Raleigh/Durham (RDU) to Chicago (MDW) · Dec 31, 2026 · return Jan 14, 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: Raleigh/Durham to Chicago (MDW) flight deals

2026-12-31 → 2027-01-14 · Axel-exclusive $314.90

• Southwest Airlines WN2321: RDU 2026-12-31 18:50:00 → MDW 2026-12-31 19:50:00; nonstop; 120 minutes. Local airport times.
• Southwest Airlines WN1525: MDW 2027-01-14 12:55:00 → RDU 2027-01-14 15:45:00; nonstop; 110 minutes. Local airport times.

2026-12-31 → 2027-01-14 · Axel-exclusive $197.40

• Frontier Airlines F91167 / F92779: RDU 2026-12-31 12:24:00 → MDW 2026-12-31 17:47:00; 1 stop(s) via ATL; 383 minutes. Local airport times.
  • F91167: RDU 2026-12-31 12:24:00 → ATL 2026-12-31 14:04:00; layover at ATL: 161 minutes.
  • F92779: ATL 2026-12-31 16:45:00 → MDW 2026-12-31 17:47:00.
• Frontier Airlines F92292 / F94472: MDW 2027-01-14 06:08:00 → RDU 2027-01-14 14:10:00; 1 stop(s) via ATL; 422 minutes. Local airport times.
  • F92292: MDW 2027-01-14 06:08:00 → ATL 2027-01-14 09:31:00; layover at ATL: 193 minutes.
  • F94472: ATL 2027-01-14 12:44:00 → RDU 2027-01-14 14:10:00.

2026-12-31 → 2027-01-14 · Axel-exclusive $350.15

• Delta Air Lines DL1552 / DL1063: RDU 2026-12-31 05:07:00 → MDW 2026-12-31 10:00:00; 1 stop(s) via ATL; 353 minutes. Local airport times.
  • DL1552: RDU 2026-12-31 05:07:00 → ATL 2026-12-31 06:39:00; layover at ATL: 136 minutes.
  • DL1063: ATL 2026-12-31 08:55:00 → MDW 2026-12-31 10:00:00.
• Delta Air Lines DL2417 / DL1518: MDW 2027-01-14 13:02:00 → RDU 2027-01-14 21:11:00; 1 stop(s) via ATL; 429 minutes. Local airport times.
  • DL2417: MDW 2027-01-14 13:02:00 → ATL 2027-01-14 16:01:00; layover at ATL: 226 minutes.
  • DL1518: ATL 2027-01-14 19:47:00 → RDU 2027-01-14 21:11:00.

2026-12-31 → 2027-01-14 · Axel-exclusive $314.90

• Southwest Airlines WN3620: RDU 2026-12-31 07:35:00 → MDW 2026-12-31 08:40:00; nonstop; 125 minutes. Local airport times.
• Southwest Airlines WN1525: MDW 2027-01-14 12:55:00 → RDU 2027-01-14 15:45:00; nonstop; 110 minutes. Local airport times.

2026-12-31 → 2027-01-14 · Axel-exclusive $300.90

• Southwest Airlines WN3622 / WN287: RDU 2026-12-31 06:05:00 → MDW 2026-12-31 12:05:00; 1 stop(s) via STL; 420 minutes. Local airport times.
  • WN3622: RDU 2026-12-31 06:05:00 → STL 2026-12-31 07:20:00; layover at STL: 215 minutes.
  • WN287: STL 2026-12-31 10:55:00 → MDW 2026-12-31 12:05:00.
• Southwest Airlines WN1525: MDW 2027-01-14 12:55:00 → RDU 2027-01-14 15:45:00; nonstop; 110 minutes. Local airport times.

2026-12-31 → 2027-01-14 · Axel-exclusive $300.90

• Southwest Airlines WN697 / WN1071: RDU 2026-12-31 11:30:00 → MDW 2026-12-31 16:30:00; 1 stop(s) via BWI; 360 minutes. Local airport times.
  • WN697: RDU 2026-12-31 11:30:00 → BWI 2026-12-31 12:30:00; layover at BWI: 175 minutes.
  • WN1071: BWI 2026-12-31 15:25:00 → MDW 2026-12-31 16:30:00.
• Southwest Airlines WN1525: MDW 2027-01-14 12:55:00 → RDU 2027-01-14 15:45:00; nonstop; 110 minutes. Local airport times.

2026-12-31 → 2027-01-14 · Axel-exclusive $300.90

• Southwest Airlines WN237 / WN651: RDU 2026-12-31 16:20:00 → MDW 2026-12-31 21:05:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
  • WN237: RDU 2026-12-31 16:20:00 → BNA 2026-12-31 17:00:00; layover at BNA: 150 minutes.
  • WN651: BNA 2026-12-31 19:30:00 → MDW 2026-12-31 21:05:00.
• Southwest Airlines WN1525: MDW 2027-01-14 12:55:00 → RDU 2027-01-14 15:45:00; nonstop; 110 minutes. Local airport times.

2026-12-31 → 2027-01-14 · Axel-exclusive $350.15

• Delta Air Lines DL2164 / DL4677: RDU 2026-12-31 12:56:00 → MDW 2026-12-31 18:01:00; 1 stop(s) via DTW; 365 minutes. Local airport times.
  • DL2164: RDU 2026-12-31 12:56:00 → DTW 2026-12-31 14:49:00; layover at DTW: 171 minutes.
  • DL4677: DTW 2026-12-31 17:40:00 → MDW 2026-12-31 18:01:00.
• Delta Air Lines DL2417 / DL1518: MDW 2027-01-14 13:02:00 → RDU 2027-01-14 21:11:00; 1 stop(s) via ATL; 429 minutes. Local airport times.
  • DL2417: MDW 2027-01-14 13:02:00 → ATL 2027-01-14 16:01:00; layover at ATL: 226 minutes.
  • DL1518: ATL 2027-01-14 19:47:00 → RDU 2027-01-14 21:11:00.

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: Raleigh/Durham (RDU) to Chicago (MDW) · Dec 31, 2026 · return Jan 14, 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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