Question 1

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

Accepted Answer

Cheapflights users have booked flights from Washington, D.C. to Chicago round-trip from $103. Another airline that can offer you cheap pricing is Spirit Airlines. Frontier is 63% cheaper than the average price of flights available within the next 90 days to this destination.

Question 2

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

Accepted Answer

One-way options have recently been found by users for as low as $34 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $51 and American Airlines from $65 one-way.

Question 3

E

Accepted Answer

Currently, February is the cheapest month in which you can book a flight from Washington, D.C. to Chicago (average of $244). Flying from Washington, D.C. to Chicago in June is currently the most expensive (average of $348). 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.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$348

July

$330

August

$274

September

$258

October

$248

November

$270

December

$248

Question 4

When is the best time to book a flight from Washington, D.C. to Chicago?

Accepted Answer

To ensure you get the cheapest price possible for a flight from Washington, D.C. to Chicago, you should look to book at least 60 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Question 5

When is the cheapest time to fly from Washington, D.C. to Chicago?

Accepted Answer

Travelers seeking maximum savings on their Washington, D.C. to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Question 6

How recently were the Washington, D.C. to Chicago flight deals updated?

Accepted Answer

The Washington, D.C. to Chicago flight deals you see on this page were last updated on 5/7.

Question 7

What are the most popular airlines that fly from Washington, D.C. to Chicago?

Accepted Answer

Consider American Airlines, Delta or United Airlines when booking your flight. These represent the most popular airlines when flying from Washington, D.C. to Chicago.

Question 8

What are the most popular routes from Washington, D.C. to Chicago?

Accepted Answer

The most popular route from Washington, D.C. to Chicago is Washington, D.C. Reagan-National - Chicago O'Hare Intl. You may also consider Baltimore/Washington - Chicago O'Hare Intl or Washington, D.C. Reagan-National - Chicago Midway.

Question 9

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

Accepted Answer

Looking at all options, your cheapest flight can be booked for $104. While the most popular route (Washington, D.C. Reagan-National - Chicago O'Hare Intl) can be booked for $154 on average our data indicates $1,284 when flying from Washington, D.C. to Chicago.

Question 10

What are the most reliable airlines from Washington, D.C. to Chicago?

Accepted Answer

The top 3 most reliable airlines when flying from Washington, D.C. to Chicago are Ethiopian Air (98%), Egypt Air (96%) and Scandinavian Airlines (95%).

Question 11

Can I find flights from Washington, D.C. to Chicago for under $200 on Cheapflights?

Accepted Answer

Yes, there are multiple flights from Washington, D.C. to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $103, but on average you can expect to pay $110.

Question 12

Are there nonstop flights from Washington, D.C. to Chicago for under $200 on Cheapflights?

Accepted Answer

Cheapflights has at least 20 direct flights from Washington, D.C. to Chicago under $200. A good price for a nonstop flight from Washington, D.C. to Chicago is less than $131.

Question 13

Are there last-minute flights available from Washington, D.C. to Chicago for under $100?

Accepted Answer

There are currently 20+ open flights from Washington, D.C. to Chicago within the next 7 days for less than $100.

Question 14

What is the cheapest day to fly round-trip from Washington, D.C. to Chicago?

Accepted Answer

Thursday flights are generally found to be more expensive for flights from Washington, D.C. to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

Question 15

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

Accepted Answer

To save on the cost of your flight from Washington, D.C. to Chicago, book at least 61 days before your planned departure. Booking around this time can save you about 108% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $419 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $472.

Question 16

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

Accepted Answer

April can be a great time to fly to Chicago from Washington, D.C. with a flight ticket averaging about $285. Cheapflights users have found deals in the month of April for as cheap as $79. The most expensive prices can be found in the month of June.

Question 17

When is the cheapest time to fly from Washington, D.C. to Chicago (WAS - CHI)?

Accepted Answer

Unlike in the afternoon, when flights are generally more expensive, you can save up to 10% on flights from Washington, D.C. to Chicago by exploring options for tickets in the evening.

Question 18

Accepted Answer

If you’re traveling from Washington, D.C. to Chicago, one of the more common airlines traveling that route is United Airlines. Flights from United Airlines traveling this route typically cost $360.95 RT. This price is typically 47% more expensive than other airlines that offer Washington, D.C. to Chicago flights. When booking this route, the cheapest RT price found was $276. The most popular departure airport in Washington, D.C. when flying to Chicago is Washington, D.C. Dulles Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Washington, D.C. to Chicago, United Airlines flights are 13% more popular than any other airline flying that same route.

