How does KAYAK find such low prices on flights from District of Columbia to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from District of Columbia to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from District of Columbia to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from District of Columbia is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from District of Columbia to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to District of Columbia with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from District of Columbia to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from District of Columbia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$77 CHEAP FLIGHTS from District of Columbia to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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Flight Deals

Cheap Flights from District of Columbia to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from District of Columbia to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from District of Columbia to Chicago

Fri, Oct 3 - Tue, Oct 7

7:14 pm - 10:21 amIAD-MDW

16h 07m1 stop

8:05 am - 7:46 pmMDW-IAD

10h 41m1 stop

$133Frontier

Find Deal

Tue, Nov 4 - Sat, Nov 8

8:40 am - 12:41 pmIAD-MDW

29h 01m1 stop

1:37 pm - 11:55 pmMDW-IAD

9h 18m1 stop

$134Frontier

Find Deal

Wed, Oct 22 - Sun, Oct 26

9:00 am - 1:47 pmIAD-ORD

5h 47m1 stop

6:54 pm - 9:38 pmORD-IAD

25h 44m1 stop

$184Multiple Airlines

Find Deal

Sat, Nov 1 - Sat, Nov 8

4:55 pm - 8:52 pmDCA-ORD

4h 57m1 stop

6:44 am - 2:50 pmORD-DCA

7h 06m1 stop

$188JetBlue

Find Deal

Thu, Oct 2 - Sun, Oct 5

6:10 am - 10:31 amIAD-ORD

5h 21m1 stop

6:00 am - 6:14 pmORD-IAD

11h 14m1 stop

$200Multiple Airlines

Find Deal

Tue, Oct 21 - Wed, Nov 5

6:25 am - 12:22 pmDCA-ORD

6h 57m1 stop

6:45 am - 2:50 pmORD-DCA

7h 05m1 stop

$203JetBlue

Find Deal

Tue, Oct 14 - Tue, Oct 21

1:00 pm - 2:13 pmDCA-ORD

2h 13mnonstop

9:00 am - 11:59 amORD-DCA

1h 59mnonstop

$237United Airlines

Find Deal

Tue, Oct 21 - Wed, Oct 22

11:45 am - 12:50 pmDCA-MDW

2h 05mnonstop

7:15 am - 10:00 amMDW-DCA

1h 45mnonstop

$237Southwest

Find Deal

Wed, Oct 22 - Sat, Oct 25

3:30 pm - 4:43 pmDCA-ORD

2h 13mnonstop

7:40 pm - 10:43 pmORD-DCA

2h 03mnonstop

$247United Airlines

Find Deal

Mon, Nov 24 - Tue, Dec 2

11:40 am - 12:45 pmDCA-MDW

2h 05mnonstop

7:30 am - 10:15 amMDW-DCA

1h 45mnonstop

$247Southwest

Find Deal

Cheapest round-trip

$133

Frontier

Fri 10/3Tue 10/7

IAD - MDW • 1 stop

Cheapest non-stop

$237

Typical prices: $267-500

United Airlines

Tue 10/14Tue 10/21

DCA - ORD • Non-stop

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KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Useful Info

Low season	January
High season	October
Cheapest flight	$77

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly and prices are also 4% lower on average.

Flight from Washington Dulles Airport to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from District of Columbia to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from District of Columbia to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from District of Columbia to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from District of Columbia is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from District of Columbia to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to District of Columbia with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from District of Columbia to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from District of Columbia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Valparaiso

Lansing

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to District of Columbia

First Class flights to Chicagofrom $653

Business Class flights to Chicagofrom $473

Prem Econ Class flights to Chicagofrom $505

Economy Class flights to Chicagofrom $211

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$77 Find Cheap Flights from District of Columbia to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Cheap Flights from District of Columbia to Chicago

Recent round-trip flight deals from District of Columbia to Chicago

Recent one-way flight deals from District of Columbia to Chicago

Recent last minute flight deals from District of Columbia to Chicago

Recent direct flight deals from District of Columbia to Chicago

Everything you should know

Good to know

FAQs for booking flights from District of Columbia to Chicago

How does KAYAK find such low prices on flights from District of Columbia to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from District of Columbia to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from District of Columbia to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from District of Columbia is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from District of Columbia to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to District of Columbia with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from District of Columbia to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from District of Columbia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to District of Columbia

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight