Question 1

How long does a flight from Washington, D.C. to Chicago take?

Accepted Answer

Direct flights cover the 593 miles separating Washington, D.C. to Chicago in about 2h 08m. Visit our flight page for the latest deals!>/a>

Question 2

How many flights are there between Washington, D.C. and Chicago per day?

Accepted Answer

Each day, there are between 33 and 46 direct flights that take off from Washington, D.C. and land in Chicago, with an average flight time of 2h 10m. The most common departure time is 06:00 and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 298 flights. The most frequent day of departure is Thursday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday. Visit our flight page for the latest deals!>/a>

Question 3

What is the cheapest flight from Washington, D.C. to Chicago?

Accepted Answer

In the last 3 days, the lowest price for a flight from Washington, D.C. to Chicago was £81 for a one-way ticket and £161 for a return. <a href='/flight-routes/Washington-D-C--WAS/Chicago-CHI'>Visit our flight page for the latest deals!>/a>

Question 4

Which airlines fly most frequently between Washington, D.C. and Chicago?

Accepted Answer

Washington, D.C. and Chicago are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (143 flights per week), Southwest (82 flights per week), and American Airlines (70 flights per week). Visit our flight page for the latest deals!>/a>

Question 5

What’s the cheapest day of the week to fly from Washington, D.C. to Chicago?

Accepted Answer

If you are looking for a flight deal from Washington, D.C. to Chicago, look for departures on Sundays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Monday is the most expensive. Visit our flight page for the latest deals!>/a>

Question 6

What’s the earliest departure time from Washington, D.C. to Chicago?

Accepted Answer

Early birds can take the earliest flight from Washington, D.C. at 05:59 and will be landing in Chicago at 07:11.

Question 7

What’s the latest departure time from Washington, D.C. to Chicago?

Accepted Answer

If you prefer to fly at night, the latest flight from Washington, D.C. to Chicago jets off at 22:35 and lands at 23:35.

Question 8

Which airlines offer Wi-Fi service onboard planes from Washington, D.C. to Chicago?

Accepted Answer

Only American Airlines offers inflight Wi-Fi service on the Washington, D.C. to Chicago flight route.

Question 9

Which aircraft models fly most regularly from Washington, D.C. to Chicago?

Accepted Answer

The Boeing 737-800 is the aircraft model that flies most regularly on the Washington, D.C. to Chicago flight route.

Question 10

Which airline alliances offer flights from Washington, D.C. to Chicago?

Accepted Answer

oneworld, and Star Alliance are the airline alliances operating flights between Washington, D.C. and Chicago, with Star Alliance being the most commonly used for this route.

Question 11

On which days can I fly direct from Washington, D.C. to Chicago?

Accepted Answer

There are direct flights from Washington, D.C. to Chicago on a daily basis.

Question 12

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

Accepted Answer

The cheapest month for flights from Washington, D.C. to Chicago is September, where tickets cost £156 (return) on average. On the other hand, the most expensive months are May and April, where the average cost of round-trip tickets is £208 and £205 respectively.

Question 13

How does KAYAK find such low prices on flights from Washington, D.C. to Chicago?

Accepted Answer

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 Washington, D.C. to Chicago. <a href='/flight-routes/Washington-D-C--WAS/Chicago-CHI'>Visit our flight page for the latest deals!>/a>

Question 14

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Washington, D.C. to Chicago?

Accepted Answer

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Washington, D.C. is likely to change within 7 days, so travelers know whether to wait or book now. <a href='/flight-routes/Washington-D-C--WAS/Chicago-CHI'>Visit our flight page for the latest deals!>/a>

Question 15

What is the Hacker Fare option on flights from Washington, D.C. to Chicago?

Accepted Answer

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Washington, D.C. with another airline. <a href='/flight-routes/Washington-D-C--WAS/Chicago-CHI'>Visit our flight page for the latest deals!>/a>

Question 16

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington, D.C. to Chicago?

Accepted Answer

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 Washington, D.C. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. <a href='/flight-routes/Washington-D-C--WAS/Chicago-CHI'>Visit our flight page for the latest deals!>/a>

Question 17

Which cabin class options are there for flights between Washington, D.C. and Chicago?

Accepted Answer

There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Question 18

Which airlines provide the cheapest flights from Washington, D.C. to Chicago?

Accepted Answer

In the past 3 days, the cheapest return tickets from Washington, D.C. to Chicago were found on United Airlines (£121) and Southwest (£127).

Question 19

What is the cheapest Washington, D.C. to Chicago flight route?

