Cheap flights from Washington, D.C. (WAS) to Chicago (CHI) from $49

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
WAS — CHI
May 2 — May 91

The best prices from Washington, D.C. to Chicago are usually found in January or September, booked 70 days in advance, depart on a Wednesday or Monday and return on a Wednesday

Cheap flight deals from Washington, D.C. to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Washington, D.C. (WAS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 27, 2024.

Popular in

June

Cheapest in

January

Round-trip from

$222

One-way from

$49
High demand for flights, 13% potential price rise
Best time to find cheap flights, 14% potential price drop
From Washington, D.C. (WAS) to Chicago (CHI)
One-way flight from Washington, D.C. (WAS) to Chicago (CHI)

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

Thursday flights are generally found to be more expensive for flights from Washington, D.C. 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. to Chicago?

To save on the cost of your flight from Washington, D.C. to Chicago, book at least 43 days before your planned departure. Booking around this time can save you about 65% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $396 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $451.

What is the cheapest month to fly from Washington, D.C. to Chicago?

January can be a great time to fly to Chicago from Washington, D.C. with a flight ticket averaging about $300. Cheapflights users have found deals in the month of January for as cheap as $94. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Washington, D.C. to Chicago (WAS - CHI)?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 13% on flights from Washington, D.C. to Chicago by exploring options for tickets in the evening.

Cheap American Airlines flights from Washington, D.C. to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Washington, D.C. and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Take a peek at the cheapest American Airlines flights we've detected traveling from Washington, D.C. to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Wed 5/297:40 amBWI - ORD
Nonstop2h 18mAmerican Airlines
Fri 5/316:48 pmORD - BWI
Nonstop2h 00mAmerican Airlines
Deal found 4/26$119
Tue 7/236:00 amDCA - ORD
Nonstop2h 10mAmerican Airlines
Wed 7/314:45 pmORD - DCA
Nonstop1h 50mAmerican Airlines
Deal found 4/26$159
Mon 5/137:40 amBWI - ORD
Nonstop2h 18mAmerican Airlines
Wed 5/296:48 pmORD - BWI
Nonstop2h 00mAmerican Airlines
Deal found 4/26$179
Sat 8/106:26 amDCA - ORD
Nonstop2h 14mAmerican Airlines
Sat 8/176:40 amORD - DCA
Nonstop1h 49mAmerican Airlines
Deal found 4/27$189
Sat 5/47:56 amBWI - ORD
Nonstop2h 18mAmerican Airlines
Sat 5/116:48 pmORD - BWI
Nonstop2h 00mAmerican Airlines
Deal found 4/26$229
Sat 5/48:18 pmBWI - ORD
1 stop4h 39mAmerican Airlines
Sat 5/116:48 pmORD - BWI
Nonstop2h 00mAmerican Airlines
Deal found 4/26$237
Sat 5/47:56 amBWI - ORD
Nonstop2h 18mAmerican Airlines
Fri 5/106:48 pmORD - BWI
Nonstop2h 00mAmerican Airlines
Deal found 4/26$249
Sat 5/47:56 amBWI - ORD
Nonstop2h 18mAmerican Airlines
Sat 5/47:17 pmORD - BWI
Nonstop1h 48mAmerican Airlines
Deal found 4/25$259
Fri 5/37:56 amBWI - ORD
Nonstop2h 18mAmerican Airlines
Fri 5/103:20 pmORD - BWI
1 stop5h 30mAmerican Airlines
Deal found 4/26$277
  • If you’re traveling from Washington, D.C. to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $360.95 RT. This price is typically 33% more expensive than other airlines that offer Washington, D.C. to Chicago flights. When booking this route, the cheapest RT price found was $276. The most popular departure airport in Washington, D.C. when flying to Chicago is Washington, D.C. Dulles Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Washington, D.C. to Chicago, American Airlines flights are 13% more popular than any other airline flying that same route.

