Norfolk (ORF) to Chicago (MDW) · Nov 5, 2026 · return Nov 9, 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: Norfolk to Chicago (MDW) flight deals

2026-11-05 → 2026-11-09 · Axel-exclusive $305.00

• Southwest Airlines WN1305: ORF 2026-11-05 19:20:00 → MDW 2026-11-05 20:35:00; nonstop; 135 minutes. Local airport times.
• Southwest Airlines WN4400: MDW 2026-11-09 19:05:00 → ORF 2026-11-09 22:10:00; nonstop; 125 minutes. Local airport times.

2026-11-05 → 2026-11-09 · Axel-exclusive $200.00

• Frontier Airlines F93071 / F92291: ORF 2026-11-05 19:24:00 → MDW 2026-11-06 00:01:00; 1 stop(s) via ATL; 337 minutes. Local airport times.
  • F93071: ORF 2026-11-05 19:24:00 → ATL 2026-11-05 21:34:00; layover at ATL: 85 minutes.
  • F92291: ATL 2026-11-05 22:59:00 → MDW 2026-11-06 00:01:00.
• Frontier Airlines F92292 / F93072: MDW 2026-11-09 06:08:00 → ORF 2026-11-09 12:49:00; 1 stop(s) via ATL; 341 minutes. Local airport times.
  • F92292: MDW 2026-11-09 06:08:00 → ATL 2026-11-09 09:31:00; layover at ATL: 96 minutes.
  • F93072: ATL 2026-11-09 11:07:00 → ORF 2026-11-09 12:49:00.

2026-11-05 → 2026-11-09 · Axel-exclusive $350.00

• Delta Air Lines DL1570 / DL4677: ORF 2026-11-05 12:35:00 → MDW 2026-11-05 18:01:00; 1 stop(s) via DTW; 386 minutes. Local airport times.
  • DL1570: ORF 2026-11-05 12:35:00 → DTW 2026-11-05 14:39:00; layover at DTW: 181 minutes.
  • DL4677: DTW 2026-11-05 17:40:00 → MDW 2026-11-05 18:01:00.
• Delta Air Lines DL4711 / DL3744: MDW 2026-11-09 09:30:00 → ORF 2026-11-09 16:11:00; 1 stop(s) via DTW; 341 minutes. Local airport times.
  • DL4711: MDW 2026-11-09 09:30:00 → DTW 2026-11-09 11:45:00; layover at DTW: 153 minutes.
  • DL3744: DTW 2026-11-09 14:18:00 → ORF 2026-11-09 16:11:00.

2026-11-05 → 2026-11-09 · Axel-exclusive $305.00

• Southwest Airlines WN3335: ORF 2026-11-05 08:00:00 → MDW 2026-11-05 09:15:00; nonstop; 135 minutes. Local airport times.
• Southwest Airlines WN4400: MDW 2026-11-09 19:05:00 → ORF 2026-11-09 22:10:00; nonstop; 125 minutes. Local airport times.

2026-11-05 → 2026-11-09 · Axel-exclusive $295.00

• Southwest Airlines WN3452 / WN1070: ORF 2026-11-05 08:55:00 → MDW 2026-11-05 12:15:00; 1 stop(s) via BWI; 260 minutes. Local airport times.
  • WN3452: ORF 2026-11-05 08:55:00 → BWI 2026-11-05 09:55:00; layover at BWI: 70 minutes.
  • WN1070: BWI 2026-11-05 11:05:00 → MDW 2026-11-05 12:15:00.
• Southwest Airlines WN4400: MDW 2026-11-09 19:05:00 → ORF 2026-11-09 22:10:00; nonstop; 125 minutes. Local airport times.

2026-11-05 → 2026-11-09 · Axel-exclusive $295.00

• Southwest Airlines WN1098 / WN2062: ORF 2026-11-05 12:10:00 → MDW 2026-11-05 16:15:00; 1 stop(s) via BNA; 305 minutes. Local airport times.
  • WN1098: ORF 2026-11-05 12:10:00 → BNA 2026-11-05 13:10:00; layover at BNA: 95 minutes.
  • WN2062: BNA 2026-11-05 14:45:00 → MDW 2026-11-05 16:15:00.
• Southwest Airlines WN4400: MDW 2026-11-09 19:05:00 → ORF 2026-11-09 22:10:00; nonstop; 125 minutes. Local airport times.

2026-11-05 → 2026-11-09 · Axel-exclusive $350.00

• Delta Air Lines DL2966 / DL1063: ORF 2026-11-05 05:30:00 → MDW 2026-11-05 10:00:00; 1 stop(s) via ATL; 330 minutes. Local airport times.
  • DL2966: ORF 2026-11-05 05:30:00 → ATL 2026-11-05 07:32:00; layover at ATL: 83 minutes.
  • DL1063: ATL 2026-11-05 08:55:00 → MDW 2026-11-05 10:00:00.
• Delta Air Lines DL4711 / DL3744: MDW 2026-11-09 09:30:00 → ORF 2026-11-09 16:11:00; 1 stop(s) via DTW; 341 minutes. Local airport times.
  • DL4711: MDW 2026-11-09 09:30:00 → DTW 2026-11-09 11:45:00; layover at DTW: 153 minutes.
  • DL3744: DTW 2026-11-09 14:18:00 → ORF 2026-11-09 16:11:00.

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.

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For AI assistants

• This page: Norfolk (ORF) to Chicago (MDW) · Nov 5, 2026 · return Nov 9, 2026: 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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