How long is the flight from Washington, D.C. Dulles Intl Airport to Chicago?

Frontier can get you from Washington, D.C. Dulles Intl Airport to Chicago in just under 5h 38m. Your travel time can differ by up to . The distance from Washington, D.C. Dulles Intl Airport to Chicago is about 576 mi.

What are the cheapest airlines flying from Washington, D.C. Dulles Intl Airport to Chicago round-trip?

Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $90. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $176 and $187, respectively. These flights start at 71% lower than the current average price 3 months from now.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Chicago?

On average you can expect to pay $1,246 for a flight from Washington, D.C. Dulles Intl Airport to Chicago. The cheapest flight overall is $113 while the most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl) is currently priced at $151.

What are the most reliable airlines from Washington, D.C. Dulles Intl Airport to Chicago?

Before booking your flight to Chicago from Washington, D.C. Dulles Intl Airport, check out the most reliable airlines to get you to your destination on time: Egyptair (84%), Air China (82%), Air Canada( 72%).

What are the most popular airlines that fly from Washington, D.C. Dulles Intl Airport to Chicago?

The most popular airlines flying from Washington, D.C. Dulles Intl Airport to Chicago are American Airlines, Delta and Frontier. Something to consider prior to booking your flight.

What is the cheapest day to fly round-trip from Washington, D.C. Dulles Intl Airport to Chicago?

Travelers have found that booking a Thursday departure is the best way to save up to 33% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest month to fly from Washington, D.C. Dulles Intl Airport to Chicago?

Due to multiple factors, expect to potentially pay more when booking in April. For low rates, September can be a great choice for travel to Chicago. Flights to Chicago from Washington, D.C. Dulles Intl Airport in September are about $249 on average during September, but can be found for as low as $70.

Can I find deals for flights from Dulles Intl to Chicago that include hotel bookings?

Yes. In addition to deals on Dulles Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Dulles Intl to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dulles Intl to Chicago.

Can I find deals for business class flights from Dulles Intl to Chicago?

Yes. Cheapflights offers flight deals from Dulles Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$79+ Cheap Flights from Washington, D.C. Dulles Intl Airport to Chicago

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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Washington, D.C. Dulles Intl to Chicago are usually found in September or July, booked 90 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Dulles Intl to Chicago

Round-trip from	$142 (Mytrip)
One-way from	$79 (FlightHub)
Popular in	December
Cheapest in	September
Average price	$299
Good round-trip deal	$303 or less
Good one-way deal	$226 or less

From Washington, D.C. Dulles Intl to Chicago (CHI)

Search Deals

One-way flight from Washington, D.C. Dulles Intl to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 6% potential increase in price ($20 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).

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Average for round-trip flights in August 2025

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Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Chicago (CHI).

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Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Chicago (CHI).

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Find flight deals from Dulles Intl to Chicago

Cheapest flights from Dulles Intl to Chicago
Explore the most affordable flight options available from Dulles Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

