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Cheap flights from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport from $55

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 O'Hare Intl Airport departing on 5/8. 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

These are some of the best round-trip flight deals from Washington, D.C. Dulles Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Washington, D.C. Dulles Intl Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Washington, D.C. Dulles Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Washington, D.C. Dulles Intl Airport to Chicago

Find recent round-trip train or bus tickets from Washington, D.C. Dulles Intl Airport to Chicago.

All round-trip flight deals from Washington, D.C. Dulles Intl Airport to Chicago

The cheapest plane tickets from Washington, D.C. Dulles Intl Airport to Chicago found on KAYAK recently.
3:04 pm - 10:25 pmIAD-ORD
8h 21m1 stop
8:33 am - 2:39 pmORD-IAD
5h 06m1 stop
$109Frontier
Find Deal
Sat, Mar 1 - Wed, Mar 5
3:04 pm - 10:25 pmIAD-ORD
8h 21m1 stop
10:20 am - 5:13 pmORD-IAD
5h 53m1 stop
$110Frontier
Find Deal
Sat, Feb 22 - Sat, Mar 1
9:44 am - 4:31 pmIAD-ORD
7h 47m1 stop
4:58 pm - 4:55 pmORD-IAD
22h 57m1 stop
$112Frontier
Find Deal
Sat, Feb 22 - Mon, Feb 24
1:15 pm - 2:34 pmIAD-ORD
2h 19mnonstop
4:10 pm - 7:01 pmORD-IAD
1h 51mnonstop
$179United Airlines
Find Deal
Wed, Feb 12 - Sat, Feb 15
5:45 pm - 9:43 pmIAD-ORD
4h 58m1 stop
6:14 pm - 9:09 pmORD-IAD
1h 55mnonstop
$189United Airlines
Find Deal
Wed, Feb 12 - Sat, Feb 15
6:00 am - 9:16 amIAD-ORD
4h 16m1 stop
6:45 am - 11:48 amORD-IAD
4h 03m1 stop
$217Delta
Find Deal
Wed, Feb 12 - Wed, Feb 19
6:00 am - 9:16 amIAD-ORD
4h 16m1 stop
10:10 am - 3:50 pmORD-IAD
4h 40m1 stop
$218Delta
Find Deal
Thu, Feb 13 - Sat, Feb 22
11:05 am - 5:35 pmIAD-ORD
7h 30m1 stop
8:05 pm - 11:07 amORD-IAD
14h 02m1 stop
$265Sun Country Air
Find Deal
Thu, Apr 3 - Sun, Apr 6
12:40 pm - 7:11 pmIAD-ORD
7h 31m1 stop
8:10 pm - 11:43 amORD-IAD
14h 33m1 stop
$325Sun Country Air
Find Deal
Sun, Jun 22 - Fri, Jun 27
6:18 am - 3:21 pmIAD-ORD
10h 03m1 stop
4:45 pm - 11:57 pmORD-IAD
6h 12m1 stop
$408American Airlines
Find Deal
Fri, Apr 11 - Fri, Apr 11
5:26 pm - 11:32 pmIAD-ORD
7h 06m1 stop
$55Frontier
Find Deal
Thu, May 8
10:09 am - 4:38 pmIAD-ORD
7h 29m1 stop
$56Frontier
Find Deal
Tue, Mar 18
8:11 pm - 7:28 amIAD-ORD
12h 17m1 stop
$60Frontier
Find Deal
Tue, Mar 4
12:45 pm - 2:03 pmIAD-ORD
2h 18mnonstop
$90United Airlines
Find Deal
Wed, Feb 19
5:45 pm - 9:43 pmIAD-ORD
4h 58m1 stop
$100United Airlines
Find Deal
Wed, Feb 12
6:00 am - 9:16 amIAD-ORD
4h 16m1 stop
$109Delta
Find Deal
Wed, Feb 12
12:29 pm - 6:25 pmIAD-ORD
6h 56m1 stop
$110Delta
Find Deal
Mon, Mar 3
12:45 pm - 7:09 pmIAD-ORD
7h 24m1 stop
$120Sun Country Air
Find Deal