Accepted Answer

Our data shows that the cheapest route for a return flight from Washington, D.C. to Chicago cost £153 and was between Washington, D.C. Reagan-National Airport (DCA) and Chicago Midway Airport (MDW). On average, the best prices are found if you fly from Washington, D.C. Dulles Intl Airport (IAD) to Chicago O'Hare Intl Airport (ORD). The average price for a return flight for this route is £153.

Question 20

How far in advance should I book a flight from Washington, D.C. to Chicago?

Accepted Answer

To get a below average price on the flight from Washington, D.C. to Chicago, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Question 21

Can I save money by flying with a stopover from Washington, D.C. to Chicago?

Accepted Answer

No, with an average price for the route of £236, prices are generally cheapest when you fly direct.

Low season	January
High season	August

	Average price	Average duration
Flights	£181	2h 11m
Trains	£207	17h 40m
Buses	£127	20h 44m

WAS - CHI

£61 Find Cheap Flights from Washington, D.C. to Chicago

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

Cheap Flight Deals from Washington, D.C. to Chicago (WAS-CHI)

Recent return flight deals from Washington, D.C. to Chicago

Recent one-way flight deals from Washington, D.C. to Chicago

Recent last minute flight deals from Washington, D.C. to Chicago

Recent direct flight deals from Washington, D.C. to Chicago

Expert advice for your flight from Washington, D.C. to Chicago

Airports

DCA

IAD

ORD

Our travel experts

KAYAK's insights & trends for Washington, D.C. to Chicago flights

Get data-powered insights and trends into flights from Washington, D.C. to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Washington, D.C. to Chicago flight route?

What’s the cheapest day of the week to fly from Washington, D.C. to Chicago?

If you are looking for a flight deal from Washington, D.C. to Chicago, look for departures on Sundays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Monday is the most expensive.

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

The cheapest month for flights from Washington, D.C. to Chicago is September, where tickets cost £156 (return) on average. On the other hand, the most expensive months are May and April, where the average cost of round-trip tickets is £208 and £205 respectively.

Can I save money by flying with a stopover from Washington, D.C. to Chicago?

No, with an average price for the route of £236, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Washington, D.C. to Chicago?

To get a below average price on the flight from Washington, D.C. to Chicago, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Which airlines provide the cheapest flights from Washington, D.C. to Chicago?

In the past 3 days, the cheapest return tickets from Washington, D.C. to Chicago were found on United Airlines (£121) and Southwest (£127).

Which airlines fly most frequently between Washington, D.C. and Chicago?

Washington, D.C. and Chicago are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (143 flights per week), Southwest (82 flights per week), and American Airlines (70 flights per week).

Which cabin class options are there for flights between Washington, D.C. and Chicago?

There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How many flights are there between Washington, D.C. and Chicago per day?

How long does a flight from Washington, D.C. to Chicago take?

Direct flights cover the 593 miles separating Washington, D.C. to Chicago in about 2h 08m.

What’s the earliest departure time from Washington, D.C. to Chicago?

Early birds can take the earliest flight from Washington, D.C. at 05:59 and will be landing in Chicago at 07:11.

What’s the latest departure time from Washington, D.C. to Chicago?

If you prefer to fly at night, the latest flight from Washington, D.C. to Chicago jets off at 22:35 and lands at 23:35.

Good to know - Cheap tickets from Washington, D.C. to Chicago

Low season

High season

When to book flights from Washington, D.C. to Chicago

FAQs for booking flights from Washington, D.C. to Chicago

What is the cheapest flight from Washington, D.C. to Chicago?

Which airlines offer Wi-Fi service onboard planes from Washington, D.C. to Chicago?

Which aircraft models fly most regularly from Washington, D.C. to Chicago?

Which airline alliances offer flights from Washington, D.C. to Chicago?

On which days can I fly direct from Washington, D.C. to Chicago?

How does KAYAK find such low prices on flights from Washington, D.C. to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Washington, D.C. to Chicago?

What is the Hacker Fare option on flights from Washington, D.C. to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington, D.C. to Chicago?

KAYAK’s top tips for finding a cheap flight from Washington, D.C. to Chicago

Prefer to fly direct from Washington, D.C. to Chicago?

Top airline flying from Washington, D.C. to Chicago

Everything you need to know for your flight from Washington, D.C. to Chicago

Cabin class types available on flights from Washington, D.C. to Chicago

Cabin classes available on flights from Washington, D.C. to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

Compare transportation modes for Washington, D.C. to Chicago