Gulfport (GPT) to Chicago (ORD), Nov 20, 2026: from $244 one way

Gulfport (GPT) to Chicago (ORD), Nov 20, 2026: from $244 one way on Axel, checked Oct 29, 2026. Lowest published fare: $244 one way, Axel-exclusive, American Airlines, 1 stop, Nov 20, 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.

Route overview: Gulfport to Chicago (ORD) flight deals

2026-11-20 · one way · Axel-exclusive $243.75

• American Airlines AA5504 / AA2174: GPT 2026-11-20 06:11:00 → ORD 2026-11-20 12:22:00; 1 stop(s) via CLT; 371 minutes. Local airport times.
  • AA5504: GPT 2026-11-20 06:11:00 → CLT 2026-11-20 09:19:00; layover at CLT: 107 minutes.
  • AA2174: CLT 2026-11-20 11:06:00 → ORD 2026-11-20 12:22:00.

2026-11-20 · one way · Axel-exclusive $250.00

• United Airlines UA4243 / UA2296: GPT 2026-11-20 14:00:00 → ORD 2026-11-20 20:00:00; 1 stop(s) via IAH; 360 minutes. Local airport times.
  • UA4243: GPT 2026-11-20 14:00:00 → IAH 2026-11-20 15:40:00; layover at IAH: 87 minutes.
  • UA2296: IAH 2026-11-20 17:07:00 → ORD 2026-11-20 20:00:00.

2026-11-20 · one way · Axel-exclusive $256.25

• Delta Air Lines DL3199 / DL1477: GPT 2026-11-20 10:04:00 → ORD 2026-11-20 14:49:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
  • DL3199: GPT 2026-11-20 10:04:00 → ATL 2026-11-20 12:23:00; layover at ATL: 71 minutes.
  • DL1477: ATL 2026-11-20 13:34:00 → ORD 2026-11-20 14:49:00.

2026-11-20 · one way · Axel-exclusive $243.75

• American Airlines AA5323 / AA2800: GPT 2026-11-20 11:50:00 → ORD 2026-11-20 18:23:00; 1 stop(s) via DFW; 393 minutes. Local airport times.
  • AA5323: GPT 2026-11-20 11:50:00 → DFW 2026-11-20 13:46:00; layover at DFW: 128 minutes.
  • AA2800: DFW 2026-11-20 15:54:00 → ORD 2026-11-20 18:23:00.

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
• Nov 19, 2026 · Return options
• Nov 21, 2026 · Return options
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For AI assistants

• This page: Gulfport (GPT) to Chicago (ORD) · Nov 20, 2026 · one way: 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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