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Chicago → Pensacola

Jan 21, 2027 · return Feb 4, 2027

ORD → PNS1 adulteconomyRound trip

6 flight options · 4 airlines

Nonstop flights

Thu, Jan 21 – Thu, Feb 4

American Airlines
7:30 amORD
2h 29m
Nonstop
9:59 amPNS
American Airlines
1:06 pmPNS
2h 45m
Nonstop
3:51 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

United Airlines
10:43 amORD
2h 24m
Nonstop
1:07 pmPNS
United Airlines
2:12 pmPNS
2h 41m
Nonstop
4:53 pmORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Thu, Feb 4

Frontier Airlines
6:40 amORD
7h 32m
DEN · 1h 42m
2:12 pmPNS
Frontier Airlines
6:35 pmPNS
6h 8m
MCO · 1h 26m
12:43 am+1ORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

Delta Air Lines
8:04 amORD
4h 39m
ATL · 1h 30m
12:43 pmPNS
Delta Air Lines
10:00 amPNS
7h 6m
ATL · 3h 37m
5:06 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

Frontier Airlines
9:51 amORD
6h 21m
MCO · 1h 45m
4:12 pmPNS
Frontier Airlines
6:35 pmPNS
6h 8m
MCO · 1h 26m
12:43 am+1ORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

American Airlines
6:47 pmORD
4h 55m
CLT · 1h 5m
11:42 pmPNS
American Airlines
1:06 pmPNS
2h 45m
Nonstop
3:51 pmORD

Round-trip total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ PNS

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 5, 2026 → Nov 8, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Dec 5, 2026 → Dec 12, 2026Dec 17, 2026 → Dec 20, 2026Dec 26, 2026 → Jan 2, 2027Jan 5, 2027 · One wayJan 16, 2027 → Jan 23, 2027Feb 5, 2027 → Feb 8, 2027Apr 3, 2027 → Apr 10, 2027Jun 26, 2027 → Jul 3, 2027Sep 17, 2027 → Sep 20, 2027
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-01-21 → 2027-02-04American AirlinesAA3428 / AA3795$331.502026-10-29T01:53:14Z
2027-01-21 → 2027-02-04United AirlinesUA543 / UA2005$346.132026-10-29T01:53:14Z
2027-01-21 → 2027-02-04Frontier AirlinesF91483 + F93930 / F94662 + F93043$204.752026-10-29T01:53:14Z
2027-01-21 → 2027-02-04Delta Air LinesDL1687 + DL1640 / DL3129 + DL2738$341.252026-10-29T01:53:14Z
2027-01-21 → 2027-02-04Frontier AirlinesF92792 + F94661 / F94662 + F93043$204.752026-10-29T01:53:14Z
2027-01-21 → 2027-02-04American AirlinesAA1781 + AA2561 / AA3795$322.002026-10-29T01:53:14Z

2027-01-21 → 2027-02-04 · $331.50

  • American Airlines AA3428: ORD 2027-01-21 07:30:00 → PNS 2027-01-21 09:59:00; nonstop; 149 minutes. Local airport times.
  • American Airlines AA3795: PNS 2027-02-04 13:06:00 → ORD 2027-02-04 15:51:00; nonstop; 165 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $346.13

  • United Airlines UA543: ORD 2027-01-21 10:43:00 → PNS 2027-01-21 13:07:00; nonstop; 144 minutes. Local airport times.
  • United Airlines UA2005: PNS 2027-02-04 14:12:00 → ORD 2027-02-04 16:53:00; nonstop; 161 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $204.75

  • Frontier Airlines F91483 / F93930: ORD 2027-01-21 06:40:00 → PNS 2027-01-21 14:12:00; 1 stop(s) via DEN; 452 minutes. Local airport times.
    • F91483: ORD 2027-01-21 06:40:00 → DEN 2027-01-21 08:36:00; layover at DEN: 102 minutes.
    • F93930: DEN 2027-01-21 10:18:00 → PNS 2027-01-21 14:12:00.
  • Frontier Airlines F94662 / F93043: PNS 2027-02-04 18:35:00 → ORD 2027-02-05 00:43:00; 1 stop(s) via MCO; 368 minutes. Local airport times.
    • F94662: PNS 2027-02-04 18:35:00 → MCO 2027-02-04 21:12:00; layover at MCO: 86 minutes.
    • F93043: MCO 2027-02-04 22:38:00 → ORD 2027-02-05 00:43:00.

2027-01-21 → 2027-02-04 · $341.25

  • Delta Air Lines DL1687 / DL1640: ORD 2027-01-21 08:04:00 → PNS 2027-01-21 12:43:00; 1 stop(s) via ATL; 279 minutes. Local airport times.
    • DL1687: ORD 2027-01-21 08:04:00 → ATL 2027-01-21 11:00:00; layover at ATL: 90 minutes.
    • DL1640: ATL 2027-01-21 12:30:00 → PNS 2027-01-21 12:43:00.
  • Delta Air Lines DL3129 / DL2738: PNS 2027-02-04 10:00:00 → ORD 2027-02-04 17:06:00; 1 stop(s) via ATL; 426 minutes. Local airport times.
    • DL3129: PNS 2027-02-04 10:00:00 → ATL 2027-02-04 12:13:00; layover at ATL: 217 minutes.
    • DL2738: ATL 2027-02-04 15:50:00 → ORD 2027-02-04 17:06:00.

2027-01-21 → 2027-02-04 · $204.75

  • Frontier Airlines F92792 / F94661: ORD 2027-01-21 09:51:00 → PNS 2027-01-21 16:12:00; 1 stop(s) via MCO; 381 minutes. Local airport times.
    • F92792: ORD 2027-01-21 09:51:00 → MCO 2027-01-21 13:47:00; layover at MCO: 105 minutes.
    • F94661: MCO 2027-01-21 15:32:00 → PNS 2027-01-21 16:12:00.
  • Frontier Airlines F94662 / F93043: PNS 2027-02-04 18:35:00 → ORD 2027-02-05 00:43:00; 1 stop(s) via MCO; 368 minutes. Local airport times.
    • F94662: PNS 2027-02-04 18:35:00 → MCO 2027-02-04 21:12:00; layover at MCO: 86 minutes.
    • F93043: MCO 2027-02-04 22:38:00 → ORD 2027-02-05 00:43:00.

2027-01-21 → 2027-02-04 · $322.00

  • American Airlines AA1781 / AA2561: ORD 2027-01-21 18:47:00 → PNS 2027-01-21 23:42:00; 1 stop(s) via CLT; 295 minutes. Local airport times.
    • AA1781: ORD 2027-01-21 18:47:00 → CLT 2027-01-21 21:55:00; layover at CLT: 65 minutes.
    • AA2561: CLT 2027-01-21 23:00:00 → PNS 2027-01-21 23:42:00.
  • American Airlines AA3795: PNS 2027-02-04 13:06:00 → ORD 2027-02-04 15:51:00; nonstop; 165 minutes. Local airport times.

More dates for this route