Cheap flights from District of Columbia to Chicago from $85
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from District of Columbia to Chicago departing on 5/7. 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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0 bags
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Cheap round-trip flights
These are some of the best round-trip flight deals from District of Columbia to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from District of Columbia to Chicago.
Cheap last minute flights
Planning a quick getaway from District of Columbia to Chicago? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.
JetBlue flights from District of Columbia to Chicago
Our best JetBlue deals on District of Columbia to Chicago flight tickets
JetBlue![JetBlue]()
May 7![JetBlue]()
May 13
DCA12:25 pmWashington, D.C. Reagan-National
7h 07m
1 stop
ORD6:32 pmChicago O'Hare Intl
ORD8:50 amChicago O'Hare Intl
7h 02m
1 stop
DCA4:52 pmWashington, D.C. Reagan-National
JetBlue![JetBlue]()
May 21![JetBlue]()
May 28
DCA6:30 amWashington, D.C. Reagan-National
6h 47m
1 stop
ORD12:17 pmChicago O'Hare Intl
ORD1:12 pmChicago O'Hare Intl
8h 47m
1 stop
DCA10:59 pmWashington, D.C. Reagan-National
American Airlines flights from District of Columbia to Chicago
Our best American Airlines deals on District of Columbia to Chicago flight tickets
American Airlines![American Airlines]()
Mar 12![American Airlines]()
Mar 13
DCA2:55 pmWashington, D.C. Reagan-National
4h 34m
1 stop
ORD6:29 pmChicago O'Hare Intl
ORD8:11 amChicago O'Hare Intl
1h 49m
DCA11:00 amWashington, D.C. Reagan-National
American Airlines![American Airlines]()
Apr 25![American Airlines]()
Apr 25
DCA6:45 amWashington, D.C. Reagan-National
2h 09m
ORD7:54 amChicago O'Hare Intl
ORD3:59 pmChicago O'Hare Intl
2h 00m
DCA6:59 pmWashington, D.C. Reagan-National
See travel insights to Chicago from
How to get the cheapest flight ticket from District of Columbia 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
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Other information
What is the cheapest month to fly to Chicago?
The month of September is, on average, the cheapest month to fly to Chicago from District of Columbia, with most prices found around $208. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from District of Columbia to Chicago during January average around $229.
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 $404. 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 District of Columbia to Chicago for around $497.
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 District of Columbia to Chicago during this time can be as low as $333. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $458.
What is the cheapest District of Columbia to Chicago flight route?
Fly from Baltimore/Washington to Chicago Midway for the best District of Columbia - 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 District of Columbia when booking 21 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $340 when searching 21 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from District of Columbia for as low as $231 on momondo.
What cabin class options are available on District of Columbia to Chicago flights?
There are 4 cabin classes available to choose from on District of Columbia 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 District of Columbia to Chicago?
Southwest, American Airlines, and Frontier are the most popular carriers operating from District of Columbia to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from District of Columbia according to our data. United Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 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 District of Columbia to Chicago on average per day?
The number of flights available between District of Columbia and Chicago is 49 per day as of February 2025. The most frequent departure time is 5:00PM, with 44% of daily flights leaving at noon.
How many flights depart from District of Columbia to Chicago on average per week?
The number of flights available between District of Columbia and Chicago is 347 per week as of February 2025. The most frequent departure day is Tue, with 21% of weekly flights leaving on this day.
Cheap District of Columbia to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from District of Columbia to Chicago
When did momondo last update prices for flights from District of Columbia to Chicago?
Prices for flights from District of Columbia to Chicago are updated daily.
How many operators does momondo search for flights from District of Columbia to Chicago?
The number of operators available for flights from District of Columbia to Chicago is 5 as of February 2025.
How old do you have to be to fly from District of Columbia to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from District of Columbia 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 District of Columbia to Chicago?
Based on momondo bookings for flights between District of Columbia and Chicago, the leading plane model is Boeing 737-800, making up 14.06% of the total bookings. Other popular models include Airbus A320-100/200 with 14.02%, Airbus A319 with 12.36%, and Boeing 737 MAX 8 with 12.25%.
Best airlines flying from District of Columbia to Chicago
Compare and see reviews for airlines that fly from District of Columbia to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $58 | Free Cancellation | Rating 6.0 3,343 reviews | |||
| PriceFrom $101 | Free Cancellation | Rating 6.3 7,983 reviews | |||
| PriceFrom $133 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $149 | Free Cancellation | Rating 7.4 8,733 reviews | |||
| PriceFrom $158 | Free Cancellation | Rating 8.1 4,374 reviews | |||
| PriceFrom $175 | Free Cancellation | Rating 8.0 8,165 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsMerrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John
Why use momondo?
Why should I use momondo to find a flight deal from District of Columbia to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from District of Columbia to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from District of Columbia to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from District of Columbia with this policy.
How can momondo help me find flights from District of Columbia to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from District of Columbia to Chicago.
I’m not ready to book a flight from District of Columbia to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for District of Columbia to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.