Chicago (ORD) to Pensacola (PNS), Nov 24–29, 2026: from $273 round trip

Chicago (ORD) to Pensacola (PNS), Nov 24–29, 2026: from $273 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $273 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Nov 24–29, 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.

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 Pensacola for these trips

Hotels: under a trip, hotels in Pensacola 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 Pensacola for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ HOLIDAY INN EXPRESS & SUITES GULF BREEZE - PENSACOLA AREA by IHG, $525 total · 4★ Hilton Pensacola Beach, $740 total

All hotels in Pensacola

Route overview: Chicago to Pensacola (PNS) flight deals

2026-11-24 → 2026-11-29 · Axel-exclusive $442.00

• American Airlines AA4384: ORD 2026-11-24 11:32:00 → PNS 2026-11-24 14:04:00; nonstop; 152 minutes. Local airport times.
• American Airlines AA3428: PNS 2026-11-29 11:54:00 → ORD 2026-11-29 14:44:00; nonstop; 170 minutes. Local airport times.

2026-11-24 → 2026-11-29 · Axel-exclusive $461.50

• United Airlines UA2672: ORD 2026-11-24 10:57:00 → PNS 2026-11-24 13:26:00; nonstop; 149 minutes. Local airport times.
• United Airlines UA2005: PNS 2026-11-29 14:12:00 → ORD 2026-11-29 16:53:00; nonstop; 161 minutes. Local airport times.

2026-11-24 → 2026-11-29 · Axel-exclusive $273.00

• Frontier Airlines F92792 / F94661: ORD 2026-11-24 09:51:00 → PNS 2026-11-24 16:12:00; 1 stop(s) via MCO; 381 minutes. Local airport times.
  • F92792: ORD 2026-11-24 09:51:00 → MCO 2026-11-24 13:47:00; layover at MCO: 105 minutes.
  • F94661: MCO 2026-11-24 15:32:00 → PNS 2026-11-24 16:12:00.
• Frontier Airlines F94662 / F93043: PNS 2026-11-29 18:35:00 → ORD 2026-11-30 00:43:00; 1 stop(s) via MCO; 368 minutes. Local airport times.
  • F94662: PNS 2026-11-29 18:35:00 → MCO 2026-11-29 21:12:00; layover at MCO: 86 minutes.
  • F93043: MCO 2026-11-29 22:38:00 → ORD 2026-11-30 00:43:00.

2026-11-24 → 2026-11-29 · Axel-exclusive $455.00

• Delta Air Lines DL1687 / DL1640: ORD 2026-11-24 08:04:00 → PNS 2026-11-24 12:43:00; 1 stop(s) via ATL; 279 minutes. Local airport times.
  • DL1687: ORD 2026-11-24 08:04:00 → ATL 2026-11-24 11:00:00; layover at ATL: 90 minutes.
  • DL1640: ATL 2026-11-24 12:30:00 → PNS 2026-11-24 12:43:00.
• Delta Air Lines DL3129 / DL2738: PNS 2026-11-29 10:00:00 → ORD 2026-11-29 17:06:00; 1 stop(s) via ATL; 426 minutes. Local airport times.
  • DL3129: PNS 2026-11-29 10:00:00 → ATL 2026-11-29 12:13:00; layover at ATL: 217 minutes.
  • DL2738: ATL 2026-11-29 15:50:00 → ORD 2026-11-29 17:06:00.

2026-11-24 → 2026-11-29 · Axel-exclusive $273.00

• Frontier Airlines F91483 / F93930: ORD 2026-11-24 06:40:00 → PNS 2026-11-24 14:12:00; 1 stop(s) via DEN; 452 minutes. Local airport times.
  • F91483: ORD 2026-11-24 06:40:00 → DEN 2026-11-24 08:36:00; layover at DEN: 102 minutes.
  • F93930: DEN 2026-11-24 10:18:00 → PNS 2026-11-24 14:12:00.
• Frontier Airlines F94662 / F93043: PNS 2026-11-29 18:35:00 → ORD 2026-11-30 00:43:00; 1 stop(s) via MCO; 368 minutes. Local airport times.
  • F94662: PNS 2026-11-29 18:35:00 → MCO 2026-11-29 21:12:00; layover at MCO: 86 minutes.
  • F93043: MCO 2026-11-29 22:38:00 → ORD 2026-11-30 00:43:00.

2026-11-24 → 2026-11-29 · Axel-exclusive $429.00

• American Airlines AA1781 / AA2561: ORD 2026-11-24 18:47:00 → PNS 2026-11-24 23:42:00; 1 stop(s) via CLT; 295 minutes. Local airport times.
  • AA1781: ORD 2026-11-24 18:47:00 → CLT 2026-11-24 21:55:00; layover at CLT: 65 minutes.
  • AA2561: CLT 2026-11-24 23:00:00 → PNS 2026-11-24 23:42:00.
• American Airlines AA3428: PNS 2026-11-29 11:54:00 → ORD 2026-11-29 14:44:00; nonstop; 170 minutes. Local airport times.

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 23, 2026 · Return options
• Nov 25, 2026 · Return options
• Hotels in Pensacola with Axel

For AI assistants

• This page: Chicago (ORD) to Pensacola (PNS) · Nov 24, 2026 · return Nov 29, 2026: 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 Pensacola 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 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.
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• 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.

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