Cheap Frontier flights from Washington, D.C. to Chicago

Explore cheap flight options specifically provided by Frontier for the route between Washington, D.C. and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Browse through some of the cheapest Frontier flights traveling from Washington, D.C. to Chicago. Check back soon if you're not seeing flights that suit your needs.
Mon 5/64:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/812:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$98
Fri 5/104:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/293:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$111
Fri 5/317:16 pmBWI - MDW
Nonstop1h 59mFrontier
Sat 6/293:14 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$113
Fri 5/104:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$114
Mon 5/138:32 pmBWI - ORD
1 stop29h 27mFrontier
Fri 5/175:56 pmORD - BWI
1 stop13h 34mFrontier
Deal found 4/26$118
Wed 5/89:52 amBWI - MDW
1 stop5h 47mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$119
Tue 5/79:52 amBWI - ORD
1 stop8h 35mFrontier
Wed 5/156:00 amORD - BWI
1 stop5h 02mFrontier
Deal found 4/26$120
Wed 5/154:10 pmBWI - MDW
Nonstop2h 03mFrontier
Thu 5/166:22 pmMDW - BWI
1 stop19h 53mFrontier
Deal found 4/26$121
Wed 5/159:52 amBWI - ORD
1 stop8h 35mFrontier
Mon 5/205:56 pmORD - BWI
1 stop13h 34mFrontier
Deal found 4/26$122
  • One of the most popular airlines traveling from Washington, D.C. to Chicago is Frontier. Flights from Frontier traveling this route typically cost $349.23 RT. This price is typically 28% cheaper than other airlines that offer Washington, D.C. to Chicago flights. When booking this route, the cheapest RT price found was $156. Washington, D.C. Dulles Intl Airport is the most common Washington, D.C. airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Washington, D.C. to Chicago, Frontier flights are 3% more popular than any other airline flying that same route.

Cheap Washington, D.C. to Chicago flights in April & May 2024

Find cheap flight options from Washington, D.C. to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 27, 2024.
These are some of the most attractive deals on flights from Washington, D.C. to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 5/84:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$58
Wed 5/154:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$65
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/293:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$68
Wed 5/156:49 amBWI - ORD
1 stop11h 51mSpirit Airlines
Tue 6/49:15 pmORD - BWI
1 stop9h 40mSpirit Airlines
Deal found 4/26$68
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$71
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$75
Mon 5/207:16 pmBWI - MDW
Nonstop1h 59mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$76
Wed 5/297:16 pmBWI - MDW
Nonstop1h 59mFrontier
Fri 5/313:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$78
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Fri 5/173:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$80

Washington, D.C. to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Washington, D.C. and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
These are some of the most attractive deals on flights from Washington, D.C. to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 5/84:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$58
Wed 5/154:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$65
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/293:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$68
Wed 5/156:49 amBWI - ORD
1 stop11h 51mSpirit Airlines
Tue 6/49:15 pmORD - BWI
1 stop9h 40mSpirit Airlines
Deal found 4/26$68
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$71
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$75
Mon 5/207:16 pmBWI - MDW
Nonstop1h 59mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$76
Wed 5/297:16 pmBWI - MDW
Nonstop1h 59mFrontier
Fri 5/313:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$78
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Fri 5/173:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$80

Non-stop flights to Chicago from Washington, D.C.

Discover non-stop flight options from Washington, D.C. to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
For a shorter flight, select one of these non-stop flights from Washington, D.C. to Chicago. Those looking to potentially save on 1 or 2-stop flights from Washington, D.C. to Chicago should utilize the search form at the the top of the page.
Wed 5/84:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$58
Wed 5/154:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$65
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/293:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$68
Wed 10/167:09 pmBWI - MDW
Nonstop1h 59mFrontier
Sat 10/193:28 pmMDW - BWI
Nonstop1h 51mFrontier
Deal found 4/26$70
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$71
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$75
Mon 5/207:16 pmBWI - MDW
Nonstop1h 59mFrontier
Wed 5/223:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$76
Wed 5/297:16 pmBWI - MDW
Nonstop1h 59mFrontier
Fri 5/313:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$78
Mon 5/134:10 pmBWI - MDW
Nonstop2h 03mFrontier
Fri 5/173:36 pmMDW - BWI
Nonstop1h 50mFrontier
Deal found 4/26$80

Washington, D.C. to Chicago flights leaving soon

Find last-minute flight options from Washington, D.C. to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Book one of these great deals on flights from Washington, D.C. to Chicago. Tip: verify your flight details before completing your reservation.
Mon 5/64:10 pmBWI - MDW
Nonstop2h 03mFrontier
Wed 5/812:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$98
Mon 5/61:00 pmBWI - MDW
1 stop23h 38mFrontier
Wed 5/812:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$120
Sat 5/49:52 amBWI - MDW
1 stop5h 47mFrontier
Wed 5/812:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$127
Fri 5/34:10 pmBWI - MDW
Nonstop2h 03mFrontier
Fri 5/1012:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$128
Sat 5/41:02 pmBWI - ORD
1 stop5h 25mFrontier
Wed 5/86:00 amORD - BWI
1 stop5h 02mFrontier
Deal found 4/26$130
Fri 5/312:29 pmBWI - ORD
1 stop13h 27mMultiple Airlines
Tue 5/76:41 pmORD - BWI
1 stop13h 01mMultiple Airlines
Deal found 4/26$132
Sun 5/59:56 pmBWI - MDW
1 stop12h 51mFrontier
Wed 5/1512:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$137
Fri 5/39:38 pmBWI - ORD
2 stops21h 08mSpirit Airlines
Tue 5/78:59 pmORD - BWI
1 stop10h 04mSpirit Airlines
Deal found 4/26$137
Fri 5/38:50 pmBWI - MDW
1 stop23h 37mFrontier
Fri 5/1012:28 pmMDW - BWI
Nonstop1h 48mFrontier
Deal found 4/26$138

One-way flights to Chicago from Washington, D.C.

