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

Flying on United Airlines is currently your cheapest option to Chicago, with prices starting at $169. Additional round-trip tickets that might be worth considering are offered by Frontier and Delta, with the lowest prices starting at $186 and $197, respectively. These flights start at 46% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Washington, D.C. Dulles Intl Airport to Chicago one-way?

One-way options have recently been found by users for as low as $88 on Frontier. Other airlines that offer cheap prices include Allegiant Air from $88 and United Airlines from $90 one-way.

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

On average you can expect to pay $1,594 for a flight from Washington, D.C. Dulles Intl Airport to Chicago. The cheapest flight overall is $114 while the most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl) is currently priced at $157.

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: Air China (89%), Egyptair (89%), Ethiopian Air( 84%).

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 27% 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 $252 on average during September, but can be found for as low as $68.

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.

$88+ Flights from Washington, D.C. Dulles Intl Airport to Chicago

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

Cheap flight deals from Dulles Intl to Chicago

Round-trip from	$169 (United Airlines)
One-way from	$88 (Kiwi.com)
Popular in	December
Cheapest in	January
Average price	$320
Good round-trip deal	$299 or less
Good one-way deal	$149 or less

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

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

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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).

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Average for round-trip flights in June 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 June 12, 2025.

Thu 8/285:10 pmIAD - ORD

Nonstop2h 15mUnited Airlines

Sun 8/3110:43 amORD - IAD

Nonstop2h 06mUnited Airlines

Deal found 6/12

$168

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Wed 6/1811:39 amMDW - IAD

1 stop11h 25mFrontier

Deal found 6/10

$186

Wed 8/136:00 amIAD - ORD

1 stop5h 20mDelta

Tue 8/197:15 amORD - IAD

1 stop3h 17mDelta

Deal found 6/10

$197

Wed 8/136:00 amIAD - MDW

1 stop3h 35mDelta

Mon 8/1812:43 pmMDW - IAD

1 stop4h 52mDelta

Deal found 6/10

$197

Sat 7/126:27 amIAD - ORD

1 stop7h 49mAmerican Airlines

Sat 7/124:59 pmORD - IAD

1 stop5h 59mAmerican Airlines

Deal found 6/11

$198

Thu 9/46:00 amIAD - ORD

1 stop5h 26mFrontier

Mon 9/810:25 amORD - IAD

1 stop4h 48mFrontier

Deal found 6/9

$206

Sun 8/39:05 pmIAD - ORD

2 stops25h 25mMultiple Airlines

Fri 8/84:37 pmORD - IAD

1 stop20h 35mMultiple Airlines

Deal found 6/11

$237

Mon 7/1412:46 pmIAD - ORD

1 stop5h 35mSun Country Air

Mon 7/286:15 pmORD - IAD

1 stop16h 22mSun Country Air

Deal found 6/10

$245

Sun 6/293:58 pmIAD - MDW

1 stop16h 17mAllegiant Air

Fri 7/49:12 amMDW - IAD

1 stop27h 43mAllegiant Air

Deal found 6/10

$251

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 June 12, 2025.

Thu 8/76:35 amIAD - ORD

Nonstop2h 14mUnited Airlines

Sat 8/99:31 pmORD - IAD

Nonstop1h 59mUnited Airlines

Deal found 6/11

$169

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Wed 6/1811:39 amMDW - IAD

1 stop11h 25mFrontier

Deal found 6/10

$186

Wed 8/136:00 amIAD - ORD

1 stop5h 20mDelta

Tue 8/197:15 amORD - IAD

1 stop3h 17mDelta

Deal found 6/10

$197

Sat 7/126:27 amIAD - ORD

1 stop7h 49mAmerican Airlines

Sat 7/124:59 pmORD - IAD

1 stop5h 59mAmerican Airlines

Deal found 6/11

$198

Sun 8/39:05 pmIAD - ORD

2 stops25h 25mMultiple Airlines

Fri 8/84:37 pmORD - IAD

1 stop20h 35mMultiple Airlines

Deal found 6/11

$237

Mon 7/1412:46 pmIAD - ORD

1 stop24h 42mSun Country Air

Thu 7/176:15 pmORD - IAD

1 stop17h 14mSun Country Air

Deal found 6/12

$245

Sun 6/293:58 pmIAD - MDW

1 stop16h 17mAllegiant Air

Fri 7/49:12 amMDW - IAD

1 stop27h 43mAllegiant Air

Deal found 6/10

$251

Wed 8/139:50 amIAD - MDW

1 stop3h 38mDelta

Tue 8/199:31 amMDW - IAD

1 stop6h 00mDelta

Deal found 6/10

$197

Thu 9/46:00 amIAD - ORD

1 stop5h 26mFrontier

Mon 9/810:25 amORD - IAD

1 stop4h 48mFrontier

Deal found 6/9

$206

Last-minute flights from Dulles Intl to Chicago
Discover last-minute flight deals from Dulles Intl to Chicago. Data last updated June 12, 2025 and is based on user searches.

