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Washington → Chicago

Dec 12, 2026 · return Dec 22, 2026

DCA → MDW1 adulteconomyRound trip

6 flight options · 2 airlines

Nonstop flights

Sat, Dec 12 – Tue, Dec 22

Southwest Airlines
6:00 amDCA
2h 5m
Nonstop
7:05 amMDW
Southwest Airlines
8:35 pmMDW
1h 45m
Nonstop
11:20 pmDCA

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Tue, Dec 22

Southwest Airlines
6:40 pmDCA
2h 10m
Nonstop
7:50 pmMDW
Southwest Airlines
8:35 pmMDW
1h 45m
Nonstop
11:20 pmDCA

Round-trip total · 1 adult · Taxes included

One-stop flights

Sat, Dec 12 – Tue, Dec 22

Delta Air Lines
9:45 amDCA
4h 16m
DTW · 1h 22m
1:01 pmMDW
Delta Air Lines
1:31 pmMDW
4h 8m
DTW · 1h 23m
6:39 pmDCA

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Tue, Dec 22

Southwest Airlines
6:55 pmDCA
5h 5m
STL · 1h 25m
11:00 pmMDW
Southwest Airlines
8:35 pmMDW
1h 45m
Nonstop
11:20 pmDCA

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Tue, Dec 22

Southwest Airlines
12:35 pmDCA
4h 40m
BNA · 1h 15m
4:15 pmMDW
Southwest Airlines
8:35 pmMDW
1h 45m
Nonstop
11:20 pmDCA

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Tue, Dec 22

Southwest Airlines
6:10 amDCA
2h 5m
Nonstop
7:15 amMDW
Southwest Airlines
8:15 amMDW
4h 30m
CMH · 2h
1:45 pmDCA

Round-trip total · 1 adult · Taxes included

Make this trip yours

DCA ⇄ 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 routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 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)
2026-12-12 → 2026-12-22Southwest AirlinesWN1532 / WN1419$326.252026-10-29T01:02:29Z
2026-12-12 → 2026-12-22Delta Air LinesDL1558 + DL4688 / DL4688 + DL2030$393.752026-10-29T01:02:29Z
2026-12-12 → 2026-12-22Southwest AirlinesWN3718 / WN1419$326.252026-10-29T01:02:29Z
2026-12-12 → 2026-12-22Southwest AirlinesWN1548 + WN4770 / WN1419$331.252026-10-29T01:02:29Z
2026-12-12 → 2026-12-22Southwest AirlinesWN1515 + WN2062 / WN1419$331.252026-10-29T01:02:29Z
2026-12-12 → 2026-12-22Southwest AirlinesWN1532 / WN2910 + WN523$332.502026-10-29T01:02:29Z

2026-12-12 → 2026-12-22 · $326.25

  • Southwest Airlines WN1532: DCA 2026-12-12 06:00:00 → MDW 2026-12-12 07:05:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN1419: MDW 2026-12-22 20:35:00 → DCA 2026-12-22 23:20:00; nonstop; 105 minutes. Local airport times.

2026-12-12 → 2026-12-22 · $393.75

  • Delta Air Lines DL1558 / DL4688: DCA 2026-12-12 09:45:00 → MDW 2026-12-12 13:01:00; 1 stop(s) via DTW; 256 minutes. Local airport times.
    • DL1558: DCA 2026-12-12 09:45:00 → DTW 2026-12-12 11:22:00; layover at DTW: 82 minutes.
    • DL4688: DTW 2026-12-12 12:44:00 → MDW 2026-12-12 13:01:00.
  • Delta Air Lines DL4688 / DL2030: MDW 2026-12-22 13:31:00 → DCA 2026-12-22 18:39:00; 1 stop(s) via DTW; 248 minutes. Local airport times.
    • DL4688: MDW 2026-12-22 13:31:00 → DTW 2026-12-22 15:44:00; layover at DTW: 83 minutes.
    • DL2030: DTW 2026-12-22 17:07:00 → DCA 2026-12-22 18:39:00.

2026-12-12 → 2026-12-22 · $326.25

  • Southwest Airlines WN3718: DCA 2026-12-12 18:40:00 → MDW 2026-12-12 19:50:00; nonstop; 130 minutes. Local airport times.
  • Southwest Airlines WN1419: MDW 2026-12-22 20:35:00 → DCA 2026-12-22 23:20:00; nonstop; 105 minutes. Local airport times.

2026-12-12 → 2026-12-22 · $331.25

  • Southwest Airlines WN1548 / WN4770: DCA 2026-12-12 18:55:00 → MDW 2026-12-12 23:00:00; 1 stop(s) via STL; 305 minutes. Local airport times.
    • WN1548: DCA 2026-12-12 18:55:00 → STL 2026-12-12 20:25:00; layover at STL: 85 minutes.
    • WN4770: STL 2026-12-12 21:50:00 → MDW 2026-12-12 23:00:00.
  • Southwest Airlines WN1419: MDW 2026-12-22 20:35:00 → DCA 2026-12-22 23:20:00; nonstop; 105 minutes. Local airport times.

2026-12-12 → 2026-12-22 · $331.25

  • Southwest Airlines WN1515 / WN2062: DCA 2026-12-12 12:35:00 → MDW 2026-12-12 16:15:00; 1 stop(s) via BNA; 280 minutes. Local airport times.
    • WN1515: DCA 2026-12-12 12:35:00 → BNA 2026-12-12 13:30:00; layover at BNA: 75 minutes.
    • WN2062: BNA 2026-12-12 14:45:00 → MDW 2026-12-12 16:15:00.
  • Southwest Airlines WN1419: MDW 2026-12-22 20:35:00 → DCA 2026-12-22 23:20:00; nonstop; 105 minutes. Local airport times.

2026-12-12 → 2026-12-22 · $332.50

  • Southwest Airlines WN1532: DCA 2026-12-12 06:10:00 → MDW 2026-12-12 07:15:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN2910 / WN523: MDW 2026-12-22 08:15:00 → DCA 2026-12-22 13:45:00; 1 stop(s) via CMH; 270 minutes. Local airport times.
    • WN2910: MDW 2026-12-22 08:15:00 → CMH 2026-12-22 10:30:00; layover at CMH: 120 minutes.
    • WN523: CMH 2026-12-22 12:30:00 → DCA 2026-12-22 13:45:00.

More dates for this route