Question 19

Accepted Answer

Sun Country Air is one of the most popular airlines used for those traveling from Washington, D.C. to Chicago. Flights on this route from Sun Country Air typically cost $347.59 RT, a price that is 50% more expensive than the average Washington, D.C. to Chicago flight. The cheapest flight found was $156 RT. The most popular departure airport in Washington, D.C. when flying to Chicago is Washington, D.C. Dulles Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Washington, D.C. to Chicago, Sun Country Air flights are 3% more popular than any other airline flying that same route.

Question 20

What does IAD to ORD mean?

Accepted Answer

This is defined as Washington, D.C. Dulles Intl Airport (IAD) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Question 21

Can I find deals for flights from Washington, D.C. to Chicago that include extra baggage allowance?

Accepted Answer

The amount of baggage you can bring on your Washington, D.C. to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Question 22

Can I find deals on flights from Washington, D.C. to Chicago with specific airlines?

Accepted Answer

Yes, Cheapflights allows you to browse and filter Washington, D.C. to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Question 23

Can I find deals for flights from Washington, D.C. to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Washington, D.C. to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 24

How can I find direct flights from Washington, D.C. to Chicago?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington, D.C. to Chicago.

Question 25

Can I find deals for business class flights from Washington, D.C. to Chicago?

Accepted Answer

Yes. Cheapflights offers flight deals from Washington, D.C. 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.

Question 26

Can I find deals for flights from Washington, D.C. to Chicago that allow pets onboard?

Accepted Answer

Many airlines flying from Washington, D.C. to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Question 27

Can I find deals on last-minute flights from Washington, D.C. to Chicago?

Accepted Answer

Yes, you can often find last-minute deals on Washington, D.C. to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Question 28

How does Cheapflights help users find flights from Washington, D.C. to Chicago?

Accepted Answer

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Washington, D.C. today with Cheapflights!

Question 29

Why should you use Cheapflights to find cheap flight tickets from Washington, D.C. to Chicago?

Accepted Answer

Cheapflights simply makes it quick and affordable to book flights from Washington, D.C. to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Question 30

Can Cheapflights find flights from Washington, D.C. to Chicago with no change fees?

Accepted Answer

Yes, we can. To see specific flights from Washington, D.C. to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Question 31

Can Cheapflights notify me if prices for flights from Washington, D.C. to Chicago become cheaper?

Accepted Answer

Yes! Start tracking prices for Washington, D.C. to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

Popular in	June
Cheapest in	April
Round-trip from	$223
One-way from	$65

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$63	Average$137	FlexibilityNo cancel fee	On-time62%	Search Frontier flights
Spirit Airlines	Cheapest$68	Average$130	FlexibilityNo cancel fee	On-time65%	Search Spirit Airlines flights
American Airlines	Cheapest$153	Average$340	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
United Airlines	Cheapest$156	Average$348	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Delta	Cheapest$175	Average$375	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights

11%of flight departures	Early morningMidnight to 6 am
32%of flight departures	Morning6 am to noon
41%of flight departures	AfternoonNoon to 6 pm
16%of flight departures	Evening6 pm to midnight

Sunday	45daily flights
Monday	76daily flights
Tuesday	70daily flights
Wednesday	69daily flights
Thursday	67daily flights
Friday	72daily flights
Saturday	45daily flights

Cheap flights from Washington, D.C. (WAS) to Chicago (CHI) from $34

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

The best prices from Washington, D.C. to Chicago are usually found in April or January, booked 60 days in advance, depart on a Wednesday or Saturday and return on a Saturday

Cheap flight deals from Washington, D.C. to Chicago

Popular in

Cheapest in

Round-trip from

One-way from

What is the cheapest day to fly round-trip from Washington, D.C. to Chicago?

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

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

When is the cheapest time to fly from Washington, D.C. to Chicago (WAS - CHI)?

Cheap United Airlines flights from Washington, D.C. to Chicago

Take a peek at the cheapest United Airlines flights we've detected traveling from Washington, D.C. to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.

