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>

$108 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

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

Thu, Apr 30 - Tue, May 5

6:10 am - 11:32 am

IAD

ORD

6h 22m

1 stop

4:05 pm - 5:27 pm

ORD

IAD

24h 22m

2 stops

$220Frontier

Thu, Apr 30 - Sun, May 3

12:23 pm - 10:28 am

IAD

MDW

23h 05m

1 stop

2:15 pm - 12:36 am

MDW

IAD

9h 21m

1 stop

$220Frontier

Sat, May 16 - Thu, May 21

6:49 am - 7:51 pm

IAD

ORD

14h 02m

1 stop

7:33 pm - 5:27 pm

ORD

IAD

20h 54m

2 stops

$221Multiple Airlines

Sat, May 2 - Wed, May 6

7:59 am - 9:45 am

DCA

ORD

26h 46m

1 stop

9:37 pm - 12:59 pm

ORD

DCA

14h 22m

1 stop

$221Frontier

Tue, May 5 - Thu, May 7

2:40 pm - 9:45 pm

DCA

MDW

8h 05m

2 stops

5:00 pm - 7:55 pm

MDW

DCA

1h 55mnonstop

$223Southwest

Sat, May 16 - Tue, May 19

8:00 am - 4:45 pm

DCA

MDW

9h 45m

1 stop

6:05 am - 8:55 am

MDW

DCA

1h 50mnonstop

$224Southwest

Wed, May 27 - Mon, Jun 1

11:57 am - 1:15 pm

DCA

ORD

2h 18mnonstop

7:40 pm - 10:49 pm

ORD

DCA

2h 09mnonstop

$224United Airlines

Wed, Apr 29 - Wed, May 6

9:40 am - 12:45 pm

DCA

ORD

4h 05m

1 stop

1:36 pm - 6:59 pm

ORD

DCA

4h 23m

1 stop

$226Delta

Wed, Apr 29 - Wed, May 6

6:00 pm - 10:28 pm

DCA

MDW

5h 28m

1 stop

1:24 pm - 6:59 pm

MDW

DCA

4h 35m

1 stop

$226Delta

Thu, May 21 - Tue, May 26

12:56 pm - 11:15 pm

IAD

ORD

11h 19m

2 stops

6:55 am - 4:21 pm

ORD

IAD

8h 26m

1 stop

$229Multiple Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$108

Best time to beat the crowds with an average 10% drop in price.

Flight from Washington Dulles Airport to Chicago Midway 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

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Griffith

Saint John

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 $416

Business Class flights to Chicagofrom $554

Premium Economy Class flights to Chicagofrom $481

Economy Class flights to Chicagofrom $237

$108 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

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