How many flights depart from Virginia to Chicago on average per week?

The number of flights available between Virginia and Chicago is 925 per week as of August 2026. The most frequent departure day is Sun, with 23% of weekly flights leaving on this day.

How many flights depart from Virginia to Chicago on average per day?

As of August 2026, there are 132 flights per day flying from Virginia to Chicago. The most common time of day flights depart is 6:00AM, with 58% of flights taking off at noon.

What airlines fly to Chicago?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Virginia according to our data. United Airlines is the first choice among our users, with 53% 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.

What is the cheapest airline that flies from Virginia to Chicago?

Delta, Southwest, and United Airlines are the most popular carriers operating from Virginia to Chicago

How long does it take to fly to Chicago?

Average flight duration from Virginia to Chicago depends on which airport you fly into and out of. Flying from Roanoke to Chicago O'Hare Intl Airport is 1h 53m on average, while flying from Charlottesville to Chicago O'Hare Intl Airport is 2h 05m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

When did momondo last update prices for flights from Virginia to Chicago?

Prices for flights from Virginia to Chicago refresh daily.

How many operators does momondo search for flights from Virginia to Chicago?

There are 6 operators available for flights from Virginia to Chicago as of August 2026.

How old do you have to be to fly from Virginia 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 Virginia to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$63 Cheap Flights from Virginia to Chicago in 2026

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Find the cheapest flights from Virginia to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:00 pm - 10:05 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

3:20 pm - 10:30 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

6h 10m1 stop Nashville Intl

$187Southwest

Sun, Sep 6 - Fri, Sep 11

6:15 pm - 7:20 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

3:10 pm - 10:45 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

6h 35m1 stop Atlanta Hartsfield-Jackson

$187Southwest

Sun, Sep 6 - Fri, Sep 11

6:09 pm - 12:50 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

19h 41m1 stop Fort Lauderdale

7:28 pm - 5:18 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

20h 50m1 stop Atlanta Hartsfield-Jackson

$187Frontier

Mon, Aug 31 - Thu, Sep 10

7:00 am - 1:36 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

7h 36m1 stop Denver Intl

2:41 pm - 9:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

30h 18m1 stop Denver Intl

$188Frontier

Mon, Aug 31 - Tue, Sep 1

10:45 am - 1:55 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

4h 10m1 stop Cleveland Hopkins Intl

5:55 pm - 8:59 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 04mnonstop

$192American Airlines

Sun, Sep 6 - Sun, Sep 6

6:10 am - 9:07 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

3h 57m1 stop Detroit Metropolitan Wayne County

4:30 pm - 10:40 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

5h 10m1 stop Atlanta Hartsfield-Jackson

$197Delta

Fri, Sep 11 - Fri, Sep 11

6:30 pm - 10:36 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

5h 06m1 stop Atlanta Hartsfield-Jackson

4:30 pm - 10:40 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

5h 10m1 stop Atlanta Hartsfield-Jackson

$197Delta

Sat, Sep 5 - Fri, Sep 11

2:54 pm - 4:18 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 24mnonstop

9:53 am - 12:58 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$216American Airlines

Thu, Sep 10 - Fri, Sep 11

6:30 am - 7:44 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 14mnonstop

7:00 am - 9:59 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 59mnonstop

$216United Airlines

Mon, Sep 7 - Fri, Sep 11

2:00 pm - 3:16 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 16mnonstop

7:00 am - 9:59 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

1h 59mnonstop

$216United Airlines

Thu, Sep 3 - Sun, Sep 6

Cheap last minute flights

Enter your travel dates to find the best prices.

