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Cheap flights from Washington, D.C. Dulles Intl Airport to Chicago from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Washington, D.C. Dulles Intl Airport to Chicago departing on 4/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Washington, D.C. Dulles Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 11:37 am
IAD
-
ORD
6h 37m
1 stop
Frontier Logo
4:57 pm - 7:27 am
ORD
-
IAD
13h 30m
1 stop
$187Frontier
Fri, Apr 17 - Sun, Apr 19
Delta Logo
6:00 am - 10:19 am
IAD
-
ORD
5h 19m
1 stop
Delta Logo
5:04 pm - 11:03 pm
ORD
-
IAD
4h 59m
1 stop
$188Delta
Fri, Apr 24 - Mon, Apr 27
Frontier Logo
2:39 pm - 11:44 pm
IAD
-
ORD
10h 05m
1 stop
Frontier Logo
4:51 pm - 12:21 am
ORD
-
IAD
6h 30m
1 stop
$189Frontier
Mon, Mar 23 - Wed, Mar 25
Frontier Logo
7:00 am - 8:23 am
IAD
-
ORD
26h 23m
1 stop
Frontier Logo
7:47 pm - 12:21 am
ORD
-
IAD
27h 34m
1 stop
$190Frontier
Tue, Mar 17 - Tue, Mar 24
Frontier Logo
6:39 pm - 5:00 pm
IAD
-
ORD
47h 21m
2 stops
Frontier Logo
4:28 pm - 12:36 am
ORD
-
IAD
7h 08m
1 stop
$191Frontier
Sun, Apr 12 - Sat, Apr 18
Multiple Airlines Logo
6:00 am - 11:37 am
IAD
-
ORD
6h 37m
1 stop
Multiple Airlines Logo
2:09 pm - 12:36 am
ORD
-
IAD
9h 27m
2 stops
$192Multiple Airlines
Fri, Apr 17 - Tue, Apr 21
Frontier Logo
6:20 am - 10:39 pm
IAD
-
ORD
17h 19m
1 stop
Frontier Logo
10:45 am - 12:36 am
ORD
-
IAD
12h 51m
1 stop
$193Frontier
Sun, Apr 19 - Tue, Apr 21
Frontier Logo
6:10 am - 9:17 pm
IAD
-
ORD
16h 07m
2 stops
Frontier Logo
6:08 pm - 8:56 am
ORD
-
IAD
13h 48m
1 stop
$194Frontier
Thu, Apr 16 - Wed, Apr 22
Multiple Airlines Logo
7:00 am - 5:00 pm
IAD
-
ORD
11h 00m
1 stop
Multiple Airlines Logo
2:09 pm - 12:36 am
ORD
-
IAD
9h 27m
2 stops
$195Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
6:00 am - 11:32 am
IAD
-
ORD
6h 32m
1 stop
Multiple Airlines Logo
11:28 am - 12:36 am
ORD
-
IAD
12h 08m
1 stop
$196Multiple Airlines
Fri, Apr 24 - Sun, Apr 26

Frontier flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

Our best Frontier deals on Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flight tickets
Frontier
Apr 17
IAD6:00 amWashington, D.C. Dulles Intl
6h 37m
1 stop
ORD11:37 amChicago O'Hare Intl
Apr 19
ORD4:57 pmChicago O'Hare Intl
13h 30m
1 stop
IAD7:27 amWashington, D.C. Dulles Intl
$187
Frontier
Mar 23
IAD2:39 pmWashington, D.C. Dulles Intl
10h 05m
1 stop
ORD11:44 pmChicago O'Hare Intl
Mar 25
ORD4:51 pmChicago O'Hare Intl
6h 30m
1 stop
IAD12:21 amWashington, D.C. Dulles Intl
$189
Frontier
Mar 17
IAD7:00 amWashington, D.C. Dulles Intl
26h 23m
1 stop
ORD8:23 amChicago O'Hare Intl
Mar 24
ORD7:47 pmChicago O'Hare Intl
27h 34m
1 stop
IAD12:21 amWashington, D.C. Dulles Intl
$190

