What airlines fly to Virginia?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Virginia from Chicago according to our data. United Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Virginia. Keep in mind that there are 4 different airlines that fly to Virginia on a routine basis, so you have a few additional options to choose from.

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

Frontier, Allegiant Air, and Southwest are the most popular carriers operating from Chicago to Virginia

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

As of May 2026, there are 176 flights per day flying from Chicago to Virginia. The most common time of day flights depart is 11:00AM, with 39% of flights taking off in the afternoon.

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

1,235 flights are operational weekly from Chicago to Virginia as of May 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.

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

Prices for flights from Chicago to Virginia were last updated today.

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

The number of operators available for flights from Chicago to Virginia is 6 as of May 2026.

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

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 Chicago to Virginia.

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

The travel and health documents required for your trip to Virginia 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 Virginia. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$74 Cheap Flights from Chicago to Virginia in 2026

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Find the cheapest flights from Chicago to Virginia

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 11:59 am

MDW

RDU

4h 59m

1 stop

12:54 pm - 10:02 pm

RDU

MDW

10h 08m

1 stop

$171Frontier

Thu, May 21 - Sun, May 24

5:49 pm - 7:24 am

ORD

RDU

12h 35m

1 stop

6:21 pm - 11:13 pm

RDU

ORD

29h 52m

1 stop

$172Frontier

Thu, May 14 - Tue, May 26

7:51 am - 10:59 am

ORD

DCA

2h 08mnonstop

5:00 am - 9:02 am

DCA

ORD

5h 02m

1 stop

$218American Airlines

Tue, May 19 - Sat, May 23

8:20 am - 11:10 am

MDW

DCA

1h 50mnonstop

7:55 pm - 11:10 pm

DCA

MDW

4h 15m

1 stop

$218Southwest

Thu, May 21 - Wed, Jun 24

8:00 am - 11:01 am

ORD

DCA

2h 01mnonstop

9:30 am - 10:50 am

DCA

ORD

2h 20mnonstop

$220United Airlines

Mon, Jun 1 - Wed, Jun 3

9:55 pm - 12:59 am

ORD

IAD

2h 04mnonstop

5:43 pm - 6:55 pm

IAD

ORD

2h 12mnonstop

$220United Airlines

Tue, May 26 - Sat, May 30

5:40 am - 8:25 am

MDW

DCA

1h 45mnonstop

11:45 am - 5:05 pm

DCA

MDW

6h 20m

2 stops

$223Southwest

Wed, Jun 10 - Wed, Jun 10

5:57 am - 9:13 am

ORD

DCA

2h 16mnonstop

8:03 pm - 9:34 pm

DCA

ORD

2h 31mnonstop

$231American Airlines

Tue, May 26 - Mon, Jun 1

5:10 am - 1:49 pm

ORD

RIC

7h 39m

1 stop

3:26 pm - 11:18 pm

RIC

ORD

8h 52m

1 stop

$308Spirit Airlines

Fri, Jul 17 - Sun, Jul 19

5:10 am - 9:13 am

ORD

ORF

27h 03m

1 stop

6:08 pm - 11:18 pm

ORF

ORD

6h 10m

1 stop

$316Spirit Airlines

Wed, Jul 15 - Mon, Jul 20

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United Airlines flights from Chicago to Virginia