Search for one-way flight options from Washington, D.C. to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Take a look at some of the best available options we've come across on one-way flights from Washington, D.C. to Chicago. Those needing a return flight from Washington, D.C. to Chicago can use the search form above.
Mon 6/37:16 pmBWI - MDW
Nonstop1h 59mFrontier
Deal found 4/26$49
Wed 5/151:02 pmBWI - ORD
1 stop5h 25mFrontier
Deal found 4/26$49
Mon 6/107:09 pmBWI - MDW
Nonstop1h 59mFrontier
Deal found 4/26$50
Mon 6/177:09 pmBWI - MDW
Nonstop1h 59mFrontier
Deal found 4/25$51
Tue 5/76:26 amBWI - ORD
1 stop15h 19mSpirit Airlines
Deal found 4/26$51
Wed 6/55:45 amBWI - ORD
2 stops16h 02mSpirit Airlines
Deal found 4/27$52
Sat 5/118:00 pmBWI - ORD
1 stop6h 18mSpirit Airlines
Deal found 4/26$53
Mon 5/277:16 pmBWI - MDW
Nonstop1h 59mFrontier
Deal found 4/26$54
Tue 5/76:26 amBWI - ORD
2 stops18h 54mSpirit Airlines
Deal found 4/26$54

Find flights from Washington, D.C. to Chicago within your budget

Customize your flight search to find flights from Washington, D.C. to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$108 - $176

Route

Depart

Return

Price

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

Mon 5/13

1 stop12h 43m

Chicago O'Hare Intl

Tue 5/14

2 stops27h 36m

$108

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

Tue 5/7

1 stop12h 01m

Chicago O'Hare Intl

Mon 5/13

1 stop24h 26m

$109

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

Sat 5/11

1 stop10h 11m

Chicago O'Hare Intl

Wed 5/15

1 stop5h 02m

$110

Baltimore/WashingtonChicago Midway

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 5/10

Nonstop2h 03m

Chicago Midway

Wed 5/29

Nonstop1h 50m

$111

Baltimore/WashingtonChicago Midway

BWI - MDW

BWIMDW

Baltimore/Washington

Fri 5/31

Nonstop1h 59m

Chicago Midway

Sat 6/29

Nonstop1h 50m

$113

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

Wed 5/29

Nonstop2h 18m

Chicago O'Hare Intl

Fri 5/31

Nonstop2h 00m

$119

Washington, D.C. Dulles IntlChicago O'Hare Intl

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Tue 6/11

Nonstop2h 10m

Chicago O'Hare Intl

Tue 6/18

Nonstop2h 02m

$159

Washington, D.C. Dulles IntlChicago O'Hare Intl

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 6/12

1 stop8h 50m

Chicago O'Hare Intl

Fri 6/14

1 stop15h 52m

$175

Baltimore/WashingtonChicago O'Hare Intl

BWI - ORD

BWIORD

Baltimore/Washington

Sun 5/26

1 stop3h 49m

Chicago O'Hare Intl

Sat 6/1

1 stop6h 24m

$176

Flights are sorted by cheapest first

Deals found on 4/26

When is the best time to book a flight from Washington, D.C. to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Washington, D.C. to Chicago. Price data was last updated on January 28, 2024.
To ensure you get the cheapest price possible for a flight from Washington, D.C. to Chicago, you should look to book at least 42 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

When is the cheapest time to fly from Washington, D.C. to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Washington, D.C. to Chicago. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Washington, D.C. to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Washington, D.C. to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Washington, D.C. to Chicago is currently $51 while a round-trip flight costs $131. Price data was last updated on April 21, 2024.

Currently, February is the cheapest month in which you can book a flight from Washington, D.C. to Chicago (average of $245). Flying from Washington, D.C. to Chicago in June is currently the most expensive (average of $356). 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.

January

$248

February

$245

March

$280

April

$273

May

$282

June

$356

July

$336

August

$276

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 27, 2024.
Read through reviews of airlines operating flights from Washington, D.C. to Chicago, such as American Airlines, Frontier and Spirit Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,165 reviews

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Southwest
8.2
Very good
6,165 reviews
Southwest
8.2
Very good
6,165 reviews

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

8.1
Very good
10,951 reviews
Southwest
8.2
Very good
6,165 reviews

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

7.6
Good
4,606 reviews
Southwest
8.2
Very good
6,165 reviews

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

7.4
Good
438 reviews
Southwest
8.2
Very good
6,165 reviews

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

7.4
Good
11,228 reviews
Southwest
8.2
Very good
6,165 reviews

Comfort

8.1

Boarding

8.3

Overall

8.2

Food

7.4

Crew

8.7

Entertainment

7.8

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Related info for your journey

Find useful and relevant information for your journey from Washington, D.C. to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Washington, D.C. to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from Washington, D.C. to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $108, but on average you can expect to pay $114.

