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Pensacola → Chicago

Jan 21, 2027 · return Feb 4, 2027

PNS → ORD1 adulteconomyRound trip

6 flight options · 4 airlines

Nonstop flights

Thu, Jan 21 – Thu, Feb 4

American Airlines
11:54 amPNS
2h 50m
Nonstop
2:44 pmORD
American Airlines
7:30 amORD
2h 29m
Nonstop
9:59 amPNS

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

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

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

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

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Thu, Feb 4

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

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

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

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

American Airlines
8:20 amPNS
7h 40m
CLT · 3h 41m
4:00 pmORD
American Airlines
7:30 amORD
2h 29m
Nonstop
9:59 amPNS

Round-trip total · 1 adult · Taxes included

Make this trip yours

PNS ⇄ ORD

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 routeOct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 13, 2026 → Nov 16, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 11, 2026 → Dec 14, 2026Dec 12, 2026 → Dec 19, 2026Dec 22, 2026 → Dec 27, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Dec 30, 2026 → Jan 2, 2027Jan 8, 2027 → Jan 11, 2027Jan 9, 2027 → Jan 16, 2027Jan 15, 2027 → Jan 18, 2027Jan 22, 2027 → Jan 25, 2027Jan 23, 2027 → Jan 30, 2027Feb 5, 2027 → Feb 8, 2027Feb 6, 2027 → Feb 13, 2027Feb 12, 2027 → Feb 15, 2027Mar 5, 2027 → Mar 8, 2027Mar 6, 2027 → Mar 13, 2027Mar 25, 2027 → Mar 29, 2027Apr 2, 2027 → Apr 5, 2027Apr 3, 2027 → Apr 10, 2027Apr 30, 2027 → May 3, 2027May 1, 2027 → May 8, 2027May 28, 2027 → May 31, 2027May 29, 2027 → Jun 5, 2027Jun 25, 2027 → Jun 28, 2027Jun 26, 2027 → Jul 3, 2027Jul 2, 2027 → Jul 6, 2027Jul 23, 2027 → Jul 26, 2027Jul 24, 2027 → Jul 31, 2027Aug 20, 2027 → Aug 23, 2027Aug 21, 2027 → Aug 28, 2027Sep 3, 2027 → Sep 6, 2027Sep 17, 2027 → Sep 20, 2027Oct 30, 2026 · One way
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 / AA3428$299.262026-10-29T01:57:22Z
2027-01-21 → 2027-02-04United AirlinesUA2005 / UA543$318.262026-10-29T01:57:22Z
2027-01-21 → 2027-02-04Frontier AirlinesF94662 + F93043 / F92792 + F94661$171.002026-10-29T01:57:22Z
2027-01-21 → 2027-02-04Delta Air LinesDL3129 + DL2738 / DL1687 + DL1640$308.762026-10-29T01:57:22Z
2027-01-21 → 2027-02-04American AirlinesAA3795 / AA3428$299.262026-10-29T01:57:22Z
2027-01-21 → 2027-02-04American AirlinesAA1757 + AA2509 / AA3428$289.762026-10-29T01:57:22Z

2027-01-21 → 2027-02-04 · $299.26

  • American Airlines AA3428: PNS 2027-01-21 11:54:00 → ORD 2027-01-21 14:44:00; nonstop; 170 minutes. Local airport times.
  • American Airlines AA3428: ORD 2027-02-04 07:30:00 → PNS 2027-02-04 09:59:00; nonstop; 149 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $318.26

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

2027-01-21 → 2027-02-04 · $171.00

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

2027-01-21 → 2027-02-04 · $308.76

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

2027-01-21 → 2027-02-04 · $299.26

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

2027-01-21 → 2027-02-04 · $289.76

  • American Airlines AA1757 / AA2509: PNS 2027-01-21 08:20:00 → ORD 2027-01-21 16:00:00; 1 stop(s) via CLT; 460 minutes. Local airport times.
    • AA1757: PNS 2027-01-21 08:20:00 → CLT 2027-01-21 11:04:00; layover at CLT: 221 minutes.
    • AA2509: CLT 2027-01-21 14:45:00 → ORD 2027-01-21 16:00:00.
  • American Airlines AA3428: ORD 2027-02-04 07:30:00 → PNS 2027-02-04 09:59:00; nonstop; 149 minutes. Local airport times.

More dates for this route