Delta flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

Our best Delta deals on Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flight tickets
Delta
Apr 24
IAD6:00 amWashington, D.C. Dulles Intl
5h 19m
1 stop
ORD10:19 amChicago O'Hare Intl
Apr 27
ORD5:04 pmChicago O'Hare Intl
4h 59m
1 stop
IAD11:03 pmWashington, D.C. Dulles Intl
$188
Delta
Mar 24
IAD5:32 pmWashington, D.C. Dulles Intl
3h 45m
1 stop
ORD8:17 pmChicago O'Hare Intl
Apr 1
ORD5:40 pmChicago O'Hare Intl
4h 19m
1 stop
IAD10:59 pmWashington, D.C. Dulles Intl
$217
Delta
Apr 8
IAD6:00 amWashington, D.C. Dulles Intl
4h 10m
1 stop
ORD9:10 amChicago O'Hare Intl
Apr 10
ORD5:40 pmChicago O'Hare Intl
4h 19m
1 stop
IAD10:59 pmWashington, D.C. Dulles Intl
$240

momondo Fare Finder

 
Customize your flight search to find flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 2, 2026.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 4/17

6:00 am-11:37 am

1 stop6h 37m

Chicago O'Hare Intl

Sun 4/19

4:57 pm-7:27 am

1 stop13h 30m

$187

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 4/24

6:00 am-10:19 am

1 stop5h 19m

Chicago O'Hare Intl

Mon 4/27

5:04 pm-11:03 pm

1 stop4h 59m

$188

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 3/23

2:39 pm-11:44 pm

1 stop10h 05m

Chicago O'Hare Intl

Wed 3/25

4:51 pm-12:21 am

1 stop6h 30m

$189

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 3/17

7:00 am-8:23 am

1 stop26h 23m

Chicago O'Hare Intl

Tue 3/24

7:47 pm-12:21 am

1 stop27h 34m

$190

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sun 4/12

6:39 pm-5:00 pm

2 stops47h 21m

Chicago O'Hare Intl

Sat 4/18

4:28 pm-12:36 am

1 stop7h 08m

$191

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 4/17

6:00 am-11:37 am

1 stop6h 37m

Chicago O'Hare Intl

Tue 4/21

2:09 pm-12:36 am

2 stops9h 27m

$192

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sun 4/19

6:20 am-10:39 pm

1 stop17h 19m

Chicago O'Hare Intl

Tue 4/21

10:45 am-12:36 am

1 stop12h 51m

$193

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 4/16

6:10 am-9:17 pm

2 stops16h 07m

Chicago O'Hare Intl

Wed 4/22

6:08 pm-8:56 am

1 stop13h 48m

$194

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 4/15

7:00 am-5:00 pm

1 stop11h 00m

Chicago O'Hare Intl

Wed 4/22

2:09 pm-12:36 am

2 stops9h 27m

$195

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Fri 4/24

6:00 am-11:32 am

1 stop6h 32m

Chicago O'Hare Intl

Sun 4/26

11:28 am-12:36 am

1 stop12h 08m

$196

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Washington, D.C. Dulles Intl Airport and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Washington, D.C. Dulles Intl Airport averaging around $294.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $389. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Washington, D.C. Dulles Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $531.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Washington, D.C. Dulles Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $376 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $437. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Washington, D.C. Dulles Intl to Chicago O'Hare Intl flight route?

Fly from Washington, D.C. Dulles Intl to Chicago O'Hare Intl for the best Washington, D.C. Dulles Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Washington, D.C. Dulles Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $349 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Washington, D.C. Dulles Intl Airport for as low as $199 on momondo.

What cabin class options are available on Washington, D.C. Dulles Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Washington, D.C. Dulles Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of March 2026, prices for Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flights are approximately 11% more expensive when compared to flights at the same time last year.

When to book flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport (IAD to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

Best Price Found

$173

Fastest flight time

2h 11m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Washington, D.C. Dulles Intl Airport in the past 72 hours is $173. The best round-trip flight deal from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $336.
The fastest flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport takes 2h 11m
Direct flights go from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Washington, D.C. Dulles Intl to Chicago O'Hare Intl by plane?

    The straight-line distance from Washington, D.C. Dulles Intl to Chicago O'Hare Intl is 587.2 mi. By plane, this route typically takes 2h 11m.

  • When did momondo last update prices for flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport?

Best airlines flying from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $106Free CancellationRating
5.7
3,041 reviews
Search Frontier flights
United AirlinesPriceFrom $202Free CancellationRating
7.4
9,375 reviews
Search United Airlines flights

  • United Airlines Flights From Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

    Across 15 United Airlines flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport this week, the average price was $343, with the best United Airlines deals starting from $202 round-trip. 9,375 users have rated United Airlines on momondo, with an average score of 7.4/10.

Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from Washington, D.C. to Chicago?

It is quick and easy to find Washington, D.C. to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Washington, D.C. to Chicago with flexible booking policies on momondo?

Flights from Washington, D.C. to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Washington, D.C. to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Washington, D.C..

I’m not ready to book a flight from Washington, D.C. to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Washington, D.C. are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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