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 1h 55m. 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 39 and 49 direct flights that take off from Washington, D.C. and land in Chicago, with an average flight time of 2h 11m. The most common departure time is 06:00 and most flights take off in the morning, while the most flights land at Chicago Midway Airport. Each week, there are 323 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

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

Accepted Answer

Each day, there are between 39 and 49 direct flights that take off from Washington, D.C. and land in Chicago, with an average flight time of 2h 11m. The most common departure time is 06:00 and most flights take off in the morning, while the most flights land at Chicago Midway Airport. Each week, there are 323 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 4

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 £73 for a one-way ticket and £175 for a return. <a href='/flight-routes/Washington-D-C--WAS/Chicago-CHI'>Visit our flight page for the latest deals!>/a>

Question 5

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 (162 flights per week), American Airlines (89 flights per week), and Southwest (71 flights per week). Visit our flight page for the latest deals!>/a>

Question 6

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 (162 flights per week), American Airlines (89 flights per week), and Southwest (71 flights per week). Visit our flight page for the latest deals!>/a>

Question 7

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 Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Tuesday is the most expensive. Visit our flight page for the latest deals!>/a>

Question 8

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 Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Tuesday is the most expensive. Visit our flight page for the latest deals!>/a>

Question 9

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 05:50 and will be landing in Chicago at 07:15.

Question 10

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 22:40 and lands at 23:40.

Question 11

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 12

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

Accepted Answer

The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Washington, D.C. to Chicago flight route.

Question 13

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 14

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 August, where tickets cost £159 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is £320 and £270 respectively.

Question 15

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 August, where tickets cost £159 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is £320 and £270 respectively.

Question 16

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 17

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 18

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 19

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 20

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

Accepted Answer

There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Question 21

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

Accepted Answer

There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Question 22

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 (£175) and Delta (£178).

Question 23

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 (£175) and Delta (£178).

Question 24

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

Accepted Answer

The cheapest return flight from Washington, D.C. to Chicago costs £132 on the route between Washington, D.C. Reagan-National Airport (DCA) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 58% cheaper than other Washington, D.C.-Chicago routes. The most popular route is between Washington, D.C. Reagan-National Airport (DCA) and Chicago O'Hare Intl Airport (ORD).

Question 25

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

Accepted Answer

The cheapest return flight from Washington, D.C. to Chicago costs £132 on the route between Washington, D.C. Reagan-National Airport (DCA) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 58% cheaper than other Washington, D.C.-Chicago routes. The most popular route is between Washington, D.C. Reagan-National Airport (DCA) and Chicago O'Hare Intl Airport (ORD).

Question 26

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, which saves you about 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Question 27

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, which saves you about 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Question 28

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 £261, prices are generally cheapest when you fly direct.

Question 29

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 £261, prices are generally cheapest when you fly direct.

Question 30

How much is a return flight from Washington, D.C. to Chicago?

Accepted Answer

Flight prices are below average for this route right now.Flights to Chicago from Washington, D.C. usually cost between £299 and £181 in September.
The lowest price found in the past 3 days was £175 on United Airlines (26 Sept-30 Sept).

Low season	February
High season	July

Transportation mode	Average price	Average duration
Flights	£636	2h 02m
Trains	£253	17h 40m
Buses	£126	21h 28m

WAS - CHI

£73 Find Cheap Flights from Washington, D.C. to Chicago

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Everything you should know

Cheap Flights 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

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.

How much is a return flight from Washington, D.C. to Chicago?

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 Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Tuesday 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 August, where tickets cost £159 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is £320 and £270 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 £261, 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, which saves you about 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 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 (£175) and Delta (£178).

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 (162 flights per week), American Airlines (89 flights per week), and Southwest (71 flights per week).

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

There are 4 cabin class options for the route. These are First, Business, Economy and Prem 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 1h 55m.

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

Early birds can take the earliest flight from Washington, D.C. at 05:50 and will be landing in Chicago at 07:15.

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 22:40 and lands at 23:40.

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

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

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?

In the last 3 days, the lowest price for a flight from Washington, D.C. to Chicago was £73 for a one-way ticket and £175 for a return.

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

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

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

The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Washington, D.C. to Chicago flight route.

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

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

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

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.

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

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.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington, D.C. 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 Washington, D.C. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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?

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

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

Find direct flights to and from Washington, D.C. and Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Find deals for your return flight

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