Fri 10/36:10 amIAD - MDW

1 stop10h 50mFrontier

Mon 10/65:20 pmMDW - IAD

1 stop5h 55mFrontier

Deal found 8/16

$142

Fri 9/51:55 pmIAD - ORD

1 stop11h 15mFrontier

Mon 9/85:10 amORD - IAD

1 stop6h 45mFrontier

Deal found 8/17

$143

Fri 9/51:55 pmIAD - MDW

1 stop10h 25mFrontier

Mon 9/86:20 amMDW - IAD

1 stop5h 35mFrontier

Deal found 8/17

$143

Sat 10/187:15 amIAD - ORD

1 stop5h 20mFrontier

Wed 10/2211:00 amORD - IAD

1 stop7h 46mFrontier

Deal found 8/18

$144

Tue 9/99:15 amIAD - ORD

1 stop9h 24mFrontier

Thu 9/115:10 amORD - IAD

1 stop6h 45mFrontier

Deal found 8/17

$148

Thu 9/116:10 amIAD - MDW

1 stop10h 48mFrontier

Sun 9/146:21 amMDW - IAD

1 stop13h 58mFrontier

Deal found 8/18

$148

Thu 9/111:55 pmIAD - ORD

1 stop11h 15mFrontier

Sun 9/148:49 pmORD - IAD

1 stop20h 35mFrontier

Deal found 8/18

$149

Wed 9/109:15 amIAD - ORD

1 stop9h 24mFrontier

Sun 9/148:49 pmORD - IAD

1 stop20h 35mFrontier

Deal found 8/17

$150

Fri 9/56:10 amIAD - MDW

1 stop10h 50mFrontier

Sun 9/710:13 amMDW - IAD

1 stop7h 01mFrontier

Deal found 8/17

$150

Sat 9/271:02 pmIAD - ORD

1 stop11h 56mFrontier

Tue 9/3011:45 amORD - IAD

1 stop7h 10mFrontier

Deal found 8/17

$151

Fri 9/1210:17 amIAD - MDW

1 stop11h 35mFrontier

Mon 9/155:15 pmMDW - IAD

1 stop6h 00mFrontier

Deal found 8/17

$151

Fri 9/197:14 pmIAD - MDW

1 stop15h 37mFrontier

Sun 9/216:21 amMDW - IAD

1 stop13h 58mFrontier

Deal found 8/17

$154

Best flights from Dulles Intl to Chicago
Discover carefully curated flight deals from Dulles Intl to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2025.

Tue 10/149:00 amIAD - MDW

1 stop5h 38mFrontier

Sat 10/186:15 amMDW - IAD

1 stop8h 11mFrontier

Deal found 8/17

$142

Fri 10/36:10 amIAD - MDW

1 stop10h 50mFrontier

Mon 10/65:20 pmMDW - IAD

1 stop5h 55mFrontier

Deal found 8/16

$142

Tue 9/309:15 amIAD - ORD

1 stop9h 24mFrontier

Tue 10/711:00 amORD - IAD

1 stop7h 46mFrontier

Deal found 8/16

$143

Sat 10/47:00 amIAD - ORD

1 stop10h 45mFrontier

Sat 10/115:45 pmORD - IAD

1 stop5h 11mFrontier

Deal found 8/16

$143

Mon 9/296:10 amIAD - ORD

1 stop5h 21mFrontier

Fri 10/35:10 amORD - IAD

1 stop6h 45mFrontier

Deal found 8/17

$143

Tue 9/169:15 amIAD - ORD

1 stop9h 24mFrontier

Wed 9/1711:45 amORD - IAD

1 stop7h 10mFrontier

Deal found 8/16

$143

Wed 10/19:15 amIAD - MDW

1 stop7h 43mFrontier

Wed 10/88:05 amMDW - IAD

1 stop10h 41mFrontier

Deal found 8/17

$143

Fri 9/51:55 pmIAD - MDW

1 stop10h 25mFrontier

Mon 9/85:15 pmMDW - IAD

1 stop6h 00mFrontier

Deal found 8/18

$143

Wed 9/39:30 amIAD - MDW

1 stop5h 31mFrontier

Thu 9/46:20 amMDW - IAD

1 stop5h 35mFrontier

Deal found 8/18

$143

Wed 10/19:15 amIAD - MDW

1 stop7h 43mFrontier

Mon 10/66:20 amMDW - IAD

1 stop5h 35mFrontier

Deal found 8/17

$143

Mon 9/296:10 amIAD - MDW

1 stop10h 50mFrontier

Mon 10/65:20 pmMDW - IAD

1 stop5h 55mFrontier

Deal found 8/18

$143

Mon 9/81:55 pmIAD - MDW

1 stop10h 25mFrontier

Wed 9/109:00 amMDW - IAD

1 stop9h 55mFrontier

Deal found 8/18

$143

Last-minute flights from Dulles Intl to Chicago
Discover last-minute flight deals from Dulles Intl to Chicago. Data last updated August 18, 2025 and is based on user searches.

