerton - Chicago, $106 a night, $848 for 8 nights · 5★ Waldorf Astoria Chicago, $597 a night, $4,773 for 8 nights
• Hotels in Chicago for these nights (Dec 4–13, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $115 a night, $1,035 for 9 nights · 4★ Warwick Allerton - Chicago, $109 a night, $980 for 9 nights · 5★ Waldorf Astoria Chicago, $644 a night, $5,797 for 9 nights
• Hotels in Chicago for these nights (Dec 4–14, 2026 · 10 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $112 a night, $1,122 for 10 nights · 4★ Warwick Allerton - Chicago, $107 a night, $1,069 for 10 nights · 5★ Waldorf Astoria Chicago, $620 a night, $6,195 for 10 nights
• Hotels in Chicago for these nights (Dec 4–15, 2026 · 11 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $110 a night, $1,206 for 11 nights · 4★ Warwick Allerton - Chicago, $105 a night, $1,158 for 11 nights · 5★ Waldorf Astoria Chicago, $601 a night, $6,608 for 11 nights
• Hotels in Chicago for these nights (Dec 4–16, 2026 · 12 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $108 a night, $1,293 for 12 nights · 4★ Warwick Allerton - Chicago, $104 a night, $1,247 for 12 nights · 5★ Waldorf Astoria Chicago, $584 a night, $7,013 for 12 nights
• Hotels in Chicago for these nights (Dec 4–17, 2026 · 13 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $106 a night, $1,378 for 13 nights · 4★ Warwick Allerton - Chicago, $103 a night, $1,336 for 13 nights · 5★ Waldorf Astoria Chicago, $571 a night, $7,418 for 13 nights
• Hotels in Chicago for these nights (Dec 4–18, 2026 · 14 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $105 a night, $1,468 for 14 nights · 4★ Warwick Allerton - Chicago, $102 a night, $1,430 for 14 nights · 5★ Waldorf Astoria Chicago, $559 a night, $7,823 for 14 nights

All hotels in Chicago

Route overview: Fort Myers to Chicago (ORD) flight deals

2026-12-04 · one way · Axel-exclusive $95.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $165.00

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

2026-12-04 → 2026-12-05 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-05 16:55:00 → RSW 2026-12-05 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-04 → 2026-12-05 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA1238: ORD 2026-12-05 12:30:00 → RSW 2026-12-05 16:23:00; nonstop; 173 minutes. Local airport times.

2026-12-04 → 2026-12-06 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-06 15:30:00 → RSW 2026-12-06 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-04 → 2026-12-06 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA1238: ORD 2026-12-06 12:21:00 → RSW 2026-12-06 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-04 → 2026-12-07 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-07 15:30:00 → RSW 2026-12-07 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-04 → 2026-12-07 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA3289: ORD 2026-12-07 06:59:00 → RSW 2026-12-07 10:57:00; nonstop; 178 minutes. Local airport times.

2026-12-04 → 2026-12-08 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-08 13:16:00 → RSW 2026-12-08 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-04 → 2026-12-08 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA3289: ORD 2026-12-08 06:53:00 → RSW 2026-12-08 10:59:00; nonstop; 186 minutes. Local airport times.

2026-12-04 → 2026-12-10 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-10 15:30:00 → RSW 2026-12-10 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-04 → 2026-12-10 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA648: ORD 2026-12-10 18:50:00 → RSW 2026-12-10 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-04 → 2026-12-11 · Axel-exclusive $180.00

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

2026-12-04 → 2026-12-11 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA1238: ORD 2026-12-11 12:21:00 → RSW 2026-12-11 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-04 → 2026-12-12 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-12 16:55:00 → RSW 2026-12-12 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-04 → 2026-12-12 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA648: ORD 2026-12-12 20:22:00 → RSW 2026-12-13 00:29:00; nonstop; 187 minutes. Local airport times.

2026-12-04 → 2026-12-14 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-14 15:30:00 → RSW 2026-12-14 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-04 → 2026-12-14 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA3289: ORD 2026-12-14 06:59:00 → RSW 2026-12-14 10:57:00; nonstop; 178 minutes. Local airport times.

2026-12-04 → 2026-12-15 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-15 13:16:00 → RSW 2026-12-15 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-04 → 2026-12-15 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA1238: ORD 2026-12-15 12:30:00 → RSW 2026-12-15 16:35:00; nonstop; 185 minutes. Local airport times.

2026-12-04 → 2026-12-16 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-16 16:55:00 → RSW 2026-12-16 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-04 → 2026-12-16 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA1238: ORD 2026-12-16 12:21:00 → RSW 2026-12-16 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-04 → 2026-12-18 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-04 20:31:00 → ORD 2026-12-04 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-18 13:16:00 → RSW 2026-12-18 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-04 → 2026-12-18 · Axel-exclusive $320.00

• American Airlines AA2515 / AA2174: RSW 2026-12-04 06:00:00 → ORD 2026-12-04 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-04 06:00:00 → CLT 2026-12-04 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-04 11:06:00 → ORD 2026-12-04 12:22:00.
• American Airlines AA648: ORD 2026-12-18 20:22:00 → RSW 2026-12-19 00:29:00; nonstop; 187 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 3, 2026 · Return options
• Dec 5, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Fort Myers (RSW) to Chicago (ORD) · Dec 4, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
• Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
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