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

Raleigh/Durham → Chicago

Aug 21, 2027 · return Aug 28, 2027

RDU → MDW1 adulteconomyRound trip

8 flight options · 3 airlines

Nonstop flights

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
7:50 pmRDU
2h 5m
Nonstop
8:55 pmMDW
Southwest Airlines
10:50 amMDW
1h 50m
Nonstop
1:40 pmRDU

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
1:50 pmRDU
2h
Nonstop
2:50 pmMDW
Southwest Airlines
10:50 amMDW
1h 50m
Nonstop
1:40 pmRDU

Round-trip total · 1 adult · Taxes included

One-stop flights

Sat, Aug 21 – Sat, Aug 28

Frontier Airlines
12:24 pmRDU
6h 23m
ATL · 2h 41m
5:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 2m
ATL · 3h 13m
2:10 pmRDU

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Delta Air Lines
12:56 pmRDU
6h 5m
DTW · 2h 51m
6:01 pmMDW
Delta Air Lines
9:30 amMDW
6h 4m
DTW · 3h 5m
4:34 pmRDU

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
4:20 pmRDU
5h 45m
BNA · 2h 30m
9:05 pmMDW
Southwest Airlines
10:50 amMDW
1h 50m
Nonstop
1:40 pmRDU

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
11:30 amRDU
6h
BWI · 2h 55m
4:30 pmMDW
Southwest Airlines
10:50 amMDW
1h 50m
Nonstop
1:40 pmRDU

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
6:05 amRDU
7h
STL · 3h 35m
12:05 pmMDW
Southwest Airlines
10:50 amMDW
1h 50m
Nonstop
1:40 pmRDU

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Delta Air Lines
5:07 amRDU
5h 53m
ATL · 2h 16m
10:00 amMDW
Delta Air Lines
9:30 amMDW
6h 4m
DTW · 3h 5m
4:34 pmRDU

Round-trip total · 1 adult · Taxes included

Make this trip yours

RDU ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeAug 20, 2027 → Aug 27, 2027Aug 22, 2027 → Aug 29, 2027
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.

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

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-08-21 → 2027-08-28Southwest AirlinesWN2321 / WN1525$308.002026-10-29T01:02:46Z
2027-08-21 → 2027-08-28Frontier AirlinesF91167 + F92779 / F92292 + F94472$208.002026-10-29T01:02:46Z
2027-08-21 → 2027-08-28Delta Air LinesDL2164 + DL4677 / DL4711 + DL1407$338.002026-10-29T01:02:46Z
2027-08-21 → 2027-08-28Southwest AirlinesWN2088 / WN1525$308.002026-10-29T01:02:46Z
2027-08-21 → 2027-08-28Southwest AirlinesWN237 + WN651 / WN1525$298.002026-10-29T01:02:46Z
2027-08-21 → 2027-08-28Southwest AirlinesWN697 + WN1071 / WN1525$298.002026-10-29T01:02:46Z
2027-08-21 → 2027-08-28Southwest AirlinesWN3622 + WN287 / WN1525$298.002026-10-29T01:02:46Z
2027-08-21 → 2027-08-28Delta Air LinesDL1552 + DL1063 / DL4711 + DL1407$338.002026-10-29T01:02:46Z

2027-08-21 → 2027-08-28 · $308.00

  • Southwest Airlines WN2321: RDU 2027-08-21 19:50:00 → MDW 2027-08-21 20:55:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN1525: MDW 2027-08-28 10:50:00 → RDU 2027-08-28 13:40:00; nonstop; 110 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $208.00

  • Frontier Airlines F91167 / F92779: RDU 2027-08-21 12:24:00 → MDW 2027-08-21 17:47:00; 1 stop(s) via ATL; 383 minutes. Local airport times.
    • F91167: RDU 2027-08-21 12:24:00 → ATL 2027-08-21 14:04:00; layover at ATL: 161 minutes.
    • F92779: ATL 2027-08-21 16:45:00 → MDW 2027-08-21 17:47:00.
  • Frontier Airlines F92292 / F94472: MDW 2027-08-28 06:08:00 → RDU 2027-08-28 14:10:00; 1 stop(s) via ATL; 422 minutes. Local airport times.
    • F92292: MDW 2027-08-28 06:08:00 → ATL 2027-08-28 09:31:00; layover at ATL: 193 minutes.
    • F94472: ATL 2027-08-28 12:44:00 → RDU 2027-08-28 14:10:00.