8:33 pm - 8:02 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

12h 29m1 stop Atlanta Hartsfield-Jackson

10:26 am - 5:18 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

5h 52m1 stop Atlanta Hartsfield-Jackson

$261Frontier

Fri, Aug 14 - Fri, Sep 11

6:55 pm - 8:30 pmGSO Greensboro/H. Point-ORD Chicago O'Hare Intl

2h 35mnonstop

8:04 pm - 11:09 pmORD Chicago O'Hare Intl-GSO Greensboro/H. Point

2h 05mnonstop

$269American Airlines

Thu, Aug 13 - Mon, Aug 17

8:33 pm - 8:02 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

12h 29m1 stop Atlanta Hartsfield-Jackson

1:59 pm - 10:52 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

7h 53m1 stop Atlanta Hartsfield-Jackson

$270Frontier

Sat, Aug 15 - Sat, Aug 22

6:55 pm - 8:30 pmGSO Greensboro/H. Point-ORD Chicago O'Hare Intl

2h 35mnonstop

6:49 am - 1:18 pmORD Chicago O'Hare Intl-GSO Greensboro/H. Point

5h 29m1 stop Charlotte Douglas

$279American Airlines

Thu, Aug 13 - Mon, Aug 17

9:48 pm - 11:10 pmRDU Raleigh-Durham-ORD Chicago O'Hare Intl

26h 22m1 stop Orlando

7:11 am - 10:02 amORD Chicago O'Hare Intl-RDU Raleigh-Durham

25h 51m2 stops Fort Lauderdale Tallahassee

$299Multiple Airlines

Wed, Aug 12 - Wed, Sep 9

9:05 pm - 11:40 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

15h 35m2 stops Nashville Intl Quincy Regional

9:20 am - 6:29 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

8h 09m1 stop Dallas/Fort Worth

$302Multiple Airlines

Sat, Aug 15 - Tue, Aug 18

8:06 am - 9:30 amRDU Raleigh-Durham-ORD Chicago O'Hare Intl

2h 24mnonstop

12:50 pm - 4:02 pmORD Chicago O'Hare Intl-RDU Raleigh-Durham

2h 12mnonstop

$339United Airlines

Wed, Aug 12 - Wed, Sep 9

10:40 am - 11:52 amGSO Greensboro/H. Point-ORD Chicago O'Hare Intl

2h 12mnonstop

8:45 am - 2:14 pmORD Chicago O'Hare Intl-GSO Greensboro/H. Point

4h 29m1 stop Washington, D.C. Dulles Intl

$343United Airlines

Sat, Aug 15 - Sat, Aug 22

9:15 pm - 10:10 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

8:55 am - 11:50 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$349Southwest

Fri, Aug 14 - Fri, Sep 11

6:50 pm - 9:55 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

4h 05m1 stop Lambert-St Louis

9:00 pm - 11:55 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$359Southwest

Fri, Aug 14 - Fri, Sep 11

Cheap direct flights

Enter your travel dates to find the best prices.

6:40 pm - 7:35 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

12:50 pm - 3:45 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$192Southwest

Tue, Sep 8 - Tue, Sep 15

9:00 pm - 10:10 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

11:10 am - 2:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$192Southwest

Wed, Sep 16 - Wed, Sep 23

9:35 am - 10:30 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

1:20 pm - 4:15 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$194Southwest

Wed, Sep 16 - Sat, Sep 19

6:40 pm - 7:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

11:10 am - 2:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$194Southwest

Sat, Sep 26 - Tue, Sep 29

10:27 pm - 11:40 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 13mnonstop

2:30 pm - 5:37 pmORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 07mnonstop

$216United Airlines

Wed, Sep 2 - Sat, Sep 5

10:25 pm - 11:39 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 14mnonstop

6:04 am - 8:58 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 54mnonstop

$216United Airlines

Fri, Oct 30 - Tue, Nov 3

2:54 pm - 4:18 pmDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 24mnonstop

9:53 am - 12:58 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 05mnonstop

$216American Airlines

Thu, Sep 10 - Fri, Sep 11

10:17 am - 11:41 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 24mnonstop

6:00 am - 9:20 amORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 20mnonstop

$216American Airlines

Fri, Sep 11 - Mon, Sep 14

3:40 pm - 4:59 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 19mnonstop

6:30 am - 9:18 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 48mnonstop

$216United Airlines

Sat, Sep 5 - Wed, Sep 9

7:35 am - 9:00 amDCA Washington, D.C. Reagan-National-ORD Chicago O'Hare Intl

2h 25mnonstop

1:17 pm - 4:24 pmORD Chicago O'Hare Intl-DCA Washington, D.C. Reagan-National

2h 07mnonstop

$216American Airlines

Tue, Sep 8 - Fri, Sep 11

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Frontier flights from Virginia to Chicago

