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Washington → Chicago

Jan 22, 2027 · return Feb 5, 2027

DCA → MDW1 adulteconomyRound trip

5 flight options · 2 airlines

Nonstop flights

Fri, Jan 22 – Fri, Feb 5

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

Round-trip total · 1 adult · Taxes included

Fri, Jan 22 – Fri, Feb 5

Southwest Airlines
6:50 pmDCA
2h 10m
Nonstop
8:00 pmMDW
Southwest Airlines
1:30 pmMDW
1h 45m
Nonstop
4:15 pmDCA

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Jan 22 – Fri, Feb 5

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

Fri, Jan 22 – Fri, Feb 5

Southwest Airlines
12:35 pmDCA
4h 40m
BNA · 1h 15m
4:15 pmMDW
Southwest Airlines
1:30 pmMDW
1h 45m
Nonstop
4:15 pmDCA

Round-trip total · 1 adult · Taxes included

Fri, Jan 22 – Fri, Feb 5

Southwest Airlines
6:55 pmDCA
5h 5m
STL · 1h 25m
11:00 pmMDW
Southwest Airlines
1:30 pmMDW
1h 45m
Nonstop
4:15 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)
2027-01-22 → 2027-02-05Southwest AirlinesWN1534 / WN3593$275.502026-10-29T01:02:29Z
2027-01-22 → 2027-02-05Delta Air LinesDL1558 + DL4688 / DL4688 + DL2030$332.502026-10-29T01:02:29Z
2027-01-22 → 2027-02-05Southwest AirlinesWN1364 / WN3593$275.502026-10-29T01:02:29Z
2027-01-22 → 2027-02-05Southwest AirlinesWN1515 + WN2062 / WN3593$280.252026-10-29T01:02:29Z
2027-01-22 → 2027-02-05Southwest AirlinesWN1548 + WN4770 / WN3593$280.252026-10-29T01:02:29Z

2027-01-22 → 2027-02-05 · $275.50

  • Southwest Airlines WN1534: DCA 2027-01-22 11:50:00 → MDW 2027-01-22 12:55:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN3593: MDW 2027-02-05 13:30:00 → DCA 2027-02-05 16:15:00; nonstop; 105 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $332.50

  • Delta Air Lines DL1558 / DL4688: DCA 2027-01-22 09:45:00 → MDW 2027-01-22 13:01:00; 1 stop(s) via DTW; 256 minutes. Local airport times.
    • DL1558: DCA 2027-01-22 09:45:00 → DTW 2027-01-22 11:22:00; layover at DTW: 82 minutes.
    • DL4688: DTW 2027-01-22 12:44:00 → MDW 2027-01-22 13:01:00.
  • Delta Air Lines DL4688 / DL2030: MDW 2027-02-05 13:31:00 → DCA 2027-02-05 18:39:00; 1 stop(s) via DTW; 248 minutes. Local airport times.
    • DL4688: MDW 2027-02-05 13:31:00 → DTW 2027-02-05 15:44:00; layover at DTW: 83 minutes.
    • DL2030: DTW 2027-02-05 17:07:00 → DCA 2027-02-05 18:39:00.

2027-01-22 → 2027-02-05 · $275.50

  • Southwest Airlines WN1364: DCA 2027-01-22 18:50:00 → MDW 2027-01-22 20:00:00; nonstop; 130 minutes. Local airport times.
  • Southwest Airlines WN3593: MDW 2027-02-05 13:30:00 → DCA 2027-02-05 16:15:00; nonstop; 105 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $280.25

  • Southwest Airlines WN1515 / WN2062: DCA 2027-01-22 12:35:00 → MDW 2027-01-22 16:15:00; 1 stop(s) via BNA; 280 minutes. Local airport times.
    • WN1515: DCA 2027-01-22 12:35:00 → BNA 2027-01-22 13:30:00; layover at BNA: 75 minutes.
    • WN2062: BNA 2027-01-22 14:45:00 → MDW 2027-01-22 16:15:00.
  • Southwest Airlines WN3593: MDW 2027-02-05 13:30:00 → DCA 2027-02-05 16:15:00; nonstop; 105 minutes. Local airport times.

2027-01-22 → 2027-02-05 · $280.25

  • Southwest Airlines WN1548 / WN4770: DCA 2027-01-22 18:55:00 → MDW 2027-01-22 23:00:00; 1 stop(s) via STL; 305 minutes. Local airport times.
    • WN1548: DCA 2027-01-22 18:55:00 → STL 2027-01-22 20:25:00; layover at STL: 85 minutes.
    • WN4770: STL 2027-01-22 21:50:00 → MDW 2027-01-22 23:00:00.
  • Southwest Airlines WN3593: MDW 2027-02-05 13:30:00 → DCA 2027-02-05 16:15:00; nonstop; 105 minutes. Local airport times.

More dates for this route