Cheap Sun Country Air flights from Washington, D.C. to Chicago

Browse through some of the cheapest Sun Country Air flights traveling from Washington, D.C. to Chicago. Check back soon if you're not seeing flights that suit your needs.

Cheap Washington, D.C. to Chicago flights in May & June 2024

Find cheap flight options from Washington, D.C. to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 8, 2024.

These are some of the most attractive deals on flights from Washington, D.C. to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Washington, D.C. to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Washington, D.C. and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.

These are some of the most attractive deals on flights from Washington, D.C. to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.

Non-stop flights to Chicago from Washington, D.C.

For a shorter flight, select one of these non-stop flights from Washington, D.C. to Chicago. Those looking to potentially save on 1 or 2-stop flights from Washington, D.C. to Chicago should utilize the search form at the the top of the page.

Washington, D.C. to Chicago flights leaving soon

Book one of these great deals on flights from Washington, D.C. to Chicago. Tip: verify your flight details before completing your reservation.

One-way flights to Chicago from Washington, D.C.

Take a look at some of the best available options we've come across on one-way flights from Washington, D.C. to Chicago. Those needing a return flight from Washington, D.C. to Chicago can use the search form above.

Find flights from Washington, D.C. to Chicago within your budget

When is the best time to book a flight from Washington, D.C. to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Washington, D.C. to Chicago. Price data was last updated on May 3, 2024.

To ensure you get the cheapest price possible for a flight from Washington, D.C. to Chicago, you should look to book at least 60 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

When is the cheapest time to fly from Washington, D.C. to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Washington, D.C. to Chicago. Price data was last updated on May 5, 2024.

Average price of flights to Chicago by month

Plan your trip from Washington, D.C. to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Washington, D.C. to Chicago is currently $41 while a round-trip flight costs $136. Price data was last updated on May 5, 2024.

Temperature and rainfall in Chicago by month

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

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 8, 2024.

Read through reviews of airlines operating flights from Washington, D.C. to Chicago, such as United Airlines, Sun Country Air and Spirit Airlines. 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 Washington, D.C. to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find flights from Washington, D.C. to Chicago for under $200 on Cheapflights?

Are there nonstop flights from Washington, D.C. to Chicago for under $200 on Cheapflights?

Are there last-minute flights available from Washington, D.C. to Chicago for under $100?

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

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

What are the most popular routes from Washington, D.C. to Chicago?

What are the most popular airlines that fly from Washington, D.C. to Chicago?

What are the most reliable airlines from Washington, D.C. to Chicago?

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

What does IAD to ORD mean?

Can I find deals for flights from Washington, D.C. to Chicago that include extra baggage allowance?

Can I find deals on flights from Washington, D.C. to Chicago with specific airlines?

Can I find deals for flights from Washington, D.C. to Chicago that include hotel bookings?

How can I find direct flights from Washington, D.C. to Chicago?

Can I find deals for business class flights from Washington, D.C. to Chicago?

Can I find deals for flights from Washington, D.C. to Chicago that allow pets onboard?

Can I find deals on last-minute flights from Washington, D.C. to Chicago?

How recently were the Washington, D.C. to Chicago flight deals updated?

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.

Fly from Washington, D.C. to Chicago on these airlinesChoose from the following airlines for your flight from Washington, D.C. to Chicago. Flights are based on user searches made on Cheapflights and were last updated on May 8, 2024.

Choose from the following airlines for your flight from Washington, D.C. to Chicago. Flights are based on user searches made on Cheapflights and were last updated on May 8, 2024.

Top 5 airlines flying from Washington, D.C. to Chicago

Popular flight searches

Check out other popular destinations found by fellow travelers in 2024

Search flights from Washington, D.C. to Chicago by cabin class

Find flights from Washington, D.C. to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Washington, D.C. to Chicago

Find hourly flight availability from Washington, D.C. 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 May 8, 2024.

Weekly flight availability from Washington, D.C. to Chicago

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User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations

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How does Cheapflights help users find flights from Washington, D.C. to Chicago?

Why should you use Cheapflights to find cheap flight tickets from Washington, D.C. to Chicago?

Can Cheapflights find flights from Washington, D.C. to Chicago with no change fees?

Fly from Washington, D.C. to Chicago on these airlines
Choose from the following airlines for your flight from Washington, D.C. to Chicago. Flights are based on user searches made on Cheapflights and were last updated on May 8, 2024.