Pensacola (PNS) to Chicago (ORD) · Dec 31, 2026 · return Jan 7, 2027

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.

Route overview: Pensacola to Chicago (ORD) flight deals

2026-12-31 → 2027-01-07 · Axel-exclusive $362.26

• American Airlines AA3795: PNS 2026-12-31 13:06:00 → ORD 2026-12-31 15:51:00; nonstop; 165 minutes. Local airport times.
• American Airlines AA3335: ORD 2027-01-07 08:15:00 → PNS 2027-01-07 10:47:00; nonstop; 152 minutes. Local airport times.

2026-12-31 → 2027-01-07 · Axel-exclusive $385.26

• United Airlines UA2005: PNS 2026-12-31 14:12:00 → ORD 2026-12-31 16:53:00; nonstop; 161 minutes. Local airport times.
• United Airlines UA2672: ORD 2027-01-07 10:39:00 → PNS 2027-01-07 13:11:00; nonstop; 152 minutes. Local airport times.

2026-12-31 → 2027-01-07 · Axel-exclusive $207.00

• Frontier Airlines F94662 / F93043: PNS 2026-12-31 18:35:00 → ORD 2027-01-01 00:43:00; 1 stop(s) via MCO; 368 minutes. Local airport times.
  • F94662: PNS 2026-12-31 18:35:00 → MCO 2026-12-31 21:12:00; layover at MCO: 86 minutes.
  • F93043: MCO 2026-12-31 22:38:00 → ORD 2027-01-01 00:43:00.
• Frontier Airlines F91483 / F93930: ORD 2027-01-07 06:40:00 → PNS 2027-01-07 14:12:00; 1 stop(s) via DEN; 452 minutes. Local airport times.
  • F91483: ORD 2027-01-07 06:40:00 → DEN 2027-01-07 08:36:00; layover at DEN: 102 minutes.
  • F93930: DEN 2027-01-07 10:18:00 → PNS 2027-01-07 14:12:00.

2026-12-31 → 2027-01-07 · Axel-exclusive $373.76

• Delta Air Lines DL3129 / DL2738: PNS 2026-12-31 10:00:00 → ORD 2026-12-31 17:06:00; 1 stop(s) via ATL; 426 minutes. Local airport times.
  • DL3129: PNS 2026-12-31 10:00:00 → ATL 2026-12-31 12:13:00; layover at ATL: 217 minutes.
  • DL2738: ATL 2026-12-31 15:50:00 → ORD 2026-12-31 17:06:00.
• Delta Air Lines DL1687 / DL1640: ORD 2027-01-07 08:04:00 → PNS 2027-01-07 12:43:00; 1 stop(s) via ATL; 279 minutes. Local airport times.
  • DL1687: ORD 2027-01-07 08:04:00 → ATL 2027-01-07 11:00:00; layover at ATL: 90 minutes.
  • DL1640: ATL 2027-01-07 12:30:00 → PNS 2027-01-07 12:43:00.

2026-12-31 → 2027-01-07 · Axel-exclusive $362.26

• American Airlines AA3428: PNS 2026-12-31 11:54:00 → ORD 2026-12-31 14:44:00; nonstop; 170 minutes. Local airport times.
• American Airlines AA3335: ORD 2027-01-07 08:15:00 → PNS 2027-01-07 10:47:00; nonstop; 152 minutes. Local airport times.

2026-12-31 → 2027-01-07 · Axel-exclusive $348.76

• American Airlines AA1757 / AA2509: PNS 2026-12-31 08:20:00 → ORD 2026-12-31 16:00:00; 1 stop(s) via CLT; 460 minutes. Local airport times.
  • AA1757: PNS 2026-12-31 08:20:00 → CLT 2026-12-31 11:04:00; layover at CLT: 221 minutes.
  • AA2509: CLT 2026-12-31 14:45:00 → ORD 2026-12-31 16:00:00.
• American Airlines AA3335: ORD 2027-01-07 08:15:00 → PNS 2027-01-07 10:47:00; nonstop; 152 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
• Dec 30, 2026 · Return options
• Jan 1, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Pensacola (PNS) to Chicago (ORD) · Dec 31, 2026 · return Jan 7, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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