Dulles to Chicago (IAD–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
IAD–MDW had nonstop service from Delta Air Lines, United Airlines and Southwest Airlines, last on the schedule in September 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 576 miles in 1h 24m.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| DL Delta Air Lines | 0 | – | – | SkyTeam | – | |
| TWY TWY | 0 | – | – | – | – | |
| UA United Airlines | 0 | – | – | Star Alliance | – | |
| WN Southwest Airlines | 0 | – | – | – | – |
Connection Landscape
On-Time Performance
Other ways to reach Chicago from Dulles
| Metric | IAD→MDW | DCA→MDW | BWI→MDW |
|---|---|---|---|
| Distance from IAD | – | 23 mi | 45 mi |
| Nonstop airlines | – | 3 | 8 |
| Weekly flights | – | 83 | 88 |
| Flight time | 1h 24m | 1h 55m | 1h 55m |
| Departure OTP | 92% | – | – |
Travel Essentials
IAD: EDT · MDW: CDT
When it's 6:00 PM in Dulles, it's 5:00 PM in Chicago.
WMATA Silver Line Metro now reaches Dulles directly; take Silver Line to Washington Dulles Airport station (about 65 min from Metro Center, ~$7). The connection opened in late 2022.Ride-shares from downtown DC run $35–60 and take 35–50 minutes via I-66 (longer during peak hours). Washington Flyer coach to Wiehle-Reston East Metro costs $6. The airport is 27 miles from downtown; taxis are expensive ($60–80).
IAD–MDW Quick Facts
Frequently Asked Questions
Flights from IAD to MDW
Washington Dulles International Airport (IAD) and Chicago Midway International Airport (MDW) had nonstop service from Delta Air Lines, United Airlines and Southwest Airlines, last on the schedule in September 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.
IAD to MDW Flight Duration and Schedule
Nonstop flight time from IAD to MDW is about 1 hours 24 minutes gate to gate. The route covers a distance of 576 miles (927 km).
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Pittsburgh, John Glenn Columbus and Detroit Metropolitan Wayne County. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Washington (DCA), Baltimore (BWI) and Charlottesville (CHO).