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CA $125 Cheap Flights from Washington (DCA) to Chicago (ORD)

View CA $125 flight on Sat, Aug 22, 2026Opens in a new window

Popular airlines from Ronald Reagan National Airport (DCA) to Chicago O'Hare International Airport (ORD)

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Cheap flights from Washington (DCA) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $125 for one-way flights and CA $309 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Mon, Sep 21 - Sat, Sep 26
DCA
Washington
ORD
Chicago
CA $309 Roundtrip, found 1 day ago
CA $309
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 21 from Washington to Chicago, returning Sat, Sep 26, priced at CA $309 found 1 day ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
DCA
Washington
ORD
Chicago
CA $317 Roundtrip, found 2 days ago
CA $317
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Washington to Chicago, returning Tue, Sep 29, priced at CA $317 found 2 days ago
JetBlue Airways
Thu, Sep 24 - Sat, Sep 26
DCA
Washington
ORD
Chicago
CA $322 Roundtrip, found 1 day ago
CA $322
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 24 from Washington to Chicago, returning Sat, Sep 26, priced at CA $322 found 1 day ago
Delta
Sat, Sep 5 - Tue, Sep 22
DCA
Washington
ORD
Chicago
CA $324 Roundtrip, found 1 day ago
CA $324
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 5 from Washington to Chicago, returning Tue, Sep 22, priced at CA $324 found 1 day ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
DCA
Washington
ORD
Chicago
CA $328 Roundtrip, found 2 days ago
CA $328
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from Washington to Chicago, returning Tue, Sep 29, priced at CA $328 found 2 days ago
American Airlines
Thu, Sep 3 - Thu, Sep 10
DCA
Washington
ORD
Chicago
CA $333 Roundtrip, found 23 hours ago
CA $333
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, Sep 3 from Washington to Chicago, returning Thu, Sep 10, priced at CA $333 found 23 hours ago
American Airlines
Thu, Sep 3 - Thu, Sep 10
DCA
Washington
ORD
Chicago
CA $345 Roundtrip, found 23 hours ago
CA $345
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, Sep 3 from Washington to Chicago, returning Thu, Sep 10, priced at CA $345 found 23 hours ago
American Airlines
Mon, Sep 14 - Tue, Sep 29
DCA
Washington
ORD
Chicago
CA $346 Roundtrip, found 2 days ago
CA $346
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Sep 14 from Washington to Chicago, returning Tue, Sep 29, priced at CA $346 found 2 days ago
United
Sat, Aug 22 - Mon, Sep 7
DCA
Washington
ORD
Chicago
CA $456 Roundtrip, found 1 day ago
CA $456
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 22 from Washington to Chicago, returning Mon, Sep 7, priced at CA $456 found 1 day ago
Alaska Airlines
Mon, Aug 3 - Wed, Aug 5
DCA
Washington
ORD
Chicago
CA $1,465 Roundtrip, found 2 hours ago
CA $1,465
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Mon, Aug 3 from Washington to Chicago, returning Wed, Aug 5, priced at CA $1,465 found 2 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $405
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $405

Find the cheapest month to fly from Washington (DCA) to Chicago (ORD)

February is typically the cheapest month to fly

From CA $183 - CA $364 per traveller.

Frequently asked questions

How much does a flight from Washington, DC (DCA) to Chicago, IL (ORD) cost?
You can find cheap one-way flights from CA $125 and cheap return flights from CA $309 DCA to ORD with Expedia. One-way flights typically cost between CA$367 and CA$931. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when DCA to ORD ticket fares go up or down.
What is the cheapest month to fly from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
If you're looking for the cheapest time to fly from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.), August is typically your best bet! You can expect average return fares around CA$359 during this month. August often sees lower prices as the peak summer travel season winds down, and many families are preparing for the new school year, leading to a dip in demand. Other budget-friendly months for this route include May and September.
Which airlines fly direct from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
There are 4 airlines offering direct flights from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.). Here are some of the top carriers:
  • United operates 102 direct flights from Ronald Reagan Washington National to O'Hare Intl. every week.
  • American Airlines operates 82 direct flights from Ronald Reagan Washington National to O'Hare Intl. every week.
  • British Airways operates 9 direct flights from Ronald Reagan Washington National to O'Hare Intl. every week.
  • Japan Airlines operates 7 direct flights from Ronald Reagan Washington National to O'Hare Intl. every week.
How do I find cheap flights from Washington, DC (DCA) to Chicago, IL (ORD)?
To find a cheap flight from Washington, DC (DCA) to Chicago, IL (ORD), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
The cheapest months to fly from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) are typically August and September, with average return flights around CA$359. However, the most popular months for this route are July and April, meaning you'll find plenty of flight options during those times. If you're looking for the best value, aiming for August or September could save you some money, while July and April offer more flexibility with schedules.
How many flights per day from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find around 26 nonstop flights per day from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.). For even more choices, look at flights that include layovers, as there are approximately 134 connecting flights per day. Some common connection points include LaGuardia (LGA), Hartsfield-Jackson Atlanta Intl. (ATL), and Logan Intl. (BOS).
What is the earliest flight from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM. This flight is operated by American Airlines. This is a seasonal service active in June. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find the most flights from Ronald Reagan Washington National (DCA) to O'Hare Intl. (ORD) on a Friday, with around 104 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, Delta, and United. Fridays offer notably more flight options compared to other days of the week, making it a good day to consider if you need flexibility.
What are the most popular departure times for flights from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. This timing works well for travellers who want to arrive in Chicago early and make the most of their day.
How long does it take to fly from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 2 hours 30 minutes. This route covers a distance of approximately 982 kilometres. If you opt for a one-stop flight, your travel time will be longer, usually around 5 hours 30 minutes, depending on your layover. Flights with two or more stops can take significantly longer, often around 14 hours. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic.
Can you fly business or first class from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.)?
Yes, you can fly business class or first class between DCA and ORD. You can fly business class with Frontier Airlines and Delta.First class cabins are available on Alaska Airlines, United, Delta, and American Airlines.
How do I earn miles on a Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago, IL (ORD) from Washington, DC (DCA)?
If you're planning to travel to Chicago from Ronald Reagan Washington National (DCA), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Charlotte-Douglas Intl. (CLT), Logan Intl. (BOS), or John F. Kennedy Intl. (JFK) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Washington, DC (DCA-Ronald Reagan Washington National) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Washington, DC (DCA) to Chicago, IL (ORD)?
If you booked your Washington, DC (DCA) to Chicago, IL (ORD) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Ronald Reagan Washington National
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Roundtrip price
CA $308
Distance
976 km
Average flight time
1 hour 17 mins

Book with confidence

Washington to Chicago Flights

The easy way to book your flights from Washington to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Washington whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Washington to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Ronald Reagan Washington National, DCA to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Washington to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Washington currently is just CA $309 rising to CA $1,465.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Washington 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Washington to Chicago Flights

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