2027-08-21 → 2027-08-28 · $338.00

  • Delta Air Lines DL2164 / DL4677: RDU 2027-08-21 12:56:00 → MDW 2027-08-21 18:01:00; 1 stop(s) via DTW; 365 minutes. Local airport times.
    • DL2164: RDU 2027-08-21 12:56:00 → DTW 2027-08-21 14:49:00; layover at DTW: 171 minutes.
    • DL4677: DTW 2027-08-21 17:40:00 → MDW 2027-08-21 18:01:00.
  • Delta Air Lines DL4711 / DL1407: MDW 2027-08-28 09:30:00 → RDU 2027-08-28 16:34:00; 1 stop(s) via DTW; 364 minutes. Local airport times.
    • DL4711: MDW 2027-08-28 09:30:00 → DTW 2027-08-28 11:45:00; layover at DTW: 185 minutes.
    • DL1407: DTW 2027-08-28 14:50:00 → RDU 2027-08-28 16:34:00.

2027-08-21 → 2027-08-28 · $308.00

  • Southwest Airlines WN2088: RDU 2027-08-21 13:50:00 → MDW 2027-08-21 14:50:00; nonstop; 120 minutes. Local airport times.
  • Southwest Airlines WN1525: MDW 2027-08-28 10:50:00 → RDU 2027-08-28 13:40:00; nonstop; 110 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $298.00

  • Southwest Airlines WN237 / WN651: RDU 2027-08-21 16:20:00 → MDW 2027-08-21 21:05:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
    • WN237: RDU 2027-08-21 16:20:00 → BNA 2027-08-21 17:00:00; layover at BNA: 150 minutes.
    • WN651: BNA 2027-08-21 19:30:00 → MDW 2027-08-21 21:05:00.
  • Southwest Airlines WN1525: MDW 2027-08-28 10:50:00 → RDU 2027-08-28 13:40:00; nonstop; 110 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $298.00

  • Southwest Airlines WN697 / WN1071: RDU 2027-08-21 11:30:00 → MDW 2027-08-21 16:30:00; 1 stop(s) via BWI; 360 minutes. Local airport times.
    • WN697: RDU 2027-08-21 11:30:00 → BWI 2027-08-21 12:30:00; layover at BWI: 175 minutes.
    • WN1071: BWI 2027-08-21 15:25:00 → MDW 2027-08-21 16:30:00.
  • Southwest Airlines WN1525: MDW 2027-08-28 10:50:00 → RDU 2027-08-28 13:40:00; nonstop; 110 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $298.00

  • Southwest Airlines WN3622 / WN287: RDU 2027-08-21 06:05:00 → MDW 2027-08-21 12:05:00; 1 stop(s) via STL; 420 minutes. Local airport times.
    • WN3622: RDU 2027-08-21 06:05:00 → STL 2027-08-21 07:20:00; layover at STL: 215 minutes.
    • WN287: STL 2027-08-21 10:55:00 → MDW 2027-08-21 12:05:00.
  • Southwest Airlines WN1525: MDW 2027-08-28 10:50:00 → RDU 2027-08-28 13:40:00; nonstop; 110 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $338.00

  • Delta Air Lines DL1552 / DL1063: RDU 2027-08-21 05:07:00 → MDW 2027-08-21 10:00:00; 1 stop(s) via ATL; 353 minutes. Local airport times.
    • DL1552: RDU 2027-08-21 05:07:00 → ATL 2027-08-21 06:39:00; layover at ATL: 136 minutes.
    • DL1063: ATL 2027-08-21 08:55:00 → MDW 2027-08-21 10:00:00.
  • Delta Air Lines DL4711 / DL1407: MDW 2027-08-28 09:30:00 → RDU 2027-08-28 16:34:00; 1 stop(s) via DTW; 364 minutes. Local airport times.
    • DL4711: MDW 2027-08-28 09:30:00 → DTW 2027-08-28 11:45:00; layover at DTW: 185 minutes.
    • DL1407: DTW 2027-08-28 14:50:00 → RDU 2027-08-28 16:34:00.

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