Mon, Jun 2
12:37 pm - 6:19 pmIAD-ORD
6h 42m1 stop
$123Sun Country Air
Find Deal
Thu, Apr 24
5:00 am - 8:49 amIAD-ORD
4h 49m1 stop
$215American Airlines
Find Deal
Fri, May 2
8:15 am - 1:50 pmIAD-ORD
6h 35m1 stop
7:00 am - 7:17 amORD-IAD
23h 17m1 stop
$300Frontier
Find Deal
Thu, Jan 23 - Sun, Jan 26
11:34 am - 7:08 pmIAD-ORD
8h 34m1 stop
7:00 am - 7:17 amORD-IAD
23h 17m1 stop
$310Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26
1:15 pm - 2:34 pmIAD-ORD
2h 19mnonstop
6:30 pm - 7:30 amORD-IAD
12h 00m1 stop
$389United Airlines
Find Deal
Fri, Jan 24 - Fri, Jan 24
5:25 pm - 6:25 amIAD-ORD
14h 00m1 stop
8:50 am - 11:48 amORD-IAD
1h 58mnonstop
$394United Airlines
Find Deal
Sat, Jan 25 - Sun, Jan 26
12:55 pm - 9:34 amIAD-ORD
21h 39m3 stops
5:50 am - 11:26 amORD-IAD
28h 36m3 stops
Fri, Jan 24 - Thu, Jan 30
6:00 am - 9:55 amIAD-ORD
4h 55m1 stop
1:25 pm - 6:56 pmORD-IAD
4h 31m1 stop
$419Delta
Find Deal
Sat, Jan 25 - Sat, Feb 8
8:25 am - 9:34 amIAD-ORD
26h 09m3 stops
6:15 pm - 9:09 pmORD-IAD
25h 54m3 stops
Sat, Jan 25 - Mon, Jan 27
6:05 am - 10:43 amIAD-ORD
5h 38m1 stop
5:00 pm - 11:00 pmORD-IAD
5h 00m1 stop
$494Delta
Find Deal
Sat, Jan 25 - Wed, Mar 26
9:11 am - 4:14 pmIAD-ORD
8h 03m2 stops
1:54 pm - 7:35 pmORD-IAD
4h 41m1 stop
$608American Airlines
Find Deal
Sat, Jan 25 - Sat, Feb 8
9:11 am - 4:14 pmIAD-ORD
8h 03m2 stops
12:25 pm - 7:35 pmORD-IAD
6h 10m1 stop
$690American Airlines
Find Deal
Sat, Jan 25 - Sat, Feb 1
1:15 pm - 2:34 pmIAD-ORD
2h 19mnonstop
4:10 pm - 7:01 pmORD-IAD
1h 51mnonstop
$179United Airlines
Find Deal
Wed, Feb 12 - Sat, Feb 15
10:30 pm - 11:39 pmIAD-ORD
2h 09mnonstop
4:10 pm - 7:01 pmORD-IAD
1h 51mnonstop
$189United Airlines
Find Deal
Wed, Feb 19 - Mon, Feb 24
10:20 pm - 11:29 pmIAD-ORD
2h 09mnonstop
8:45 am - 11:41 amORD-IAD
1h 56mnonstop
$199United Airlines
Find Deal
Thu, Feb 20 - Thu, Feb 27
10:09 pm - 11:15 pmIAD-ORD
2h 06mnonstop
1:15 pm - 4:13 pmORD-IAD
1h 58mnonstop
$204United Airlines
Find Deal
Mon, Feb 10 - Wed, Feb 12
8:30 am - 9:48 amIAD-ORD
2h 18mnonstop
1:20 pm - 4:16 pmORD-IAD
1h 56mnonstop
$214United Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
10:20 pm - 11:29 pmIAD-ORD
2h 09mnonstop
5:59 pm - 9:01 pmORD-IAD
2h 02mnonstop
$229United Airlines
Find Deal
Thu, Mar 13 - Sat, Apr 12
10:20 pm - 11:29 pmIAD-ORD
2h 09mnonstop
8:45 am - 11:41 amORD-IAD
1h 56mnonstop
$249United Airlines
Find Deal
Sat, Feb 15 - Tue, Feb 18
6:10 am - 7:25 amIAD-ORD
2h 15mnonstop
9:07 pm - 11:59 pmORD-IAD
1h 52mnonstop
$251United Airlines
Find Deal
Fri, Mar 14 - Mon, Mar 17
6:22 am - 7:34 amIAD-ORD
2h 12mnonstop
9:05 pm - 11:59 pmORD-IAD
1h 54mnonstop
$256United Airlines
Find Deal
Thu, May 15 - Mon, May 19
10:20 pm - 11:29 pmIAD-ORD
2h 09mnonstop
4:10 pm - 7:01 pmORD-IAD
1h 51mnonstop
$259United Airlines
Find Deal
Thu, Feb 13 - Wed, Feb 19