Sat 8/235:37 pmIAD - ORD

1 stop6h 56mFrontier

Tue 8/262:40 pmORD - IAD

1 stop5h 59mFrontier

Deal found 8/15

$173

Mon 8/255:37 pmIAD - ORD

1 stop7h 17mFrontier

Tue 8/262:40 pmORD - IAD

1 stop5h 59mFrontier

Deal found 8/18

$176

Wed 8/279:30 amIAD - MDW

1 stop5h 31mFrontier

Wed 9/33:03 pmMDW - IAD

1 stop5h 36mFrontier

Deal found 8/17

$157

Wed 9/39:30 amIAD - MDW

1 stop5h 31mFrontier

Sun 9/1410:13 amMDW - IAD

1 stop7h 01mFrontier

Deal found 8/16

$159

Thu 9/41:55 pmIAD - MDW

1 stop10h 25mFrontier

Fri 9/56:21 amMDW - IAD

1 stop12h 48mFrontier

Deal found 8/18

$158

Fri 9/51:55 pmIAD - MDW

1 stop10h 25mFrontier

Mon 9/86:20 amMDW - IAD

1 stop5h 35mFrontier

Deal found 8/17

$143

Fri 9/56:10 amIAD - MDW

1 stop10h 50mFrontier

Sun 9/710:13 amMDW - IAD

1 stop7h 01mFrontier

Deal found 8/17

$150

Thu 9/111:55 pmIAD - MDW

1 stop10h 25mFrontier

Sun 9/146:21 amMDW - IAD

1 stop13h 58mFrontier

Deal found 8/18

$148

Fri 9/1210:17 amIAD - MDW

1 stop11h 35mFrontier

Mon 9/155:15 pmMDW - IAD

1 stop6h 00mFrontier

Deal found 8/17

$151

Wed 9/179:15 amIAD - MDW

1 stop7h 43mFrontier

Fri 9/196:20 amMDW - IAD

1 stop5h 35mFrontier

Deal found 8/17

$160

Fri 9/197:14 pmIAD - MDW

1 stop15h 37mFrontier

Sun 9/216:21 amMDW - IAD

1 stop13h 58mFrontier

Deal found 8/17

$154

Fri 9/267:14 pmIAD - MDW

1 stop15h 37mFrontier

Mon 9/298:19 amMDW - IAD

1 stop9h 05mFrontier

Deal found 8/16

$156

One-way flights from Dulles Intl to Chicago
Search for one-way flight options from Dulles Intl to Chicago. Find affordable one-way fares based on user searches. Data last updated August 18, 2025.

Thu 9/46:10 amIAD - ORD

1 stop5h 21mFrontier

Deal found 8/18

$79

Wed 9/179:15 amIAD - MDW

1 stop7h 43mFrontier

Deal found 8/17

$79

Thu 9/186:10 amIAD - ORD

1 stop5h 21mFrontier

Deal found 8/17

$81

Sat 10/184:22 pmIAD - MDW

1 stop8h 03mFrontier

Deal found 8/17

$81

Thu 10/21:55 pmIAD - ORD

1 stop11h 15mFrontier

Deal found 8/18

$82

Mon 9/81:55 pmIAD - MDW

1 stop10h 25mFrontier

Deal found 8/18

$82

Fri 9/197:14 pmIAD - ORD

1 stop21h 03mFrontier

Deal found 8/17

$83

Sat 9/277:14 pmIAD - MDW

1 stop15h 04mFrontier

Deal found 8/16

$83

Fri 10/249:52 pmIAD - ORD

1 stop21h 41mFrontier

Deal found 8/17

$84

Wed 8/279:30 amIAD - MDW

1 stop5h 31mFrontier

Deal found 8/18

$86

Mon 8/256:10 amIAD - ORD

1 stop5h 29mFrontier

Deal found 8/16

$87

Sun 11/28:36 pmIAD - MDW

1 stop12h 56mFrontier

Deal found 8/18

$88

Cheapflights Fare Finder

Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 10/14

9:00 am-1:38 pm

1 stop5h 38m

Chicago Midway

Sat 10/18

6:15 am-3:26 pm

1 stop8h 11m

$142

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 10/3

6:10 am-4:00 pm

1 stop10h 50m

Chicago Midway

Mon 10/6

5:20 pm-12:15 am

1 stop5h 55m

$142

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 9/30

9:15 am-5:39 pm

1 stop9h 24m

Chicago O'Hare Intl

Tue 10/7

11:00 am-7:46 pm

1 stop7h 46m

$143

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 10/4

7:00 am-4:45 pm

1 stop10h 45m

Chicago O'Hare Intl

Sat 10/11

5:45 pm-11:56 pm

1 stop5h 11m

$143

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 9/29

6:10 am-10:31 am

1 stop5h 21m

Chicago O'Hare Intl

Fri 10/3

5:10 am-12:55 pm

1 stop6h 45m

$143

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 9/16

9:15 am-5:39 pm

1 stop9h 24m

Chicago O'Hare Intl

Wed 9/17

11:45 am-7:55 pm

1 stop7h 10m

$143

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 10/1

9:15 am-3:58 pm

1 stop7h 43m

Chicago Midway

Wed 10/8

8:05 am-7:46 pm

1 stop10h 41m

$143

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 9/5

1:55 pm-11:20 pm

1 stop10h 25m

Chicago Midway

Mon 9/8

5:15 pm-12:15 am

1 stop6h 00m

$143

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 9/3

9:30 am-2:01 pm

1 stop5h 31m

Chicago Midway

Thu 9/4

6:20 am-12:55 pm

1 stop5h 35m

$143

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 10/1

9:15 am-3:58 pm

1 stop7h 43m

Chicago Midway

Mon 10/6

6:20 am-12:55 pm

1 stop5h 35m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 39 results

The best insider tips for Washington, D.C. Dulles Intl Airport to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Washington, D.C. Dulles Intl Airport to Chicago trip

Airports

IAD

For quick check-in, locate your airline’s counter in the main terminal; they are arranged like an island with desks on both sides.