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Wed 6/1811:39 amMDW - IAD

1 stop11h 25mFrontier

Deal found 6/10

$186

Wed 6/186:10 amIAD - ORD

1 stop11h 24mFrontier

Sat 6/215:01 amORD - IAD

1 stop9h 15mFrontier

Deal found 6/9

$260

Thu 6/1910:18 pmIAD - ORD

Nonstop2h 12mUnited Airlines

Tue 7/158:52 amORD - IAD

Nonstop2h 03mUnited Airlines

Deal found 6/10

$379

Thu 6/193:58 pmIAD - MDW

1 stop16h 17mMultiple Airlines

Mon 6/238:05 amMDW - IAD

3 stops26h 21mMultiple Airlines

Deal found 6/12

$696

Fri 6/208:14 pmIAD - ORD

1 stop4h 43mAmerican Airlines

Wed 6/257:05 amORD - IAD

1 stop4h 33mAmerican Airlines

Deal found 6/11

$465

Sun 6/223:58 pmIAD - MDW

1 stop16h 17mAllegiant Air

Sun 7/611:37 amMDW - IAD

2 stops25h 46mAllegiant Air

Deal found 6/10

$345

Sun 6/2211:12 amIAD - ORD

2 stops32h 32mMultiple Airlines

Sun 6/295:15 amORD - IAD

2 stops32h 08mMultiple Airlines

Deal found 6/11

$365

Sun 6/226:00 amIAD - MDW

1 stop3h 41mDelta

Sat 7/56:20 pmMDW - IAD

1 stop3h 35mDelta

Deal found 6/10

$469

Sun 6/225:24 pmIAD - ORD

1 stop4h 03mDelta

Sun 6/295:35 amORD - IAD

1 stop5h 18mDelta

Deal found 6/12

$513

Sun 6/2212:46 pmIAD - ORD

1 stop7h 13mSun Country Air

Wed 7/2312:20 pmORD - IAD

1 stop22h 23mSun Country Air

Deal found 6/10

$555

Sun 6/293:58 pmIAD - MDW

1 stop16h 17mAllegiant Air

Fri 7/49:12 amMDW - IAD

1 stop27h 43mAllegiant Air

Deal found 6/10

$251

Tue 7/13:39 pmIAD - ORD

Nonstop2h 13mUnited Airlines

Wed 7/21:05 pmORD - IAD

Nonstop2h 05mUnited Airlines

Deal found 6/10

$179

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 June 12, 2025.

Sat 10/1812:54 pmIAD - ORD

1 stop8h 30mFrontier

Deal found 6/11

$88

Sun 7/203:53 pmIAD - MDW

1 stop16h 20mAllegiant Air

Deal found 6/11

$88

Thu 8/214:56 pmIAD - ORD

1 stop24h 52mMultiple Airlines

Deal found 6/10

$89

Tue 6/176:10 amIAD - MDW

1 stop5h 31mFrontier

Deal found 6/9

$89

Tue 7/16:35 amIAD - ORD

Nonstop2h 14mUnited Airlines

Deal found 6/10

$90

Tue 10/146:00 amIAD - ORD

1 stop7h 08mDelta

Deal found 6/10

$99

Wed 8/209:50 amIAD - MDW

1 stop3h 38mDelta

Deal found 6/11

$99

Sat 7/1212:40 pmIAD - ORD

1 stop9h 24mSun Country Air

Deal found 6/10

$120

Mon 10/278:09 pmIAD - ORD

1 stop4h 48mAmerican Airlines

Deal found 6/11

$136

Sat 7/128:25 amIAD - MDW

3 stops27h 22mMultiple Airlines

Deal found 6/11

$227

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 - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 8/28

