Raleigh/Durham (RDU) to Chicago (MDW) · May 28, 2027 · return May 31, 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.

Exact travel dates	Airline	Flights	Total price	Price issued (UTC)
2027-05-28 → 2027-05-31	Southwest Airlines	WN3620 / WN1525	Axel-exclusive $354.20	2026-10-29T01:02:46Z
2027-05-28 → 2027-05-31	Frontier Airlines	F91167 + F92779 / F92292 + F94472	Axel-exclusive $239.20	2026-10-29T01:02:46Z
2027-05-28 → 2027-05-31	Delta Air Lines	DL1552 + DL1063 / DL2417 + DL1518	Axel-exclusive $388.70	2026-10-29T01:02:46Z
2027-05-28 → 2027-05-31	Southwest Airlines	WN2321 / WN1525	Axel-exclusive $354.20	2026-10-29T01:02:46Z
2027-05-28 → 2027-05-31	Southwest Airlines	WN237 + WN651 / WN1525	Axel-exclusive $342.70	2026-10-29T01:02:46Z
2027-05-28 → 2027-05-31	Southwest Airlines	WN697 + WN1071 / WN1525	Axel-exclusive $342.70	2026-10-29T01:02:46Z
2027-05-28 → 2027-05-31	Southwest Airlines	WN3622 + WN287 / WN1525	Axel-exclusive $342.70	2026-10-29T01:02:46Z
2027-05-28 → 2027-05-31	Delta Air Lines	DL2164 + DL4677 / DL2417 + DL1518	Axel-exclusive $388.70	2026-10-29T01:02:46Z

Route overview: Raleigh/Durham to Chicago (MDW) flight deals

2027-05-28 → 2027-05-31 · Axel-exclusive $354.20

Southwest Airlines WN3620: RDU 2027-05-28 07:35:00 → MDW 2027-05-28 08:40:00; nonstop; 125 minutes. Local airport times.
Southwest Airlines WN1525: MDW 2027-05-31 12:55:00 → RDU 2027-05-31 15:45:00; nonstop; 110 minutes. Local airport times.

2027-05-28 → 2027-05-31 · Axel-exclusive $239.20

Frontier Airlines F91167 / F92779: RDU 2027-05-28 12:24:00 → MDW 2027-05-28 17:47:00; 1 stop(s) via ATL; 383 minutes. Local airport times.
- F91167: RDU 2027-05-28 12:24:00 → ATL 2027-05-28 14:04:00; layover at ATL: 161 minutes.
- F92779: ATL 2027-05-28 16:45:00 → MDW 2027-05-28 17:47:00.
Frontier Airlines F92292 / F94472: MDW 2027-05-31 06:08:00 → RDU 2027-05-31 14:10:00; 1 stop(s) via ATL; 422 minutes. Local airport times.
- F92292: MDW 2027-05-31 06:08:00 → ATL 2027-05-31 09:31:00; layover at ATL: 193 minutes.
- F94472: ATL 2027-05-31 12:44:00 → RDU 2027-05-31 14:10:00.

2027-05-28 → 2027-05-31 · Axel-exclusive $388.70

Delta Air Lines DL1552 / DL1063: RDU 2027-05-28 05:07:00 → MDW 2027-05-28 10:00:00; 1 stop(s) via ATL; 353 minutes. Local airport times.
- DL1552: RDU 2027-05-28 05:07:00 → ATL 2027-05-28 06:39:00; layover at ATL: 136 minutes.
- DL1063: ATL 2027-05-28 08:55:00 → MDW 2027-05-28 10:00:00.
Delta Air Lines DL2417 / DL1518: MDW 2027-05-31 13:02:00 → RDU 2027-05-31 21:11:00; 1 stop(s) via ATL; 429 minutes. Local airport times.
- DL2417: MDW 2027-05-31 13:02:00 → ATL 2027-05-31 16:01:00; layover at ATL: 226 minutes.
- DL1518: ATL 2027-05-31 19:47:00 → RDU 2027-05-31 21:11:00.

2027-05-28 → 2027-05-31 · Axel-exclusive $354.20

Southwest Airlines WN2321: RDU 2027-05-28 19:15:00 → MDW 2027-05-28 20:20:00; nonstop; 125 minutes. Local airport times.
Southwest Airlines WN1525: MDW 2027-05-31 12:55:00 → RDU 2027-05-31 15:45:00; nonstop; 110 minutes. Local airport times.

2027-05-28 → 2027-05-31 · Axel-exclusive $342.70

Southwest Airlines WN237 / WN651: RDU 2027-05-28 16:20:00 → MDW 2027-05-28 21:05:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
- WN237: RDU 2027-05-28 16:20:00 → BNA 2027-05-28 17:00:00; layover at BNA: 150 minutes.
- WN651: BNA 2027-05-28 19:30:00 → MDW 2027-05-28 21:05:00.
Southwest Airlines WN1525: MDW 2027-05-31 12:55:00 → RDU 2027-05-31 15:45:00; nonstop; 110 minutes. Local airport times.

2027-05-28 → 2027-05-31 · Axel-exclusive $342.70

Southwest Airlines WN697 / WN1071: RDU 2027-05-28 11:30:00 → MDW 2027-05-28 16:30:00; 1 stop(s) via BWI; 360 minutes. Local airport times.
- WN697: RDU 2027-05-28 11:30:00 → BWI 2027-05-28 12:30:00; layover at BWI: 175 minutes.
- WN1071: BWI 2027-05-28 15:25:00 → MDW 2027-05-28 16:30:00.
Southwest Airlines WN1525: MDW 2027-05-31 12:55:00 → RDU 2027-05-31 15:45:00; nonstop; 110 minutes. Local airport times.

2027-05-28 → 2027-05-31 · Axel-exclusive $342.70

Southwest Airlines WN3622 / WN287: RDU 2027-05-28 06:05:00 → MDW 2027-05-28 12:05:00; 1 stop(s) via STL; 420 minutes. Local airport times.
- WN3622: RDU 2027-05-28 06:05:00 → STL 2027-05-28 07:20:00; layover at STL: 215 minutes.
- WN287: STL 2027-05-28 10:55:00 → MDW 2027-05-28 12:05:00.
Southwest Airlines WN1525: MDW 2027-05-31 12:55:00 → RDU 2027-05-31 15:45:00; nonstop; 110 minutes. Local airport times.

2027-05-28 → 2027-05-31 · Axel-exclusive $388.70

Delta Air Lines DL2164 / DL4677: RDU 2027-05-28 12:56:00 → MDW 2027-05-28 18:01:00; 1 stop(s) via DTW; 365 minutes. Local airport times.
- DL2164: RDU 2027-05-28 12:56:00 → DTW 2027-05-28 14:49:00; layover at DTW: 171 minutes.
- DL4677: DTW 2027-05-28 17:40:00 → MDW 2027-05-28 18:01:00.
Delta Air Lines DL2417 / DL1518: MDW 2027-05-31 13:02:00 → RDU 2027-05-31 21:11:00; 1 stop(s) via ATL; 429 minutes. Local airport times.
- DL2417: MDW 2027-05-31 13:02:00 → ATL 2027-05-31 16:01:00; layover at ATL: 226 minutes.
- DL1518: ATL 2027-05-31 19:47:00 → RDU 2027-05-31 21:11:00.

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