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 is served by 4 airlines with nonstop service. Delta Air Lines, United Airlines and Southwest Airlines lead the route. The flight covers 576 miles in approximately 2h 20m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| DL Delta Air Lines | 1 | – | – | SkyTeam | – | |
| UA United Airlines | 1 | 7M9 | 2h20 | Star Alliance | – | |
| TWY TWY | 0 | – | – | – | – | |
| WN Southwest Airlines | 0 | – | – | – | – |
Weekly Schedule Pattern
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 | 4 | 3 | 8 |
| Weekly flights | 1 | 79 | 71 |
| Flight time | 2h 20m | 1h 54m | 1h 52m |
| Departure OTP | 75% | – | – |
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) are connected by nonstop service from Delta Air Lines, United Airlines and Southwest Airlines. With 1 weekly departures, this is a regularly served route.
IAD to MDW Flight Duration and Schedule
Nonstop flight time from IAD to MDW is about 2 hours 20 minutes gate to gate. The route covers a distance of 576 miles (927 km). There are approximately 1 weekly flights outbound and 3 return, totaling 4 flights per week in both directions.
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).