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Raleigh/Durham → Chicago

Dec 21, 2026 · one way

RDU → MDW1 adulteconomyOne way

8 flight options · 3 airlines

Nonstop flights

Mon, Dec 21 · One way

Southwest Airlines
1:50 pmRDU
2h
Nonstop
2:50 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
7:35 pmRDU
2h
Nonstop
8:35 pmMDW

One-way total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 · One way

Frontier Airlines
12:24 pmRDU
6h 23m
ATL · 2h 41m
5:47 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Delta Air Lines
12:56 pmRDU
6h 5m
DTW · 2h 51m
6:01 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
11:30 amRDU
6h
BWI · 2h 55m
4:30 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
4:20 pmRDU
5h 45m
BNA · 2h 30m
9:05 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Southwest Airlines
6:05 amRDU
7h
STL · 3h 35m
12:05 pmMDW

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Delta Air Lines
5:07 amRDU
5h 53m
ATL · 2h 16m
10:00 amMDW

One-way 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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More dates

All dates for this routeOct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 13, 2026 → Nov 16, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 11, 2026 → Dec 14, 2026Dec 12, 2026 → Dec 19, 2026Dec 22, 2026 → Dec 27, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Dec 30, 2026 → Jan 2, 2027Jan 8, 2027 → Jan 11, 2027Jan 9, 2027 → Jan 16, 2027Jan 15, 2027 → Jan 18, 2027Jan 22, 2027 → Jan 25, 2027Jan 23, 2027 → Jan 30, 2027Feb 5, 2027 → Feb 8, 2027Feb 6, 2027 → Feb 13, 2027Feb 12, 2027 → Feb 15, 2027Mar 5, 2027 → Mar 8, 2027Mar 6, 2027 → Mar 13, 2027Mar 25, 2027 → Mar 29, 2027Apr 2, 2027 → Apr 5, 2027Apr 3, 2027 → Apr 10, 2027Apr 30, 2027 → May 3, 2027May 1, 2027 → May 8, 2027May 28, 2027 → May 31, 2027May 29, 2027 → Jun 5, 2027Jun 25, 2027 → Jun 28, 2027Jun 26, 2027 → Jul 3, 2027Jul 2, 2027 → Jul 6, 2027Jul 23, 2027 → Jul 26, 2027Jul 24, 2027 → Jul 31, 2027Aug 20, 2027 → Aug 23, 2027Aug 21, 2027 → Aug 28, 2027Sep 3, 2027 → Sep 6, 2027Sep 17, 2027 → Sep 20, 2027Oct 30, 2026 · One way
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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 · one waySouthwest AirlinesWN2088$194.602026-10-29T01:02:46Z
2026-12-21 · one wayFrontier AirlinesF91167 + F92779$124.602026-10-29T01:02:46Z
2026-12-21 · one wayDelta Air LinesDL2164 + DL4677$222.602026-10-29T01:02:46Z
2026-12-21 · one waySouthwest AirlinesWN2321$194.602026-10-29T01:02:46Z
2026-12-21 · one waySouthwest AirlinesWN697 + WN1071$180.602026-10-29T01:02:46Z
2026-12-21 · one waySouthwest AirlinesWN237 + WN651$180.602026-10-29T01:02:46Z
2026-12-21 · one waySouthwest AirlinesWN3622 + WN287$180.602026-10-29T01:02:46Z
2026-12-21 · one wayDelta Air LinesDL1552 + DL1063$222.602026-10-29T01:02:46Z

2026-12-21 · one way · $194.60

  • Southwest Airlines WN2088: RDU 2026-12-21 13:50:00 → MDW 2026-12-21 14:50:00; nonstop; 120 minutes. Local airport times.

2026-12-21 · one way · $124.60

  • Frontier Airlines F91167 / F92779: RDU 2026-12-21 12:24:00 → MDW 2026-12-21 17:47:00; 1 stop(s) via ATL; 383 minutes. Local airport times.
    • F91167: RDU 2026-12-21 12:24:00 → ATL 2026-12-21 14:04:00; layover at ATL: 161 minutes.
    • F92779: ATL 2026-12-21 16:45:00 → MDW 2026-12-21 17:47:00.

2026-12-21 · one way · $222.60

  • Delta Air Lines DL2164 / DL4677: RDU 2026-12-21 12:56:00 → MDW 2026-12-21 18:01:00; 1 stop(s) via DTW; 365 minutes. Local airport times.
    • DL2164: RDU 2026-12-21 12:56:00 → DTW 2026-12-21 14:49:00; layover at DTW: 171 minutes.
    • DL4677: DTW 2026-12-21 17:40:00 → MDW 2026-12-21 18:01:00.

2026-12-21 · one way · $194.60

  • Southwest Airlines WN2321: RDU 2026-12-21 19:35:00 → MDW 2026-12-21 20:35:00; nonstop; 120 minutes. Local airport times.

2026-12-21 · one way · $180.60

  • Southwest Airlines WN697 / WN1071: RDU 2026-12-21 11:30:00 → MDW 2026-12-21 16:30:00; 1 stop(s) via BWI; 360 minutes. Local airport times.
    • WN697: RDU 2026-12-21 11:30:00 → BWI 2026-12-21 12:30:00; layover at BWI: 175 minutes.
    • WN1071: BWI 2026-12-21 15:25:00 → MDW 2026-12-21 16:30:00.

2026-12-21 · one way · $180.60

  • Southwest Airlines WN237 / WN651: RDU 2026-12-21 16:20:00 → MDW 2026-12-21 21:05:00; 1 stop(s) via BNA; 345 minutes. Local airport times.
    • WN237: RDU 2026-12-21 16:20:00 → BNA 2026-12-21 17:00:00; layover at BNA: 150 minutes.
    • WN651: BNA 2026-12-21 19:30:00 → MDW 2026-12-21 21:05:00.

2026-12-21 · one way · $180.60

  • Southwest Airlines WN3622 / WN287: RDU 2026-12-21 06:05:00 → MDW 2026-12-21 12:05:00; 1 stop(s) via STL; 420 minutes. Local airport times.
    • WN3622: RDU 2026-12-21 06:05:00 → STL 2026-12-21 07:20:00; layover at STL: 215 minutes.
    • WN287: STL 2026-12-21 10:55:00 → MDW 2026-12-21 12:05:00.

2026-12-21 · one way · $222.60

  • Delta Air Lines DL1552 / DL1063: RDU 2026-12-21 05:07:00 → MDW 2026-12-21 10:00:00; 1 stop(s) via ATL; 353 minutes. Local airport times.
    • DL1552: RDU 2026-12-21 05:07:00 → ATL 2026-12-21 06:39:00; layover at ATL: 136 minutes.
    • DL1063: ATL 2026-12-21 08:55:00 → MDW 2026-12-21 10:00:00.

More dates for this route