Cheap flights from Chicago Midway to Washington Reagan
Chicago Midway to Washington Reagan (MDW → DCA). We are tracking 9 fares on this route.
Cheapest tracked fare $81 · typical price $130 · you save about $49 (38%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
Southwest Airlines
2026-10-08
Direct
$81
Southwest Airlines
2026-09-15
Direct
$85
Southwest Airlines
2026-09-17
Direct
$85
Southwest Airlines
2026-09-22
Direct
$85
Southwest Airlines
2026-10-07
Direct
$85
Southwest Airlines
2026-10-26
Direct
$88
Southwest Airlines
2026-10-28
Direct
$88
Southwest Airlines
2026-09-23
Direct
$91
Southwest Airlines
2026-09-16
1 stop
$100
Could you save more?
The airport you were going to fly from is often not the cheapest one. Compare every airport in a region against each other, or check whether a multi-day stopover beats the direct fare.
How cheap can flights from Chicago Midway to Washington Reagan get?
The cheapest fare we have tracked on this route is $81, compared with a typical $130 for a trip of this distance.
Is it cheaper to fly to Washington Reagan from a different airport?
Often, yes. Fares out of secondary airports are frequently cheaper than the obvious hub, but they are the ones most likely to be missing from a normal search. Our reverse search compares every airport in a region against each other so the cheaper departure point is not hidden.
Could a stopover make Chicago Midway to Washington Reagan cheaper?
Sometimes. On thin long-haul routes a two-leg trip with a multi-day stopover can beat the direct fare, and occasionally a direct fare is not sold at all. Our detour search prices those routings against the direct flight.