For a smooth departure from IAD, use the Aerotrain for quick access to concourses, but allow extra time for long walks to gates.

Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $141 (Kiwi.com) |
One-way from | $64 (United Airlines) |
Popular in | February |
Cheapest in | September |
Average price | $387 |
Good round-trip deal | $334 or less |
Good one-way deal | $209 or less |
Fly from
Fly to
Route
Depart
Return
Price
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
mar. 1/20
8:20 am-9:43 am
Nonstop2h 23m
Chicago O'Hare Intl
lun. 1/26
1:00 pm-4:00 pm
Nonstop2h 00m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
jue. 2/26
10:30 pm-11:43 pm
Nonstop2h 13m
Chicago O'Hare Intl
lun. 3/2
1:02 pm-4:05 pm
Nonstop2h 03m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
jue. 1/8
10:28 pm-11:39 pm
Nonstop2h 11m
Chicago O'Hare Intl
lun. 1/12
2:35 pm-5:35 pm
Nonstop2h 00m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
mar. 1/13
6:00 am-9:41 am
1 stop4h 41m
Chicago O'Hare Intl
mié. 1/14
6:50 am-11:49 am
1 stop3h 59m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
vie. 1/30
6:00 am-10:05 am
1 stop5h 05m
Chicago O'Hare Intl
sáb. 1/31
6:50 am-11:49 am
1 stop3h 59m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
vie. 1/30
12:32 pm-6:45 pm
1 stop7h 13m
Chicago O'Hare Intl
lun. 2/2
7:05 am-2:45 pm
1 stop6h 40m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
jue. 1/29
6:00 am-10:05 am
1 stop5h 05m
Chicago O'Hare Intl
lun. 2/2
10:35 am-4:46 pm
1 stop5h 11m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
sáb. 2/28
5:11 pm-8:44 pm
1 stop4h 33m
Chicago O'Hare Intl
mar. 3/3
5:37 pm-11:09 pm
1 stop4h 32m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
mié. 1/28
12:40 pm-4:55 pm
1 stop5h 15m
Chicago O'Hare Intl
dom. 2/1
7:05 am-2:45 pm
1 stop6h 40m
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
vie. 1/23
6:00 am-10:07 am
1 stop5h 07m
Chicago O'Hare Intl
dom. 1/25
5:25 pm-11:06 pm
1 stop4h 41m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
The price you pay for your flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 81 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, April is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport (average of $143). Flying from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $244). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s optimal to fly from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport in the evening. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight in the afternoon.
Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Food
Crew
Overall
Entertainment
Comfort
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Food
Crew
Overall
Entertainment
Comfort
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Food
Crew
Overall
Entertainment
Comfort
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$122 | Average$206 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$207 | Average$331 | FlexibilityNo cancel fee | On-time69% |