Cheap flights from Washington, D.C. Reagan-National Airport to Chicago from $79
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Washington, D.C. Reagan-National Airport to Chicago departing on 8/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Washington, D.C. Reagan-National Airport to Chicago
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United Airlines flights from Washington, D.C. Reagan-National Airport to Chicago
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How to get the cheapest flight ticket from Washington, D.C. Reagan-National Airport to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of September is, on average, the cheapest month to fly to Chicago from Washington, D.C. Reagan-National Airport, with most prices found around $263. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Washington, D.C. Reagan-National Airport to Chicago during February average around $267.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $387. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Washington, D.C. Reagan-National Airport to Chicago for around $493.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Washington, D.C. Reagan-National Airport to Chicago during this time can be as low as $332. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $439.
What is the cheapest Washington, D.C. Reagan-National to Chicago flight route?
Fly from Washington, D.C. Reagan-National to Chicago O'Hare Intl for the best Washington, D.C. Reagan-National - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Washington, D.C. Reagan-National Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $307 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Washington, D.C. Reagan-National Airport for as low as $247 on momondo.
What cabin class options are available on Washington, D.C. Reagan-National to Chicago flights?
There are 4 cabin classes available to choose from on Washington, D.C. Reagan-National to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Washington, D.C. Reagan-National to Chicago?
American Airlines, Southwest, and United Airlines are the most popular carriers operating from Washington, D.C. Reagan-National to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Washington, D.C. Reagan-National Airport according to our data. American Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Washington, D.C. Reagan-National Airport to Chicago on average per day?
As of June 2025, there are 43 flights per day flying from Washington, D.C. Reagan-National Airport to Chicago. The most common time of day flights depart is 3:00PM, with 47% of flights taking off in the afternoon.
How many flights depart from Washington, D.C. Reagan-National Airport to Chicago on average per week?
As of June 2025, 307 flights take off from Washington, D.C. Reagan-National Airport and land in Chicago each week. The most common flight departure day for this route is Wed, with 18% of weekly flights taking off on this day.
When to book flights from Washington, D.C. Reagan-National Airport to Chicago
Cheap Washington, D.C. Reagan-National Airport to Chicago (DCA to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Reagan-National Airport to Chicago
How far is Washington, D.C. Reagan-National to Chicago by plane?
There are 594.5 mi between Washington, D.C. Reagan-National and Chicago. Typically, this will take 1h 55m by plane in normal conditions.
When did momondo last update prices for flights from Washington, D.C. Reagan-National Airport to Chicago?
Prices for flights from Washington, D.C. Reagan-National Airport to Chicago refresh daily.
How many operators does momondo search for flights from Washington, D.C. Reagan-National Airport to Chicago?
The number of operators available for flights from Washington, D.C. Reagan-National Airport to Chicago is 4 as of June 2025.
How old do you have to be to fly from Washington, D.C. Reagan-National Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Reagan-National Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Washington, D.C. Reagan-National Airport to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Washington, D.C. Reagan-National Airport to Chicago is Airbus A319 (14.08% of total bookings). The next most popular plane models are Boeing 737-800 (13.77%), Airbus A320-100/200 (12.35%), and Boeing 737 MAX 8 (9.62%).
What is the most popular airline from Washington, D.C. Reagan-National Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Washington, D.C. Reagan-National Airport to Chicago is American Airlines (45% of total bookings). The next most popular airlines are United Airlines (30%), Southwest (23%), and Frontier (1%).
Best airlines flying from Washington, D.C. Reagan-National Airport to Chicago
Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $101 | Free Cancellation | Rating 5.9 3,301 reviews | |||
| PriceFrom $160 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $177 | Free Cancellation | Rating 8.0 4,280 reviews | |||
| PriceFrom $190 | Free Cancellation | Rating 7.4 8,810 reviews |
Southwest Flights From Washington, D.C. Reagan-National Airport to Chicago
Southwest flies from Washington, D.C. Reagan-National Airport to Chicago around 33 times per week, with 4,280 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Washington, D.C. Reagan-National Airport to Chicago in the last 72 hours was $177 (round-trip), much lower than the average airfare cost of $302 for Southwest flights on this route.
United Airlines Flights From Washington, D.C. Reagan-National Airport to Chicago
United Airlines (7.4/10 from 8,810 reviews) operates around 54 flights from Washington, D.C. Reagan-National Airport to Chicago in any given week. The average United Airlines airfare for this route is around $328, with deals from around $190 rare but found on momondo. Referenced prices are for round-trip Washington, D.C. Reagan-National Airport to Chicago flight searches in the last 72 hours.
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Why should I use momondo to find a flight deal from Washington, D.C. to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Washington, D.C. to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Washington, D.C. to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Washington, D.C. which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Washington, D.C. to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Washington, D.C.. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Washington, D.C. to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Washington, D.C. are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.