Fort Myers (RSW) to Chicago (ORD), Dec 19–31, 2026: from $252 round trip

Fort Myers (RSW) to Chicago (ORD), Dec 19–31, 2026: from $252 round trip on Axel, checked Nov 15, 2026. Lowest published fare: $252 round trip, Axel-exclusive, Frontier Airlines, nonstop, Dec 19–31, 2026, 1 adult, economy, checked Nov 15, 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 19–31, 2026 · 12 nights · 2 adults, 1 room): 3★ Hotel Versey, $100 a night, $1,204 for 12 nights · 4★ Warwick Allerton - Chicago, $99 a night, $1,191 for 12 nights · 5★ Sofitel Chicago Magnificent Mile, $215 a night, $2,585 for 12 nights

All hotels in Chicago

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

2026-12-19 → 2026-12-31 · Axel-exclusive $252

• 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 $462

• 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 2026-12-31 18:50:00 → RSW 2026-12-31 22:43:00; nonstop; 173 minutes. Local airport times.

2026-12-19 → 2026-12-31 · Axel-exclusive $389

• 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 → 2026-12-31 · Axel-exclusive $448

• United Airlines UA365 / UA2333: RSW 2026-12-19 17:48:00 → ORD 2026-12-20 00:01:00; 1 stop(s) via EWR; 433 minutes. Local airport times.
  • UA365: RSW 2026-12-19 17:48:00 → EWR 2026-12-19 20:40:00; layover at EWR: 91 minutes.
  • UA2333: EWR 2026-12-19 22:11:00 → ORD 2026-12-20 00:01:00.
• United Airlines UA564 / UA562: ORD 2026-12-31 05:30:00 → RSW 2026-12-31 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-31 05:30:00 → IAH 2026-12-31 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-31 09:45:00 → RSW 2026-12-31 13:00:00.

2026-12-19 → 2026-12-31 · Axel-exclusive $462

• American Airlines AA669: RSW 2026-12-19 17:25:00 → ORD 2026-12-19 19:59:00; nonstop; 214 minutes. Local airport times.
• 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 → 2026-12-31 · Axel-exclusive $448

• American Airlines AA653: RSW 2026-12-19 14:57:00 → ORD 2026-12-19 17:23:00; nonstop; 206 minutes. Local airport times.
• American Airlines AA1784 / AA1094: ORD 2026-12-31 06:50:00 → RSW 2026-12-31 13:35:00; 1 stop(s) via CLT; 345 minutes. Local airport times.
  • AA1784: ORD 2026-12-31 06:50:00 → CLT 2026-12-31 09:57:00; layover at CLT: 98 minutes.
  • AA1094: CLT 2026-12-31 11:35:00 → RSW 2026-12-31 13:35:00.

2026-12-19 → 2026-12-31 · Axel-exclusive $448

• United Airlines UA464 / UA4718: RSW 2026-12-19 12:50:00 → ORD 2026-12-19 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
  • UA464: RSW 2026-12-19 12:50:00 → CLE 2026-12-19 15:39:00; layover at CLE: 136 minutes.
  • UA4718: CLE 2026-12-19 17:55:00 → ORD 2026-12-19 18:41:00.
• United Airlines UA564 / UA562: ORD 2026-12-31 05:30:00 → RSW 2026-12-31 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-31 05:30:00 → IAH 2026-12-31 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-31 09:45:00 → RSW 2026-12-31 13:00:00.

2026-12-19 → 2026-12-31 · Axel-exclusive $448

• American Airlines AA2515 / AA2174: RSW 2026-12-19 06:00:00 → ORD 2026-12-19 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
  • AA2515: RSW 2026-12-19 06:00:00 → CLT 2026-12-19 08:03:00; layover at CLT: 183 minutes.
  • AA2174: CLT 2026-12-19 11:06:00 → ORD 2026-12-19 12:22:00.
• 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 → 2026-12-31 · Axel-exclusive $462

• United Airlines UA2462: RSW 2026-12-19 14:35:00 → ORD 2026-12-19 17:00:00; nonstop; 205 minutes. Local airport times.
• United Airlines UA564 / UA562: ORD 2026-12-31 05:30:00 → RSW 2026-12-31 13:00:00; 1 stop(s) via IAH; 390 minutes. Local airport times.
  • UA564: ORD 2026-12-31 05:30:00 → IAH 2026-12-31 08:30:00; layover at IAH: 75 minutes.
  • UA562: IAH 2026-12-31 09:45:00 → RSW 2026-12-31 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 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 · return Dec 31, 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.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Fort Myers to Chicago (ORD) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

Feedback (optional): Missing info · Axel issue