How long is the flight from Washington, D.C. Reagan-National Airport to Chicago?

Departing from Washington, D.C. Reagan-National Airport to Chicago will take you 2h 14m. Airlines will cover a distance of 610 mi. This flight may include one or multiple stops.

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

Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $99. Additional round-trip tickets that might be worth considering are offered by American Airlines and Southwest, with the lowest prices starting at $164 and $178, respectively. Frontier is 66% cheaper than the average price of flights available within the next 90 days to this destination.

How far ahead should I book a flight from Washington, D.C. Reagan-National Airport to Chicago?

The best time to book flights from Washington, D.C. Reagan-National Airport to Chicago is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Washington, D.C. Reagan-National Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from Washington, D.C. Reagan-National Airport to Chicago (average of $245). Flying from Washington, D.C. Reagan-National Airport to Chicago in March is currently the most expensive (average of $321). 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.

What is the cheapest day to fly from Washington, D.C. Reagan-National Airport to Chicago?

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

Weekly flight availability from Washington, D.C. Reagan-National Airport to Chicago

The most flights from DCA to CHI are scheduled on a Friday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (38 on average).

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the most popular routes from Washington, D.C. Reagan-National Airport to Chicago?

The most popular flight routes from Washington, D.C. Reagan-National Airport to Chicago are Washington, D.C. Reagan-National - Chicago O'Hare Intl, Washington, D.C. Reagan-National - Chicago Midway and Washington, D.C. Reagan-National - Chicago Greater Rockford.

What are the cheapest flights from Washington, D.C. Reagan-National Airport to Chicago?

While on average a flight from Washington, D.C. Reagan-National Airport to Chicago is generally $937, our data shows the cheapest flight currently is $107. When looking at the most popular route, (Washington, D.C. Reagan-National - Chicago O'Hare Intl), you can expect to pay $145 for that flight.

What are the most reliable airlines from Washington, D.C. Reagan-National Airport to Chicago?

Before booking your flight to Chicago from Washington, D.C. Reagan-National Airport, check out the most reliable airlines to get you to your destination on time: Cathay Pacific (82%), Alaska Airlines (77%), Japan Airlines( 71%).

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

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

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

Saturday flights are found to be more expensive to fly from Washington, D.C. Reagan-National Airport 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.

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

Users have found that booking a flight from Washington, D.C. Reagan-National Airport to Chicago at least 37 days early can save you up to 61% on average compared to booking a flight this week. If booking 37 days before your flight isn’t an option for you, users have found flights from Washington, D.C. Reagan-National Airport to Chicago for as little as $278 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $344 for flights departing within the next 3 days.

What is the cheapest month to fly from Washington, D.C. Reagan-National Airport to Chicago?

September can be a great time to fly to Chicago from Washington, D.C. Reagan-National Airport with a flight ticket averaging about $248. Cheapflights users have found deals in the month of September for as cheap as $81. The most expensive prices can be found in the month of April.

What is the cheapest time of day to fly from DCA to CHI?

It’s typically best to fly out from Washington, D.C. Reagan-National Airport to Chicago in the evening. Doing so could potentially save you 21% on the flight price compared to flying at noon, which is usually more expensive.

Can I find deals for flights from Reagan-National to Chicago that include hotel bookings?

Yes. In addition to deals on Reagan-National to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Reagan-National to Chicago?

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

Can I find deals for business class flights from Reagan-National to Chicago?

Yes. Cheapflights offers flight deals from Reagan-National 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.

$82+ Flights from Washington, D.C. Reagan-National Airport to Chicago

Q: What are the cheapest airlines to fly from Washington, D.C. Reagan-National Airport to Chicago one-way?

The cheapest airlines for a one-way flight from Washington, D.C. Reagan-National Airport to Chicago are United Airlines ($85), Southwest ($87), and Delta ($99).

Round-trip from	$141 (Southwest)
One-way from	$82 (Southwest)
Popular in	December
Cheapest in	February
Average price	$289
Good round-trip deal	$271 or less
Good one-way deal	$154 or less

DCA

Reserve parking online at DCA to ensure availability, especially during busy times. Parking Garage 1 serves Terminal 1, and Garage 2 serves Terminal 2.

ORD

Take the “L” train from ORD to avoid traffic and reach downtown Chicago efficiently.

MDW

Use the Orange Line train for a quick, affordable trip from MDW to downtown Chicago in under 30 minutes.

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$99	Average$200	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$163	Average$298	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$178	Average$304	FlexibilityNo cancel fee	On-time63%
United Airlines	Cheapest$200	Average$333	FlexibilityNo cancel fee	On-time69%

$82+ Cheap flights from Reagan-National (DCA) to Chicago (CHI)

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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.

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Cheapflights Tip: The best prices from Washington, D.C. Reagan-National to Chicago are usually found in February or May, booked 35 days in advance, depart on a Friday or Thursday and return on a Thursday

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Cheapest flights from Reagan-National to ChicagoExplore the most affordable flight options available from Reagan-National to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

Explore the most affordable flight options available from Reagan-National to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

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The best insider tips for Washington, D.C. Reagan-National Airport to Chicago flights

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Best time to book a flight from Reagan-National to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Reagan-National with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. Reagan-National Airport to Chicago

How far ahead should I book a flight from Washington, D.C. Reagan-National Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Reagan-National to Chicago. Price data was last updated on September 12, 2025.

What is the cheapest month to book a flight from Washington, D.C. Reagan-National Airport to Chicago?

What is the cheapest time of day to fly from DCA to CHI?

Find hourly flight availability from Reagan-National 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 September 15, 2025.

What is the cheapest day to fly from Washington, D.C. Reagan-National Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Reagan-National to Chicago. Price data was last updated on September 7, 2025.

Weekly flight availability from Washington, D.C. Reagan-National Airport to Chicago

Reviews of airlines servicing Chicago

Related info for your journey

Find useful and relevant information for your journey from Reagan-National to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

How long is the flight from Washington, D.C. Reagan-National Airport to Chicago?

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

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

What are the most popular routes from Washington, D.C. Reagan-National Airport to Chicago?

What are the most reliable airlines from Washington, D.C. Reagan-National Airport to Chicago?

What are the cheapest flights from Washington, D.C. Reagan-National Airport to Chicago?

Can I find deals for flights from Reagan-National to Chicago that include hotel bookings?

How can I find direct flights from Reagan-National to Chicago?

Can I find deals for business class flights from Reagan-National to Chicago?

What is the cheapest month to book a flight from Washington, D.C. Reagan-National Airport to Chicago?

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Cheapest flights from Reagan-National to Chicago
Explore the most affordable flight options available from Reagan-National to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.