5:10 pm-6:25 pm

Nonstop2h 15m

Chicago O'Hare Intl

Sun 8/31

10:43 am-1:49 pm

Nonstop2h 06m

$168

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/27

9:30 am-2:01 pm

1 stop5h 31m

Chicago Midway

Sat 8/30

10:51 am-8:48 pm

1 stop8h 57m

$186

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 8/13

6:00 am-10:20 am

1 stop5h 20m

Chicago O'Hare Intl

Tue 8/19

7:15 am-11:32 am

1 stop3h 17m

$197

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/13

9:50 am-12:28 pm

1 stop3h 38m

Chicago Midway

Tue 8/19

9:31 am-4:31 pm

1 stop6h 00m

$197

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 7/12

6:27 am-1:16 pm

1 stop7h 49m

Chicago O'Hare Intl

Sat 7/12

4:59 pm-11:58 pm

1 stop5h 59m

$198

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Thu 9/4

6:00 am-10:26 am

1 stop5h 26m

Chicago O'Hare Intl

Mon 9/8

10:25 am-4:13 pm

1 stop4h 48m

$206

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sun 8/3

9:05 pm-9:30 pm

2 stops25h 25m

Chicago O'Hare Intl

Fri 8/8

4:37 pm-2:12 pm

1 stop20h 35m

$237

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Mon 7/14

12:46 pm-5:21 pm

1 stop5h 35m

Chicago O'Hare Intl

Mon 7/28

6:15 pm-11:37 am

1 stop16h 22m

$245

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sun 6/29

3:58 pm-7:15 am

1 stop16h 17m

Chicago Midway

Fri 7/4

9:12 am-1:55 pm

1 stop27h 43m

$251

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Sat 10/18

12:54 pm-8:24 pm

1 stop8h 30m

$88

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 19 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 42% 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. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Washington, D.C. Dulles Intl Airport to Chicago

The most flights from IAD to CHI are scheduled on a Thursday (31 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (19 on average).

Rainfall in Chicago by month

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.

Temperature in Chicago by month

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).

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Washington, D.C. to Chicago, such as Delta, United Airlines and Allegiant Air. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,950 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

7,950 reviews

Delta

8.0

Very good

7,950 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

8,790 reviews

Delta

8.0

Very good

7,950 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!

Allegiant Air

7.3

Good

725 reviews

Delta

8.0

Very good

7,950 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!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,950 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!

Sun Country Air

6.9

Okay

345 reviews

Delta

8.0

Very good

7,950 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

What are the cheapest airlines flying from Washington, D.C. Dulles Intl Airport to Chicago round-trip?
Flying on United Airlines is currently your cheapest option to Chicago, with prices starting at $169. Additional round-trip tickets that might be worth considering are offered by Frontier and Delta, with the lowest prices starting at $186 and $197, respectively. These flights start at 46% lower than the current average price 3 months from now.
What are the cheapest airlines to fly from Washington, D.C. Dulles Intl Airport to Chicago one-way?
One-way options have recently been found by users for as low as $88 on Frontier. Other airlines that offer cheap prices include Allegiant Air from $88 and United Airlines from $90 one-way.
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: Air China (89%), Egyptair (89%), Ethiopian Air( 84%).
What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Chicago?
On average you can expect to pay $1,594 for a flight from Washington, D.C. Dulles Intl Airport to Chicago. The cheapest flight overall is $114 while the most popular route, (Washington, D.C. Dulles Intl - Chicago O'Hare Intl) is currently priced at $157.
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$87	Average$142	FlexibilityNo cancel fee	On-time62%
United Airlines	Cheapest$161	Average$339	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$176	Average$260	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$388	Average$402	FlexibilityNo cancel fee	On-time71%

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$88+ 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 10/18. 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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3. Compare prices and book

Cheapflights Tip: The best prices from Washington, D.C. Dulles Intl to Chicago are usually found in January or February, booked 90 days in advance, depart on a Friday or Tuesday 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 June 12, 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 June 12, 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 June 9, 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 June 12, 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.

Weekly flight availability from Washington, D.C. Dulles Intl Airport to Chicago

Explore weekly flight availability from Dulles Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2025.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Washington, D.C. to Chicago, such as Delta, United Airlines and Allegiant Air. In addition to providing an overall rating, users have also rated airlines 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.

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

What are the cheapest airlines to fly from Washington, D.C. Dulles Intl Airport to Chicago one-way?

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?

Traveling to a place near Washington, D.C. Dulles Intl Airport?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 12, 2025.