S$204 Cheap Flights from Washington to Chicago

View S$204 flight on Wed, 26 Nov, 2025Opens in a new window

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

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Cheap Flights from Washington to Chicago (DCA-ORD)

Prices were available within the past 7 days and start at S$204 for one-way flights and S$344 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, 13 Oct - Tue, 14 Oct
DCA
Washington
ORD
Chicago
S$344 Return, found 4 days ago
S$344
Return
found 4 days ago
Select United flight, departing Mon, 13 Oct from Washington to Chicago, returning Tue, 14 Oct, priced at S$344 found 4 days ago
United
Thu, 9 Oct - Fri, 10 Oct
DCA
Washington
ORD
Chicago
S$397 Return, found 4 days ago
S$397
Return
found 4 days ago
Select United flight, departing Thu, 9 Oct from Washington to Chicago, returning Fri, 10 Oct, priced at S$397 found 4 days ago
American Airlines
Fri, 10 Oct - Mon, 20 Oct
DCA
Washington
ORD
Chicago
S$409 Return, found 4 days ago
S$409
Return
found 4 days ago
Select American Airlines flight, departing Fri, 10 Oct from Washington to Chicago, returning Mon, 20 Oct, priced at S$409 found 4 days ago
American Airlines
Fri, 10 Oct - Sun, 12 Oct
DCA
Washington
ORD
Chicago
S$462 Return, found 4 days ago
S$462
Return
found 4 days ago
Select American Airlines flight, departing Fri, 10 Oct from Washington to Chicago, returning Sun, 12 Oct, priced at S$462 found 4 days ago
American Airlines
Fri, 10 Oct - Sun, 12 Oct
DCA
Washington
ORD
Chicago
S$469 Return, found 4 days ago
S$469
Return
found 4 days ago
Select American Airlines flight, departing Fri, 10 Oct from Washington to Chicago, returning Sun, 12 Oct, priced at S$469 found 4 days ago
United
Fri, 19 Sep - Sun, 21 Sep
DCA
Washington
ORD
Chicago
S$475 Return, found 4 days ago
S$475
Return
found 4 days ago
Select United flight, departing Fri, 19 Sep from Washington to Chicago, returning Sun, 21 Sep, priced at S$475 found 4 days ago
United
Fri, 19 Sep - Sun, 21 Sep
DCA
Washington
ORD
Chicago
S$495 Return, found 4 days ago
S$495
Return
found 4 days ago
Select United flight, departing Fri, 19 Sep from Washington to Chicago, returning Sun, 21 Sep, priced at S$495 found 4 days ago
American Airlines
Fri, 10 Oct - Sun, 12 Oct
DCA
Washington
ORD
Chicago
S$502 Return, found 4 days ago
S$502
Return
found 4 days ago
Select American Airlines flight, departing Fri, 10 Oct from Washington to Chicago, returning Sun, 12 Oct, priced at S$502 found 4 days ago
American Airlines
Fri, 19 Sep - Sun, 21 Sep
DCA
Washington
ORD
Chicago
S$507 Return, found 4 days ago
S$507
Return
found 4 days ago
Select American Airlines flight, departing Fri, 19 Sep from Washington to Chicago, returning Sun, 21 Sep, priced at S$507 found 4 days ago
Delta
Wed, 26 Nov - Sun, 30 Nov
DCA
Washington
ORD
Chicago
S$562 Return, found 5 days ago
S$562
Return
found 5 days ago
Select Delta flight, departing Wed, 26 Nov from Washington to Chicago, returning Sun, 30 Nov, priced at S$562 found 5 days ago

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

November is typically the cheapest month to fly

From S$137 - S$369 per traveller.

Graph displaying average flight prices per month

Washington to Chicago route information
Origin airport
Ronald Reagan Washington National
Destination airport
O'Hare Intl.
Return price
S$344
Distance
976 km
Average flight time
1 hour 13 mins

Flights from Washington to Chicago

There are several airlines that operate frequent flights from Washington D.C. (DCA) to Chicago (ORD) including

The earliest flight leaves Ronald Reagan Washington National Airport at 06:00 and arrives at O'Hare Intl. Airport at 07:03. The last flight of the day departs Washington D.C. at 20:41 and arrives at Chicago at 21:59.

The flight distance from Washington D.C. to Chicago is about 988 km, the shortest flight is 01 hours 57 minutes with Air Europa.

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Washington Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Washington to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Washington to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from Ronald Reagan Washington National Airport (DCA) to ORD?
If you're planning on travelling from Ronald Reagan Washington National Airport (DCA) to O'Hare Airport, round-trip journeys start from S$344. This figure is based on fares listed within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal pass you by. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Ronald Reagan Washington National Airport (DCA) to O'Hare Intl. Airport (ORD)?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from Ronald Reagan Washington National Airport (DCA) to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for DCA to ORD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Ronald Reagan Washington National Airport (DCA) to ORD?
That movie you've been wanting to see will have to wait — the flight distance between DCA and ORD is only 980 kilometres. The captain will be telling you to put your seat upright for touchdown before you know it.
Which airlines fly direct from Ronald Reagan Washington National Airport (DCA) to O'Hare Airport?
Many adventurers choose to fly with United Airlines (UA) from DCA to O'Hare Airport. This leading airline offers 321 flights every month, so you can easily find a flight time that works for you. Offering 265 flights a month on this route, American Airlines (AA) is another fantastic option.
Are National Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Ronald Reagan Washington National Airport (DCA) to ORD at the last minute could be your ticket to a great deal. However, it could end up costing a good deal more! If you'd prefer not to take the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to 12 months in advance. If your preferred carrier hasn't released tickets yet, check back frequently as deals are updated on Expedia all the time.

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