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Washington → Chicago

Dec 28, 2026 · return Jan 11, 2027

DCA → MDW1 adulteconomyRound trip

4 flight options · 2 airlines

One-stop flights

Mon, Dec 28 – Mon, Jan 11

Southwest Airlines
11:50 amDCA
2h 5m
Nonstop
12:55 pmMDW
Southwest Airlines
8:15 amMDW
4h 30m
CMH · 2h
1:45 pmDCA

Round-trip total · 1 adult · Taxes included

Mon, Dec 28 – Mon, Jan 11

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

Mon, Dec 28 – Mon, Jan 11

Southwest Airlines
6:55 pmDCA
5h 5m
STL · 1h 25m
11:00 pmMDW
Southwest Airlines
8:15 amMDW
4h 30m
CMH · 2h
1:45 pmDCA

Round-trip total · 1 adult · Taxes included

Mon, Dec 28 – Mon, Jan 11

Southwest Airlines
12:35 pmDCA
4h 40m
BNA · 1h 15m
4:15 pmMDW
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)
2026-12-28 → 2027-01-11Southwest AirlinesWN1534 / WN2910 + WN523$323.752026-10-29T01:02:29Z
2026-12-28 → 2027-01-11Delta Air LinesDL1558 + DL4688 / DL4688 + DL2030$385.002026-10-29T01:02:29Z
2026-12-28 → 2027-01-11Southwest AirlinesWN1548 + WN4770 / WN2910 + WN523$330.002026-10-29T01:02:29Z
2026-12-28 → 2027-01-11Southwest AirlinesWN1515 + WN2062 / WN2910 + WN523$330.002026-10-29T01:02:29Z

2026-12-28 → 2027-01-11 · $323.75

  • Southwest Airlines WN1534: DCA 2026-12-28 11:50:00 → MDW 2026-12-28 12:55:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN2910 / WN523: MDW 2027-01-11 08:15:00 → DCA 2027-01-11 13:45:00; 1 stop(s) via CMH; 270 minutes. Local airport times.
    • WN2910: MDW 2027-01-11 08:15:00 → CMH 2027-01-11 10:30:00; layover at CMH: 120 minutes.
    • WN523: CMH 2027-01-11 12:30:00 → DCA 2027-01-11 13:45:00.

2026-12-28 → 2027-01-11 · $385.00

  • Delta Air Lines DL1558 / DL4688: DCA 2026-12-28 09:45:00 → MDW 2026-12-28 13:01:00; 1 stop(s) via DTW; 256 minutes. Local airport times.
    • DL1558: DCA 2026-12-28 09:45:00 → DTW 2026-12-28 11:22:00; layover at DTW: 82 minutes.
    • DL4688: DTW 2026-12-28 12:44:00 → MDW 2026-12-28 13:01:00.
  • Delta Air Lines DL4688 / DL2030: MDW 2027-01-11 13:31:00 → DCA 2027-01-11 18:39:00; 1 stop(s) via DTW; 248 minutes. Local airport times.
    • DL4688: MDW 2027-01-11 13:31:00 → DTW 2027-01-11 15:44:00; layover at DTW: 83 minutes.
    • DL2030: DTW 2027-01-11 17:07:00 → DCA 2027-01-11 18:39:00.

2026-12-28 → 2027-01-11 · $330.00

  • Southwest Airlines WN1548 / WN4770: DCA 2026-12-28 18:55:00 → MDW 2026-12-28 23:00:00; 1 stop(s) via STL; 305 minutes. Local airport times.
    • WN1548: DCA 2026-12-28 18:55:00 → STL 2026-12-28 20:25:00; layover at STL: 85 minutes.
    • WN4770: STL 2026-12-28 21:50:00 → MDW 2026-12-28 23:00:00.
  • Southwest Airlines WN2910 / WN523: MDW 2027-01-11 08:15:00 → DCA 2027-01-11 13:45:00; 1 stop(s) via CMH; 270 minutes. Local airport times.
    • WN2910: MDW 2027-01-11 08:15:00 → CMH 2027-01-11 10:30:00; layover at CMH: 120 minutes.
    • WN523: CMH 2027-01-11 12:30:00 → DCA 2027-01-11 13:45:00.

2026-12-28 → 2027-01-11 · $330.00

  • Southwest Airlines WN1515 / WN2062: DCA 2026-12-28 12:35:00 → MDW 2026-12-28 16:15:00; 1 stop(s) via BNA; 280 minutes. Local airport times.
    • WN1515: DCA 2026-12-28 12:35:00 → BNA 2026-12-28 13:30:00; layover at BNA: 75 minutes.
    • WN2062: BNA 2026-12-28 14:45:00 → MDW 2026-12-28 16:15:00.
  • Southwest Airlines WN2910 / WN523: MDW 2027-01-11 08:15:00 → DCA 2027-01-11 13:45:00; 1 stop(s) via CMH; 270 minutes. Local airport times.
    • WN2910: MDW 2027-01-11 08:15:00 → CMH 2027-01-11 10:30:00; layover at CMH: 120 minutes.
    • WN523: CMH 2027-01-11 12:30:00 → DCA 2027-01-11 13:45:00.

More dates for this route