ORD

Use the free shuttle train outside security to navigate between terminals at ORD, especially if arriving internationally at Terminal 5.

Our travel experts

Ramsey Qubein

Expert on ORD and IAD

Best time to book a flight from Dulles Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dulles Intl with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. Dulles Intl Airport to Chicago

How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Chicago?

Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Washington, D.C. Dulles Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Chicago (average of $245). Flying from Washington, D.C. Dulles Intl Airport to Chicago in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from IAD to CHI?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 40% on flights from Washington, D.C. Dulles Intl Airport to Chicago by exploring options for tickets in the evening.

What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Chicago?

Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

See what other customers who have flown with Delta, United Airlines, and Frontier from Washington, D.C. Dulles Intl Airport to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,981 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,925 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Frontier

5.8

Fair

3,212 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

How long is the flight from Washington, D.C. Dulles Intl Airport to Chicago?
Frontier can get you from Washington, D.C. Dulles Intl Airport to Chicago in just under 5h 38m. Your travel time can differ by up to . The distance from Washington, D.C. Dulles Intl Airport to Chicago is about 576 mi.
What are the cheapest airlines flying from Washington, D.C. Dulles Intl Airport to Chicago round-trip?
Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $90. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $176 and $187, respectively. These flights start at 71% lower than the current average price 3 months from now.
What are the most reliable airlines from Washington, D.C. Dulles Intl Airport to Chicago?
Before booking your flight to Chicago from Washington, D.C. Dulles Intl Airport, check out the most reliable airlines to get you to your destination on time: Egyptair (84%), Air China (82%), Air Canada( 72%).
What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Chicago?
On average you can expect to pay $1,246 for a flight from Washington, D.C. Dulles Intl Airport to Chicago. The cheapest flight overall is $113 while the most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl) is currently priced at $151.
Can I find deals for flights from Dulles Intl to Chicago that include hotel bookings?
Yes. In addition to deals on Dulles Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Dulles Intl to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dulles Intl to Chicago.
Can I find deals for business class flights from Dulles Intl to Chicago?
Yes. Cheapflights offers flight deals from Dulles Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Chicago?
Currently, August is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Chicago (average of $245). Flying from Washington, D.C. Dulles Intl Airport to Chicago in March is currently the most expensive (average of $321). 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.

See more FAQs

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Top 4 airlines flying from Dulles Intl to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$90	Average$191	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$176	Average$271	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$185	Average$329	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$256	Average$402	FlexibilityNo cancel fee	On-time71%

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$79+ Cheap flights from Dulles Intl (IAD) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Dulles Intl to Chicago with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Washington, D.C. Dulles Intl to Chicago are usually found in September or July, booked 90 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Dulles Intl to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Dulles Intl to Chicago

Cheapest flights from Dulles Intl to ChicagoExplore the most affordable flight options available from Dulles Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

Explore the most affordable flight options available from Dulles Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Chicago that are best for you.

The best insider tips for Washington, D.C. Dulles Intl Airport to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Washington, D.C. Dulles Intl Airport to Chicago trip

Airports

IAD

ORD

Our travel experts

Best time to book a flight from Dulles Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dulles Intl with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. Dulles Intl Airport to Chicago

How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Dulles Intl to Chicago. Price data was last updated on August 8, 2025.

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Chicago?

What is the cheapest time of day to fly from IAD to CHI?

Find hourly flight availability from Dulles Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

What is the cheapest day to fly from Washington, D.C. Dulles Intl Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Chicago. Price data was last updated on December 16, 2024.

Reviews of airlines servicing Chicago

See what other customers who have flown with Delta, United Airlines, and Frontier from Washington, D.C. Dulles Intl Airport to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

How long is the flight from Washington, D.C. Dulles Intl Airport to Chicago?

What are the cheapest airlines flying from Washington, D.C. Dulles Intl Airport to Chicago round-trip?

What are the most reliable airlines from Washington, D.C. Dulles Intl Airport to Chicago?

What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Chicago?

Can I find deals for flights from Dulles Intl to Chicago that include hotel bookings?

How can I find direct flights from Dulles Intl to Chicago?

Can I find deals for business class flights from Dulles Intl to Chicago?

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Chicago?

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Alternative routes for Dulles Intl to Chicago

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Top 4 airlines flying from Dulles Intl to Chicago

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Cheapest flights from Dulles Intl to Chicago
Explore the most affordable flight options available from Dulles Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.