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
Mar 1
IAD3:04 pmWashington, D.C. Dulles Intl
8h 21m
1 stop
ORD10:25 pmChicago O'Hare Intl
Mar 5
ORD8:33 amChicago O'Hare Intl
5h 06m
1 stop
IAD2:39 pmWashington, D.C. Dulles Intl
Frontier
Feb 22
IAD3:04 pmWashington, D.C. Dulles Intl
8h 21m
1 stop
ORD10:25 pmChicago O'Hare Intl
Mar 1
ORD10:20 amChicago O'Hare Intl
5h 53m
1 stop
IAD5:13 pmWashington, D.C. Dulles Intl
Frontier
Feb 22
IAD9:44 amWashington, D.C. Dulles Intl
7h 47m
1 stop
ORD4:31 pmChicago O'Hare Intl
Feb 24
ORD4:58 pmChicago O'Hare Intl
22h 57m
1 stop
IAD4:55 pmWashington, D.C. Dulles Intl

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

Our best United Airlines deals on Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flight tickets
United Airlines
Feb 12
IAD1:15 pmWashington, D.C. Dulles Intl
2h 19m
ORD2:34 pmChicago O'Hare Intl
Feb 15
ORD4:10 pmChicago O'Hare Intl
1h 51m
IAD7:01 pmWashington, D.C. Dulles Intl
United Airlines
Feb 12
IAD5:45 pmWashington, D.C. Dulles Intl
4h 58m
1 stop
ORD9:43 pmChicago O'Hare Intl
Feb 15
ORD6:14 pmChicago O'Hare Intl
1h 55m
IAD9:09 pmWashington, D.C. Dulles Intl
United Airlines
Feb 20
IAD10:20 pmWashington, D.C. Dulles Intl
2h 09m
ORD11:29 pmChicago O'Hare Intl
Feb 27
ORD8:45 amChicago O'Hare Intl
1h 56m
IAD11:41 amWashington, D.C. Dulles Intl

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 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 $284.

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 Saturday when prices can be found for as low as $278. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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 $329.

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 $295 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $348. 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 17 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $335 when searching 17 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 $231 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 January 2025, prices for Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport flights are approximately 4% 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

$55

Fastest flight time

2h 06m

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 $55. 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 $109.
The fastest flight from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport takes 2h 06m
Direct flights go from Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport every day.

  • 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 06m.

  • 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 $63Free CancellationRating
6.0
3,441 reviews
Search Frontier flights
DeltaPriceFrom $175Free CancellationRating
8.0
8,521 reviews
Search Delta flights
United AirlinesPriceFrom $187Free CancellationRating
7.4
8,982 reviews
Search United Airlines flights
American AirlinesPriceFrom $364Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • United Airlines Flights From Washington, D.C. Dulles Intl Airport to Chicago O'Hare Intl Airport

    Across 21 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 $187 round-trip. 8,982 users have rated United Airlines on momondo, with an average score of 7.4/10.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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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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