Cheap flights from Washington, D.C. Dulles Intl Airport to Chicago from $80
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. Dulles Intl Airport to Chicago departing on 5/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Washington, D.C. Dulles Intl Airport to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
United Airlines flights from Washington, D.C. Dulles Intl Airport to Chicago
Our best United Airlines deals on Washington, D.C. Dulles Intl Airport to Chicago flight tickets
Frontier flights from Washington, D.C. Dulles Intl Airport to Chicago
Our best Frontier deals on Washington, D.C. Dulles Intl Airport to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Washington, D.C. Dulles Intl 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 July is, on average, the cheapest month to fly to Chicago from Washington, D.C. Dulles Intl Airport, with most prices found around $285. If you’re not able to fly to Chicago in July, then January is your next best option. Flight prices from Washington, D.C. Dulles Intl Airport to Chicago during January average around $299.
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 Wednesday when prices can be found for as low as $402. 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. Dulles Intl Airport to Chicago for around $495.
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. Dulles Intl Airport to Chicago during this time can be as low as $337. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $456.
What is the cheapest Washington, D.C. Dulles Intl to Chicago flight route?
Fly from Washington, D.C. Dulles Intl to Chicago O'Hare Intl for the best Washington, D.C. Dulles Intl - 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. Dulles Intl Airport when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $335 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Washington, D.C. Dulles Intl Airport for as low as $266 on momondo.
What cabin class options are available on Washington, D.C. Dulles Intl to Chicago flights?
There are 4 cabin classes available to choose from on Washington, D.C. Dulles Intl 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. Dulles Intl to Chicago?
Frontier, United Airlines, and Allegiant Air are the most popular carriers operating from Washington, D.C. Dulles Intl to Chicago
What airlines fly to Chicago?
United Airlines, Delta and Frontier are the top three most popular airlines that fly to Chicago from Washington, D.C. Dulles Intl Airport according to our data. United Airlines is the first choice among our users, with 93% 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. Dulles Intl Airport to Chicago on average per day?
As of May 2025, there are 13 flights per day flying from Washington, D.C. Dulles Intl Airport to Chicago. The most common time of day flights depart is 5:00PM, with 56% of flights taking off in the afternoon.
How many flights depart from Washington, D.C. Dulles Intl Airport to Chicago on average per week?
The number of flights available between Washington, D.C. Dulles Intl Airport and Chicago is 91 per week as of May 2025. The most frequent departure day is Thu, with 33% of weekly flights leaving on this day.
When to book flights from Washington, D.C. Dulles Intl Airport to Chicago
Cheap Washington, D.C. Dulles Intl Airport to Chicago (IAD to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Dulles Intl Airport to Chicago
How far is Washington, D.C. Dulles Intl to Chicago by plane?
The distance between Washington, D.C. Dulles Intl and Chicago is about 571.5 mi. Flights usually cover this in 2h 05m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Washington, D.C. Dulles Intl Airport to Chicago?
Prices for flights from Washington, D.C. Dulles Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Washington, D.C. Dulles Intl Airport to Chicago?
The number of operators available for flights from Washington, D.C. Dulles Intl Airport to Chicago is 4 as of May 2025.
How old do you have to be to fly from Washington, D.C. Dulles Intl Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Dulles Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Washington, D.C. Dulles Intl Airport to Chicago?
Based on momondo bookings for flights between Washington, D.C. Dulles Intl Airport and Chicago, the leading plane model is Boeing 737-900, making up 12.20% of the total bookings. Other popular models include Airbus A320-100/200 with 11.44%, Boeing 737-800 with 10.45%, and Boeing 737 MAX 8 with 8.83%.
What is the most popular airline from Washington, D.C. Dulles Intl Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Washington, D.C. Dulles Intl Airport to Chicago is United Airlines (92% of total bookings). The next most popular airlines are Frontier (5%), American Airlines (1%), and Delta (1%).
Best airlines flying from Washington, D.C. Dulles Intl Airport to Chicago
Compare and see reviews for airlines that fly from Washington, D.C. Dulles Intl Airport to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $63 | Free Cancellation | Rating 5.9 3,287 reviews | |||
| PriceFrom $161 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 7,934 reviews | |||
| PriceFrom $364 | Free Cancellation | Rating 7.2 10,000 reviews |
United Airlines Flights From Washington, D.C. Dulles Intl Airport to Chicago
United Airlines flies from Washington, D.C. Dulles Intl Airport to Chicago around 11 times per week, with 8,696 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Washington, D.C. Dulles Intl Airport to Chicago in the last 72 hours was $161 (round-trip), much lower than the average airfare cost of $340 for United Airlines flights on this route.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Washington, D.C. to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Washington, D.C..
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?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Washington, D.C..
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.