Flights from Washington, District of Columbia to Chicago, United States

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Did you mean flights from Chicago to Washington, District of Columbia?

Washington, District of Columbia to Chicago Last modified: Oct 18, 2021 8:42 -04:00

We've scanned 1,972,836 round trip itineraries and found the cheapest flights to Chicago. 00 & !! frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

00
WASCHI
Wed 10/27
nonstop
CHIWAS
Tue 11/2
nonstop
!!
WASCHI
Thu 11/4
nonstop
CHIWAS
Mon 11/8
nonstop
$154
Frontier
WASCHI
Thu 12/30
nonstop
CHIWAS
Mon 1/3
nonstop
$198
United
WASCHI
Sat 10/16
nonstop
CHIWAS
Mon 10/18
nonstop
$384
British Airways
WASCHI
Sat 10/16
1 stop
CHIWAS
Mon 10/18
1 stop
$403
Alaska
WASCHI
Thu 10/28
2 stops
CHIWAS
Sat 10/30
2 stops
$674

How Much is a Flight from Washington, District of Columbia to Chicago?

We have collected flight cost data from across the web for travel from Washington, District of Columbia to Chicago, and have found the average flight price for this trip to be $129.

Where To Buy Cheap Flights from Washington, District of Columbia to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Washington, District of Columbia to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Washington, District of Columbia to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from Washington, District of Columbia to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $313 $393
7-14 days $62 $674
14-21 days $154 $186
21-30 days $157 $825
30-60 days $147 $186
60-90 days $138 $689
90+ days $147 $229

Cheapest Day To Fly from Washington, District of Columbia to Chicago

We've examined 3,945,672 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Washington, District of Columbia to Chicago is Wednesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$157$147$62$154$155$65$157

Compare Flight Prices from Washington, District of Columbia to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Washington, District of Columbia to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
October Washington, District of Columbia Chicago 00 10/27/21 11/2/21 0 $62
November Washington, District of Columbia Chicago !! 11/4/21 11/8/21 0 $154
December Washington, District of Columbia Chicago 00 12/14/21 12/28/21 0 $147
January Washington, District of Columbia Chicago 00 1/12/22 1/19/22 0 $138
February Washington, District of Columbia Chicago 00 2/8/22 2/12/22 0 $147
March Washington, District of Columbia Chicago 00 3/3/22 3/7/22 0 $157
April Washington, District of Columbia Chicago 00 4/11/22 4/15/22 0 $271
May Washington, District of Columbia Chicago 00 5/3/22 5/17/22 0 $118

Cheap Last Minute Flights from Washington, District of Columbia to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Washington, District of Columbia to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
18 19 20 21 22 23 24
$79
25 26 27 28 29 30 1
$79
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31 1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31 1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
$313
24 25 26 27 28 29 30
$313 $167
31 1 2 3 4 5 6
$167 $154
7 8 9 10 11 12 13
$154 $157
14 15 16 17 18 19 20
$157

Connecting Flights vs Direct Flights from Washington, District of Columbia to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Washington, District of Columbia to Chicago is $311.

The average price for direct flights from Washington, District of Columbia to Chicago is $125.

The chart below shows up to date information regarding non-stop flights from Washington, District of Columbia to Chicago.

Weekly Direct Flights from Washington, District of Columbia to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 9 9 9 9 9 9 9 01:30 15:55
United 21 21 21 21 21 14 19 00:50 17:07

One Way Flights vs Round Trip Flights from Washington, District of Columbia to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Washington, District of Columbia to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Washington, District of Columbia to Chicago is $97.

The average price for round trip flights from Washington, District of Columbia to Chicago is $179.

Washington, District of Columbia to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Washington, District of Columbia to Chicago?
Answer: The average Washington, District of Columbia to Chicago flight time is 2 hours and 4 minutes.
Question: How far is Chicago from Washington, District of Columbia?
Answer: The distance from Washington, District of Columbia to Chicago is 587 miles (944 kilometers).
Question: How common are direct flights from Washington, District of Columbia to Chicago?
Answer: There are 201 direct flights from Washington, District of Columbia to Chicago.
Question: What are the most popular Washington, District of Columbia airlines for direct flights from Washington, District of Columbia to Chicago?
Answer: United Airlines provides 68% of the non-stop flights between Washington, District of Columbia and Chicago.

Washington, District of Columbia to Chicago Airports

These are the major commercial airports we're currently monitoring in Washington, District of Columbia and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Flights from Washington, District of Columbia to Chicago