Our best Frontier deals on Virginia to Chicago flight tickets

Frontier

Aug 31

IAD6:09 pmWashington, D.C. Dulles Intl

19h 41m

1 stop

ORD12:50 pmChicago O'Hare Intl

Sep 10

ORD7:28 pmChicago O'Hare Intl

20h 50m

1 stop

IAD5:18 pmWashington, D.C. Dulles Intl

$187

Frontier

Aug 31

DCA7:00 amWashington, D.C. Reagan-National

7h 36m

1 stop

ORD1:36 pmChicago O'Hare Intl

Sep 1

ORD2:41 pmChicago O'Hare Intl

30h 18m

1 stop

DCA9:59 pmWashington, D.C. Reagan-National

$188

Frontier

Sep 1

IAD6:20 amWashington, D.C. Dulles Intl

5h 35m

1 stop

MDW10:55 amChicago Midway

Sep 5

MDW6:05 amChicago Midway

10h 09m

1 stop

IAD5:14 pmWashington, D.C. Dulles Intl

$189

Delta flights from Virginia to Chicago

Our best Delta deals on Virginia to Chicago flight tickets

Delta

Sep 5

DCA6:30 pmWashington, D.C. Reagan-National

6h 27m

1 stop

ORD11:57 pmChicago O'Hare Intl

Sep 6

ORD6:40 amChicago O'Hare Intl

5h 05m

1 stop

DCA12:45 pmWashington, D.C. Reagan-National

$197

Delta

Sep 2

DCA1:50 pmWashington, D.C. Reagan-National

5h 59m

1 stop

ORD6:49 pmChicago O'Hare Intl

Sep 6

ORD6:40 amChicago O'Hare Intl

5h 05m

1 stop

DCA12:45 pmWashington, D.C. Reagan-National

$236

Delta

Aug 21

GSO5:30 amGreensboro/H. Point

4h 14m

1 stop

ORD8:44 amChicago O'Hare Intl

Aug 28

ORD1:50 pmChicago O'Hare Intl

6h 04m

1 stop

GSO8:54 pmGreensboro/H. Point

$319

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Sun 9/6

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago Midway

Fri 9/11

3:20 pm-10:30 pm

1 stop6h 10m

$187

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Sun 9/6

6:15 pm-7:20 pm

Nonstop2h 05m

Chicago Midway

Fri 9/11

3:10 pm-10:45 pm

1 stop6h 35m

$187

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - ORD Chicago O'Hare Intl

IADORD

Washington, D.C. Dulles Intl

Mon 8/31

6:09 pm-12:50 pm

1 stop19h 41m

Chicago O'Hare Intl

Thu 9/10

7:28 pm-5:18 pm

1 stop20h 50m

$187

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Mon 8/31

7:00 am-1:36 pm

1 stop7h 36m

Chicago O'Hare Intl

Tue 9/1

2:41 pm-9:59 pm

1 stop30h 18m

$188

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Sun 9/6

10:45 am-1:55 pm

1 stop4h 10m

Chicago O'Hare Intl

Sun 9/6

5:55 pm-8:59 pm

Nonstop2h 04m

$192

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Fri 9/11

6:10 am-9:07 am

1 stop3h 57m

Chicago Midway

Fri 9/11

4:30 pm-10:40 pm

1 stop5h 10m

$197

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Sat 9/5

6:30 pm-10:36 pm

1 stop5h 06m

Chicago Midway

Fri 9/11

4:30 pm-10:40 pm

1 stop5h 10m

$197

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 9/10

2:54 pm-4:18 pm

Nonstop2h 24m

Chicago O'Hare Intl

Fri 9/11

9:53 am-12:58 pm

Nonstop2h 05m

$216

Quickest round-trip

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Mon 9/7

6:30 am-7:44 am

Nonstop2h 14m

Chicago O'Hare Intl

Fri 9/11

7:00 am-9:59 am

Nonstop1h 59m

$216

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - ORD Chicago O'Hare Intl

DCAORD

Washington, D.C. Reagan-National

Thu 9/3

2:00 pm-3:16 pm

Nonstop2h 16m

Chicago O'Hare Intl

Sun 9/6

7:00 am-9:59 am

Nonstop1h 59m

$216

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Virginia 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

Prices

Airlines

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 Virginia, with most prices found around $335. If you’re not able to fly to Chicago in September, then November is your next best option. Flight prices from Virginia to Chicago during November average around $347.

