Fort Myers (RSW) to Chicago (ORD), Dec 2, 2026: round trips from $180, one way from $95

Fort Myers (RSW) to Chicago (ORD), Dec 2, 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 2–3, 2026; $95 one way, Axel-exclusive, Frontier Airlines, nonstop, Dec 2, 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 lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Dec 2–3, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $100 total · 4★ Freehand Chicago, $84 total · 5★ Sofitel Chicago Magnificent Mile, $297 total
• Hotels in Chicago for these nights (Dec 2–4, 2026 · 2 nights · 2 adults, 1 room): 3★ The Willows Hotel, $196 total · 4★ Freehand Chicago, $163 total · 5★ Sofitel Chicago Magnificent Mile, $531 total
• Hotels in Chicago for these nights (Dec 2–5, 2026 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $393 total · 4★ Freehand Chicago, $247 total · 5★ Sofitel Chicago Magnificent Mile, $828 total
• Hotels in Chicago for these nights (Dec 2–6, 2026 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $559 total · 4★ Freehand Chicago, $330 total · 5★ Sofitel Chicago Magnificent Mile, $1,137 total
• Hotels in Chicago for these nights (Dec 2–7, 2026 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $663 total · 4★ Freehand Chicago, $393 total · 5★ Sofitel Chicago Magnificent Mile, $1,343 total
• Hotels in Chicago for these nights (Dec 2–8, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $767 total · 4★ Freehand Chicago, $465 total · 5★ Sofitel Chicago Magnificent Mile, $1,557 total
• Hotels in Chicago for these nights (Dec 2–9, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $863 total · 4★ Freehand Chicago, $537 total · 5★ Nobu Hotel Chicago, $3,720 total
• Hotels in Chicago for these nights (Dec 2–10, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $946 total · 4★ Freehand Chicago, $609 total · 5★ Waldorf Astoria Chicago, $4,271 total
• Hotels in Chicago for these nights (Dec 2–11, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,042 total · 4★ Freehand Chicago, $681 total · 5★ Waldorf Astoria Chicago, $4,801 total
• Hotels in Chicago for these nights (Dec 2–12, 2026 · 10 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,170 total · 4★ Freehand Chicago, $766 total · 5★ Waldorf Astoria Chicago, $5,677 total
• Hotels in Chicago for these nights (Dec 2–13, 2026 · 11 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,310 total · 4★ Freehand Chicago, $847 total · 5★ Waldorf Astoria Chicago, $6,701 total
• Hotels in Chicago for these nights (Dec 2–14, 2026 · 12 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,397 total · 4★ Freehand Chicago, $910 total · 5★ Waldorf Astoria Chicago, $7,099 total
• Hotels in Chicago for these nights (Dec 2–15, 2026 · 13 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,481 total · 4★ Freehand Chicago, $981 total · 5★ Waldorf Astoria Chicago, $7,512 total
• Hotels in Chicago for these nights (Dec 2–16, 2026 · 14 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,568 total · 4★ Freehand Chicago, $1,054 total · 5★ Waldorf Astoria Chicago, $7,917 total

All hotels in Chicago

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

2026-12-02 · one way · Axel-exclusive $95.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 22:49:00; nonstop; 198 minutes. Local airport times.

2026-12-02 · one way · Axel-exclusive $175.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.

2026-12-02 → 2026-12-03 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-03 15:30:00 → RSW 2026-12-03 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-02 → 2026-12-03 · Axel-exclusive $330.00

• United Airlines UA2472: RSW 2026-12-02 14:21:00 → ORD 2026-12-02 16:42:00; nonstop; 201 minutes. Local airport times.
• United Airlines UA564 / UA562: ORD 2026-12-03 05:30:00 → RSW 2026-12-03 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-03 05:30:00 → IAH 2026-12-03 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-03 09:45:00 → RSW 2026-12-03 13:00:00.

2026-12-02 → 2026-12-04 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-04 · Axel-exclusive $330.00

• United Airlines UA2472: RSW 2026-12-02 14:21:00 → ORD 2026-12-02 16:42:00; nonstop; 201 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.

2026-12-02 → 2026-12-05 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-05 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-05 12:30:00 → RSW 2026-12-05 16:23:00; nonstop; 173 minutes. Local airport times.

2026-12-02 → 2026-12-06 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-06 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-06 12:21:00 → RSW 2026-12-06 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-02 → 2026-12-08 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-08 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA3289: ORD 2026-12-08 06:53:00 → RSW 2026-12-08 10:59:00; nonstop; 186 minutes. Local airport times.

2026-12-02 → 2026-12-09 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-09 15:30:00 → RSW 2026-12-09 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-02 → 2026-12-09 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA3289: ORD 2026-12-09 06:53:00 → RSW 2026-12-09 10:59:00; nonstop; 186 minutes. Local airport times.

2026-12-02 → 2026-12-10 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-10 · Axel-exclusive $330.00

• United Airlines UA2472: RSW 2026-12-02 14:21:00 → ORD 2026-12-02 16:42:00; nonstop; 201 minutes. Local airport times.
• United Airlines UA564 / UA562: ORD 2026-12-10 05:30:00 → RSW 2026-12-10 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-10 05:30:00 → IAH 2026-12-10 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-10 09:45:00 → RSW 2026-12-10 13:00:00.

2026-12-02 → 2026-12-12 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-12 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-12 20:22:00 → RSW 2026-12-13 00:29:00; nonstop; 187 minutes. Local airport times.

2026-12-02 → 2026-12-13 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 22:49:00; nonstop; 198 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-13 16:55:00 → RSW 2026-12-13 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-02 → 2026-12-13 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-13 12:21:00 → RSW 2026-12-13 16:26:00; nonstop; 185 minutes. Local airport times.

2026-12-02 → 2026-12-14 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-14 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA3289: ORD 2026-12-14 06:59:00 → RSW 2026-12-14 10:57:00; nonstop; 178 minutes. Local airport times.

2026-12-02 → 2026-12-16 · Axel-exclusive $180.00

• Frontier Airlines F92033: RSW 2026-12-02 20:31:00 → ORD 2026-12-02 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.

2026-12-02 → 2026-12-16 · Axel-exclusive $330.00

• American Airlines AA550: RSW 2026-12-02 19:37:00 → ORD 2026-12-02 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA1238: ORD 2026-12-16 12:21:00 → RSW 2026-12-16 16:26:00; nonstop; 185 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 1, 2026 · Return options
• Dec 3, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Fort Myers (RSW) to Chicago (ORD) · Dec 2, 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 lowest saved totals among the shortlisted hotels in each star tier for those dates.
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