Fort Myers (RSW) to Chicago (ORD), Dec 6–18, 2026: from $180 round trip

Fort Myers (RSW) to Chicago (ORD), Dec 6–18, 2026: from $180 round trip on Axel, checked Nov 13, 2026. Lowest published fare: $180 round trip, Axel-exclusive, Frontier Airlines, nonstop, Dec 6–18, 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 6–18, 2026 · 12 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $95 a night, $1,145 for 12 nights · 4★ Freehand Chicago, $72 a night, $866 for 12 nights · 5★ Waldorf Astoria Chicago, $511 a night, $6,131 for 12 nights

All hotels in Chicago

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

2026-12-06 → 2026-12-18 · Axel-exclusive $180

• Frontier Airlines F92033: RSW 2026-12-06 21:57:00 → ORD 2026-12-07 00:18:00; nonstop; 201 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.

2026-12-06 → 2026-12-18 · Axel-exclusive $330

• American Airlines AA550: RSW 2026-12-06 19:37:00 → ORD 2026-12-06 21:55:00; nonstop; 198 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-18 20:22:00 → RSW 2026-12-19 00:29:00; nonstop; 187 minutes. Local airport times.

2026-12-06 → 2026-12-18 · Axel-exclusive $340

• United Airlines UA2347: RSW 2026-12-06 09:05:00 → ORD 2026-12-06 11:24:00; nonstop; 199 minutes. Local airport times.
• United Airlines UA2137: ORD 2026-12-18 10:34:00 → RSW 2026-12-18 14:40:00; nonstop; 186 minutes. Local airport times.

2026-12-06 → 2026-12-18 · Axel-exclusive $203

• XP XP356 / XP421: RSW 2026-12-06 12:15:00 → ORD 2026-12-06 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-06 12:15:00 → HVN 2026-12-06 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-06 16:25:00 → ORD 2026-12-06 18:18:00.
• Frontier Airlines F92034: ORD 2026-12-18 13:16:00 → RSW 2026-12-18 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-06 → 2026-12-18 · Axel-exclusive $350

• Delta Air Lines DL2486 / DL2879: RSW 2026-12-06 13:02:00 → ORD 2026-12-06 19:05:00; 1 stop(s) via ATL; 423 minutes. Local airport times.
  • DL2486: RSW 2026-12-06 13:02:00 → ATL 2026-12-06 14:51:00; layover at ATL: 174 minutes.
  • DL2879: ATL 2026-12-06 17:45:00 → ORD 2026-12-06 19:05:00.
• Delta Air Lines DL2358 / DL2209: ORD 2026-12-18 17:02:00 → RSW 2026-12-18 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
  • DL2358: ORD 2026-12-18 17:02:00 → DTW 2026-12-18 19:24:00; layover at DTW: 71 minutes.
  • DL2209: DTW 2026-12-18 20:35:00 → RSW 2026-12-18 23:31:00.

2026-12-06 → 2026-12-18 · Axel-exclusive $330

• American Airlines AA653: RSW 2026-12-06 14:57:00 → ORD 2026-12-06 17:23:00; nonstop; 206 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-18 20:22:00 → RSW 2026-12-19 00:29:00; nonstop; 187 minutes. Local airport times.

2026-12-06 → 2026-12-18 · Axel-exclusive $265

• Frontier Airlines F92033: RSW 2026-12-06 20:31:00 → ORD 2026-12-06 22:49:00; nonstop; 198 minutes. Local airport times.
• Delta Air Lines DL2358 / DL2209: ORD 2026-12-18 17:02:00 → RSW 2026-12-18 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
  • DL2358: ORD 2026-12-18 17:02:00 → DTW 2026-12-18 19:24:00; layover at DTW: 71 minutes.
  • DL2209: DTW 2026-12-18 20:35:00 → RSW 2026-12-18 23:31:00.

2026-12-06 → 2026-12-18 · Axel-exclusive $320

• United Airlines UA365 / UA2333: RSW 2026-12-06 17:48:00 → ORD 2026-12-07 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-12-06 17:48:00 → EWR 2026-12-06 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-12-06 22:11:00 → ORD 2026-12-07 00:01:00.
• United Airlines UA564 / UA562: ORD 2026-12-18 05:30:00 → RSW 2026-12-18 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-18 05:30:00 → IAH 2026-12-18 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-18 09:45:00 → RSW 2026-12-18 13:00:00.

2026-12-06 → 2026-12-18 · Axel-exclusive $320

• United Airlines UA464 / UA4718: RSW 2026-12-06 12:50:00 → ORD 2026-12-06 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
  • UA464: RSW 2026-12-06 12:50:00 → CLE 2026-12-06 15:39:00; layover at CLE: 136 minutes.
  • UA4718: CLE 2026-12-06 17:55:00 → ORD 2026-12-06 18:41:00.
• United Airlines UA564 / UA562: ORD 2026-12-18 05:30:00 → RSW 2026-12-18 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-18 05:30:00 → IAH 2026-12-18 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-18 09:45:00 → RSW 2026-12-18 13:00:00.

2026-12-06 → 2026-12-18 · Axel-exclusive $330

• United Airlines UA2347: RSW 2026-12-06 09:10:00 → ORD 2026-12-06 11:24:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA564 / UA562: ORD 2026-12-18 05:30:00 → RSW 2026-12-18 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-18 05:30:00 → IAH 2026-12-18 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-18 09:45:00 → RSW 2026-12-18 13:00:00.

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
• Dec 5, 2026 · Return options
• Dec 7, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Fort Myers (RSW) to Chicago (ORD) · Dec 6, 2026 · return Dec 18, 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.
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