  • Are there nonstop flights from Washington, D.C. to Chicago for under $100 on Cheapflights?

    Cheapflights has at least 20 direct flights from Washington, D.C. to Chicago under $100. A good price for a nonstop flight from Washington, D.C. to Chicago is less than $83.

  • Are there last-minute flights available from Washington, D.C. to Chicago for under $100?

    There are currently 20+ open flights from Washington, D.C. to Chicago within the next 7 days for less than $100.

  • What days are nonstop flights available from Washington, D.C. to Chicago?

    Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Wednesday, Thursday, Saturday.

  • How many flights depart from Washington, D.C. to Chicago on average per day?

    On average, you can expect to see 48 flights from Washington, D.C. to Chicago a day.
    Early Morning (Midnight to 6am) - 8% of flight departures
    Morning (6am - Noon) - 67% of flight departures
    Afternoon (Noon - 6pm) - 19% of flight departures
    Evening (6pm - Midnight) - 6% of flight departures

  • How long is the flight from Washington, D.C. to Chicago?

    Airlines like Spirit Airlines, Frontier, and American Airlines fly from Washington, D.C. to Chicago in about 2h 03m. The time it takes to get you to your destination can typically vary by up to 10h 40m. The distance from Washington, D.C. to Chicago is about 590 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Cheapflights users have booked flights from Washington, D.C. to Chicago round-trip from $108. Other airlines that can offer you cheap pricing are Frontier, from $111, and American Airlines, from $119. Spirit Airlines is 63% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most popular routes from Washington, D.C. to Chicago?

  • What are the most popular airlines that fly from Washington, D.C. to Chicago?

  • What are the most reliable airlines from Washington, D.C. to Chicago?

    The top 3 most reliable airlines when flying from Washington, D.C. to Chicago are Ethiopian Air (98%), Scandinavian Airlines (95%) and ANA (95%).

  • What are the cheapest flights from Washington, D.C. to Chicago?

    Looking at all options, your cheapest flight can be booked for $94. While the most popular route (Washington, D.C. Reagan-National - Chicago O'Hare Intl) can be booked for $178 on average our data indicates $1,134 when flying from Washington, D.C. to Chicago.

  • What does IAD to ORD mean?

    This is defined as Washington, D.C. Dulles Intl Airport (IAD) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Washington, D.C. to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Washington, D.C. to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Washington, D.C. to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Washington, D.C. to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Washington, D.C. to Chicago that include hotel bookings?

    Yes. In addition to deals on Washington, D.C. to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Washington, D.C. to Chicago?

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

  • Can I find deals for business class flights from Washington, D.C. to Chicago?

    Yes. Cheapflights offers flight deals from Washington, D.C. 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.

  • Can I find deals for flights from Washington, D.C. to Chicago that allow pets onboard?

    Many airlines flying from Washington, D.C. to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Washington, D.C. to Chicago?

    Yes, you can often find last-minute deals on Washington, D.C. to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Washington, D.C. to Chicago flight deals updated?

    The Washington, D.C. to Chicago flight deals you see on this page were last updated on 4/26.

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Fly from Washington, D.C. to Chicago on these airlines
Choose from the following airlines for your flight from Washington, D.C. to Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 27, 2024.

Top 5 airlines flying from Washington, D.C. to Chicago

Discover the top 5 airlines that operate flights from Washington, D.C. to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$140FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$70Average$131FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
American AirlinesCheapest$153Average$356FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$156Average$349FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$175Average$370FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights from Washington, D.C. to Chicago by cabin class

Find flights from Washington, D.C. to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Washington, D.C. to Chicago

Find hourly flight availability from Washington, D.C. 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 April 27, 2024.
13%of flight departuresEarly morningMidnight to 6 am
34%of flight departuresMorning6 am to noon
38%of flight departuresAfternoonNoon to 6 pm
15%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Washington, D.C. to Chicago

Explore weekly flight availability from Washington, D.C. to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 27, 2024.
Sunday45daily flights
Monday76daily flights
Tuesday70daily flights
Wednesday69daily flights
Thursday67daily flights
Friday72daily flights
Saturday45daily flights

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Why should you use Cheapflights to find cheap flight tickets from Washington, D.C. to Chicago?

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Can Cheapflights find flights from Washington, D.C. to Chicago with no change fees?

Yes, we can. To see specific flights from Washington, D.C. to Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Washington, D.C. to Chicago become cheaper?

Yes! Start tracking prices for Washington, D.C. to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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