Fort Myers (RSW) to Chicago (ORD), Dec 1–10, 2026: from $180 round trip

Fort Myers (RSW) to Chicago (ORD), Dec 1–10, 2026: from $180 round trip on Axel, checked Nov 13, 2026. Lowest published fare: $180 round trip, Axel-exclusive, Frontier Airlines, nonstop, Dec 1–10, 2026, 1 adult, economy, checked Nov 13, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

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 1–10, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $121 a night, $1,086 for 9 nights · 4★ Freehand Chicago, $77 a night, $693 for 9 nights · 5★ Waldorf Astoria Chicago, $520 a night, $4,684 for 9 nights

All hotels in Chicago

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

2026-12-01 → 2026-12-10 · Axel-exclusive $180

• Frontier Airlines F92033: RSW 2026-12-01 18:07:00 → ORD 2026-12-01 20:25:00; 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.

2026-12-01 → 2026-12-10 · Axel-exclusive $330

• American Airlines AA3289: RSW 2026-12-01 11:50:00 → ORD 2026-12-01 14:16:00; nonstop; 206 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-10 18:50:00 → RSW 2026-12-10 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-01 → 2026-12-10 · Axel-exclusive $340

• United Airlines UA2494: RSW 2026-12-01 11:40:00 → ORD 2026-12-01 14:05:00; nonstop; 205 minutes. Local airport times.
• United Airlines UA1740: ORD 2026-12-10 07:15:00 → RSW 2026-12-10 11:18:00; nonstop; 183 minutes. Local airport times.

2026-12-01 → 2026-12-10 · Axel-exclusive $278

• XP XP356 / XP421: RSW 2026-12-01 12:15:00 → ORD 2026-12-01 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-01 12:15:00 → HVN 2026-12-01 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-01 16:25:00 → ORD 2026-12-01 18:18:00.
• American Airlines AA648: ORD 2026-12-10 18:50:00 → RSW 2026-12-10 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-01 → 2026-12-10 · Axel-exclusive $350

• Delta Air Lines DL2486 / DL2879: RSW 2026-12-01 13:02:00 → ORD 2026-12-01 19:05:00; 1 stop(s) via ATL; 423 minutes. Local airport times.
  • DL2486: RSW 2026-12-01 13:02:00 → ATL 2026-12-01 14:51:00; layover at ATL: 174 minutes.
  • DL2879: ATL 2026-12-01 17:45:00 → ORD 2026-12-01 19:05:00.
• Delta Air Lines DL2358 / DL2209: ORD 2026-12-10 17:02:00 → RSW 2026-12-10 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
  • DL2358: ORD 2026-12-10 17:02:00 → DTW 2026-12-10 19:24:00; layover at DTW: 71 minutes.
  • DL2209: DTW 2026-12-10 20:35:00 → RSW 2026-12-10 23:31:00.

2026-12-01 → 2026-12-10 · Axel-exclusive $330

• American Airlines AA550: RSW 2026-12-01 19:37:00 → ORD 2026-12-01 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-10 18:50:00 → RSW 2026-12-10 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-01 → 2026-12-10 · Axel-exclusive $340

• United Airlines UA2494: RSW 2026-12-01 12:31:00 → ORD 2026-12-01 14:50:00; nonstop; 199 minutes. Local airport times.
• United Airlines UA2189: ORD 2026-12-10 12:55:00 → RSW 2026-12-10 16:54:00; nonstop; 179 minutes. Local airport times.

2026-12-01 → 2026-12-10 · Axel-exclusive $320

• American Airlines AA3289: RSW 2026-12-01 11:49:00 → ORD 2026-12-01 14:16:00; nonstop; 207 minutes. Local airport times.
• American Airlines AA1784 / AA1094: ORD 2026-12-10 06:50:00 → RSW 2026-12-10 13:35:00; 1 stop(s) via CLT; 345 minutes. Local airport times.
  • AA1784: ORD 2026-12-10 06:50:00 → CLT 2026-12-10 09:57:00; layover at CLT: 98 minutes.
  • AA1094: CLT 2026-12-10 11:35:00 → RSW 2026-12-10 13:35:00.

2026-12-01 → 2026-12-10 · Axel-exclusive $320

• United Airlines UA365 / UA2333: RSW 2026-12-01 17:48:00 → ORD 2026-12-02 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-12-01 17:48:00 → EWR 2026-12-01 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-12-01 22:11:00 → ORD 2026-12-02 00:01:00.
• 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.

2026-12-01 → 2026-12-10 · Axel-exclusive $330

• United Airlines UA2494: RSW 2026-12-01 12:25:00 → ORD 2026-12-01 14:44:00; nonstop; 199 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.

2026-12-01 → 2026-12-10 · Axel-exclusive $350

• Delta Air Lines DL2277 / DL1716: RSW 2026-12-01 08:00:00 → ORD 2026-12-01 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
  • DL2277: RSW 2026-12-01 08:00:00 → DTW 2026-12-01 10:54:00; layover at DTW: 153 minutes.
  • DL1716: DTW 2026-12-01 13:27:00 → ORD 2026-12-01 13:59:00.
• Delta Air Lines DL2358 / DL2209: ORD 2026-12-10 17:02:00 → RSW 2026-12-10 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
  • DL2358: ORD 2026-12-10 17:02:00 → DTW 2026-12-10 19:24:00; layover at DTW: 71 minutes.
  • DL2209: DTW 2026-12-10 20:35:00 → RSW 2026-12-10 23:31:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Nov 30, 2026 · Return options
• Dec 2, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Fort Myers (RSW) to Chicago (ORD) · Dec 1, 2026 · return Dec 10, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. 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 priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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