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 Thursday when prices can be found for as low as $463. 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 Virginia to Chicago for around $628.

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 afternoon. Flights from Virginia to Chicago during this time can be as low as $454. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $517.

What is the cheapest Virginia to Chicago flight route?

Fly from Staunton Shenandoah Valley to Chicago O'Hare Intl for the best Virginia - Chicago flight prices

How far in advance should I book a flight from Virginia to Chicago?

You are more likely to see cheaper flights to Chicago from Virginia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $390 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Virginia for as low as $324 on momondo.

What cabin class options are available on Virginia to Chicago flights?

There are 4 cabin classes available to choose from on Virginia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Virginia to Chicago flights?

You could potentially save up to 22% on your flight if you consider stops on a Virginia to Chicago flight.

Cheap Virginia to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Virginia to Chicago

Best Price Found	$213
Fastest flight time	1h 50m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Virginia in the past 72 hours is $213. The best round-trip flight deal from Virginia to Chicago found on momondo in the last 72 hours is $233.

The fastest flight from Virginia to Chicago takes 1h 50m

Direct flights go from Virginia to Chicago every day.

There are 3 airports in Chicago. From Virginia there are direct flights to Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Virginia to Chicago

When did momondo last update prices for flights from Virginia to Chicago?
Prices for flights from Virginia to Chicago refresh daily.
How many operators does momondo search for flights from Virginia to Chicago?
There are 6 operators available for flights from Virginia to Chicago as of August 2026.
How old do you have to be to fly from Virginia 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 Virginia to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Virginia to Chicago?
Based on momondo bookings for flights between Virginia and Chicago, the leading plane model is Embraer 175 (Enhanced Winglets), making up 20.48% of the total bookings. Other popular models include Embraer 175 with 18.01%, Canadair (Bombardier) Regional Jet CRJ-550 with 16.17%, and Canadair (Bombardier) Regional Jet 700 with 11.15%.

Best airlines flying from Virginia to Chicago

Compare and see reviews for airlines that fly from Virginia to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $72	Free Cancellation	Rating 5.6 2,715 reviews	Search Frontier flights
JetBlue	PriceFrom $126	Free Cancellation	Rating 7.1 3,030 reviews	Search JetBlue flights
Southwest	PriceFrom $178	Free Cancellation	Rating 8.0 4,214 reviews	Search Southwest flights
American Airlines	PriceFrom $203	Free Cancellation	Rating 7.1 11,897 reviews	Search American Airlines flights
United Airlines	PriceFrom $209	Free Cancellation	Rating 7.4 10,097 reviews	Search United Airlines flights
Delta	PriceFrom $260	Free Cancellation	Rating 7.8 8,497 reviews	Search Delta flights

Merrillville

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Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Virginia to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Virginia to Chicago for you.

Can I find flights from Virginia to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Virginia on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Virginia to Chicago?

momondo helps you find the best flight between Virginia and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Virginia to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Virginia to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Virginia to Chicago from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Virginia to Chicago departing on 9/14. 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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Cheap last minute flights

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Filter for what you want

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Frontier flights from Virginia to Chicago

Our best Frontier deals on Virginia to Chicago flight tickets

Delta flights from Virginia to Chicago

Our best Delta deals on Virginia to Chicago flight tickets

momondo Fare Finder

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See travel insights to Chicago from

How to get the cheapest flight ticket from Virginia to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Virginia to Chicago flight route?

How far in advance should I book a flight from Virginia to Chicago?

What cabin class options are available on Virginia to Chicago flights?

Can stopping save me money on Virginia to Chicago flights?

What is the cheapest airline that flies from Virginia to Chicago?

What airlines fly to Chicago?

How many flights depart from Virginia to Chicago on average per day?

How many flights depart from Virginia to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Virginia to Chicago flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Virginia to Chicago

Best airlines flying from Virginia to Chicago

Compare and see reviews for airlines that fly from Virginia to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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