Fort Myers (RSW) to Chicago (ORD), Dec 19, 2026: round trips from $252, one way from $133

Fort Myers (RSW) to Chicago (ORD), Dec 19, 2026: round trips from $252, one way from $133 on Axel, checked Oct 29, 2026. Lowest published fares: $252 round trip, Axel-exclusive, Frontier Airlines, nonstop, Dec 19–20, 2026; $133 one way, Axel-exclusive, Frontier Airlines, nonstop, Dec 19, 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 19–20, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $119 total · 4★ Warwick Allerton - Chicago, $120 total · 5★ Sofitel Chicago Magnificent Mile, $321 total
• Hotels in Chicago for these nights (Dec 19–21, 2026 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $195 total · 4★ Warwick Allerton - Chicago, $209 total · 5★ Sofitel Chicago Magnificent Mile, $527 total
• Hotels in Chicago for these nights (Dec 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $275 total · 4★ Warwick Allerton - Chicago, $298 total · 5★ Sofitel Chicago Magnificent Mile, $731 total
• Hotels in Chicago for these nights (Dec 19–23, 2026 · 4 nights · 2 adults, 1 room): 3★ Hotel Versey, $356 total · 4★ Warwick Allerton - Chicago, $387 total · 5★ Sofitel Chicago Magnificent Mile, $937 total
• Hotels in Chicago for these nights (Dec 19–24, 2026 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey, $455 total · 4★ Warwick Allerton - Chicago, $483 total · 5★ Sofitel Chicago Magnificent Mile, $1,144 total
• Hotels in Chicago for these nights (Dec 19–25, 2026 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $572 total · 4★ Warwick Allerton - Chicago, $579 total · 5★ Sofitel Chicago Magnificent Mile, $1,343 total
• Hotels in Chicago for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $701 total · 4★ Warwick Allerton - Chicago, $697 total · 5★ Sofitel Chicago Magnificent Mile, $1,553 total
• Hotels in Chicago for these nights (Dec 19–27, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $817 total · 4★ Warwick Allerton - Chicago, $811 total · 5★ Sofitel Chicago Magnificent Mile, $1,759 total
• Hotels in Chicago for these nights (Dec 19–28, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $911 total · 4★ Warwick Allerton - Chicago, $907 total · 5★ Sofitel Chicago Magnificent Mile, $1,969 total
• Hotels in Chicago for these nights (Dec 19–29, 2026 · 10 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,003 total · 4★ Warwick Allerton - Chicago, $1,003 total · 5★ Sofitel Chicago Magnificent Mile, $2,175 total
• Hotels in Chicago for these nights (Dec 19–30, 2026 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,097 total · 4★ Warwick Allerton - Chicago, $1,097 total · 5★ Sofitel Chicago Magnificent Mile, $2,382 total
• Hotels in Chicago for these nights (Dec 19–31, 2026 · 12 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,204 total · 4★ Warwick Allerton - Chicago, $1,191 total · 5★ Sofitel Chicago Magnificent Mile, $2,585 total
• Hotels in Chicago for these nights (Dec 19 – Jan 1, 2027 · 13 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,407 total · 4★ Warwick Allerton - Chicago, $1,394 total · 5★ Sofitel Chicago Magnificent Mile, $3,035 total
• Hotels in Chicago for these nights (Dec 19 – Jan 2, 2027 · 14 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,541 total · 4★ Warwick Allerton - Chicago, $1,494 total · 5★ Sofitel Chicago Magnificent Mile, $3,238 total

All hotels in Chicago

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

2026-12-19 · one way · Axel-exclusive $133.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.

2026-12-19 · one way · Axel-exclusive $168.00

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.

2026-12-19 → 2026-12-20 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-20 16:55:00 → RSW 2026-12-20 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-20 · Axel-exclusive $283.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• Frontier Airlines F92034: ORD 2026-12-20 16:55:00 → RSW 2026-12-20 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-21 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-21 15:30:00 → RSW 2026-12-21 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-21 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA1504: ORD 2026-12-21 18:08:00 → RSW 2026-12-21 22:15:00; nonstop; 187 minutes. Local airport times.

2026-12-19 → 2026-12-22 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-22 13:16:00 → RSW 2026-12-22 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-19 → 2026-12-22 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA2137: ORD 2026-12-22 10:34:00 → RSW 2026-12-22 14:40:00; nonstop; 186 minutes. Local airport times.

2026-12-19 → 2026-12-23 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-23 16:55:00 → RSW 2026-12-23 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-23 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA1504: ORD 2026-12-23 18:08:00 → RSW 2026-12-23 22:15:00; nonstop; 187 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-25 13:16:00 → RSW 2026-12-25 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $283.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• Frontier Airlines F92034: ORD 2026-12-25 13:16:00 → RSW 2026-12-25 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA1504: ORD 2026-12-26 18:08:00 → RSW 2026-12-26 22:15:00; nonstop; 187 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $462.00

• American Airlines AA653: RSW 2026-12-19 08:15:00 → ORD 2026-12-19 10:40:00; nonstop; 205 minutes. Local airport times.
• American Airlines AA648: ORD 2026-12-26 20:22:00 → RSW 2026-12-27 00:29:00; nonstop; 187 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-27 16:55:00 → RSW 2026-12-27 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA1504: ORD 2026-12-27 18:08:00 → RSW 2026-12-27 22:15:00; nonstop; 187 minutes. Local airport times.

2026-12-19 → 2026-12-29 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-29 13:16:00 → RSW 2026-12-29 17:12:00; nonstop; 176 minutes. Local airport times.

2026-12-19 → 2026-12-29 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA2137: ORD 2026-12-29 10:34:00 → RSW 2026-12-29 14:40:00; nonstop; 186 minutes. Local airport times.

2026-12-19 → 2026-12-30 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-30 16:55:00 → RSW 2026-12-30 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-30 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA2236: ORD 2026-12-30 09:20:00 → RSW 2026-12-30 13:32:00; nonstop; 192 minutes. Local airport times.

2026-12-19 → 2026-12-31 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2026-12-31 16:55:00 → RSW 2026-12-31 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2026-12-31 · Axel-exclusive $388.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• American Airlines AA648: ORD 2026-12-31 18:50:00 → RSW 2026-12-31 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-19 → 2027-01-02 · Axel-exclusive $252.00

• Frontier Airlines F92033: RSW 2026-12-19 21:57:00 → ORD 2026-12-20 00:18:00; nonstop; 201 minutes. Local airport times.
• Frontier Airlines F92034: ORD 2027-01-02 16:55:00 → RSW 2027-01-02 20:57:00; nonstop; 182 minutes. Local airport times.

2026-12-19 → 2027-01-02 · Axel-exclusive $395.50

• XP XP356 / XP421: RSW 2026-12-19 12:15:00 → ORD 2026-12-19 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
  • XP356: RSW 2026-12-19 12:15:00 → HVN 2026-12-19 15:15:00; layover at HVN: 70 minutes.
  • XP421: HVN 2026-12-19 16:25:00 → ORD 2026-12-19 18:18:00.
• United Airlines UA2774: ORD 2027-01-02 12:52:00 → RSW 2027-01-02 16:58:00; nonstop; 186 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 18, 2026 · Return options
• Dec 20, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Fort Myers (RSW) to Chicago (ORD) · Dec 19, 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.
• 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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