Our best United Airlines deals on Chicago to Virginia flight tickets

United Airlines

May 26

ORD9:55 pmChicago O'Hare Intl

2h 04m

IAD12:59 amWashington, D.C. Dulles Intl

May 27

IAD5:43 pmWashington, D.C. Dulles Intl

2h 12m

ORD6:55 pmChicago O'Hare Intl

$220

United Airlines

Jun 1

ORD6:00 amChicago O'Hare Intl

1h 54m

DCA8:54 amWashington, D.C. Reagan-National

Jun 2

DCA6:10 pmWashington, D.C. Reagan-National

2h 22m

ORD7:32 pmChicago O'Hare Intl

$224

United Airlines

Jul 1

ORD9:40 pmChicago O'Hare Intl

2h 05m

IAD12:45 amWashington, D.C. Dulles Intl

Jul 6

IAD10:31 amWashington, D.C. Dulles Intl

2h 22m

ORD11:53 amChicago O'Hare Intl

$233

Delta flights from Chicago to Virginia

Our best Delta deals on Chicago to Virginia flight tickets

Delta

May 27

ORD7:05 amChicago O'Hare Intl

4h 43m

1 stop

DCA12:48 pmWashington, D.C. Reagan-National

May 28

DCA6:05 amWashington, D.C. Reagan-National

3h 40m

1 stop

ORD8:45 amChicago O'Hare Intl

$227

Delta

Jun 1

MDW6:36 pmChicago Midway

3h 20m

1 stop

IAD10:56 pmWashington, D.C. Dulles Intl

Jun 3

IAD11:58 amWashington, D.C. Dulles Intl

6h 58m

1 stop

MDW5:56 pmChicago Midway

$228

Delta

May 12

ORD10:45 amChicago O'Hare Intl

9h 14m

1 stop

DCA8:59 pmWashington, D.C. Reagan-National

May 19

DCA6:00 amWashington, D.C. Reagan-National

5h 16m

1 stop

ORD10:16 amChicago O'Hare Intl

$300

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 5/21

6:00 am-11:59 am

1 stop4h 59m

Raleigh-Durham

Sun 5/24

12:54 pm-10:02 pm

1 stop10h 08m

$171

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 5/14

5:49 pm-7:24 am

1 stop12h 35m

Raleigh-Durham

Tue 5/26

6:21 pm-11:13 pm

1 stop29h 52m

$172

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Tue 5/19

7:51 am-10:59 am

Nonstop2h 08m

Washington, D.C. Reagan-National

Sat 5/23

5:00 am-9:02 am

1 stop5h 02m

$218

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 5/21

8:20 am-11:10 am

Nonstop1h 50m

Washington, D.C. Reagan-National

Wed 6/24

7:55 pm-11:10 pm

1 stop4h 15m

$218

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Mon 6/1

8:00 am-11:01 am

Nonstop2h 01m

Washington, D.C. Reagan-National

Wed 6/3

9:30 am-10:50 am

Nonstop2h 20m

$220

Quickest round-trip

ChicagoWashington, D.C.

ORD - IAD

ORDIAD

Chicago O'Hare Intl

Tue 5/26

9:55 pm-12:59 am

Nonstop2h 04m

Washington, D.C. Dulles Intl

Sat 5/30

5:43 pm-6:55 pm

Nonstop2h 12m

$220

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 6/10

5:40 am-8:25 am

Nonstop1h 45m

Washington, D.C. Reagan-National

Wed 6/10

11:45 am-5:05 pm

2 stops6h 20m

$223

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Tue 5/26

5:57 am-9:13 am

Nonstop2h 16m

Washington, D.C. Reagan-National

Mon 6/1

8:03 pm-9:34 pm

Nonstop2h 31m

$231

ChicagoRichmond

ORD - RIC

ORDRIC

Chicago O'Hare Intl

Fri 7/17

5:10 am-1:49 pm

1 stop7h 39m

Richmond Byrd Intl

Sun 7/19

3:26 pm-11:18 pm

1 stop8h 52m

$308

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 7/15

5:10 am-9:13 am

1 stop27h 03m

Norfolk

Mon 7/20

6:08 pm-11:18 pm

1 stop6h 10m

$316

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Chicago to Virginia

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 Virginia?

The month of January is, on average, the cheapest month to fly to Virginia from Chicago, with most prices found around $74. If you don’t want to visit Virginia in January, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $77.

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

On average, the least expensive day to fly to Virginia from Chicago is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $349. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Virginia on Sunday is $438.

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

Our data shows that the cheapest Chicago to Virginia flights are usually those with departure times in the evening. Our users have found flights to Virginia in the evening for as low as $377. In the afternoon is when there is more demand to fly to Virginia, so prices are often more expensive at around $395 per ticket.

What is the cheapest Chicago to Virginia flight route?

Fly from Chicago O'Hare Intl to Roanoke for the best Chicago - Virginia flight prices

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

You are more likely to see cheaper flights to Virginia from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Virginia for around $370 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Virginia from Chicago for as low as $316 on momondo.

Can stopping save me money on Chicago to Virginia flights?

You could potentially save up to 47% on your flight if you consider stops on a Chicago to Virginia flight.

Cheap Chicago to Virginia flight deals and tips

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

Best Price Found	$151
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Virginia	101 airports

The best one-way flight to Virginia from Chicago in the past 72 hours is $151. The best round-trip flight deal from Chicago to Virginia found on momondo in the last 72 hours is $233.

The fastest flight from Chicago to Virginia takes 1h 40m

Direct flights go from Chicago to Virginia every day.

There are 101 airports in Virginia. From Chicago there are direct flights to Raleigh-Durham (RDU), Washington, D.C. Reagan-National (DCA), Roanoke (ROA), Washington, D.C. Dulles Intl (IAD).

Search flight deals

Frequently asked questions about flying from Chicago to Virginia

When did momondo last update prices for flights from Chicago to Virginia?
Prices for flights from Chicago to Virginia were last updated today.
How many operators does momondo search for flights from Chicago to Virginia?
The number of operators available for flights from Chicago to Virginia is 6 as of May 2026.
How old do you have to be to fly from Chicago to Virginia?
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 Chicago to Virginia.
What documentation or ID do you need to fly to Virginia?
The travel and health documents required for your trip to Virginia 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 Virginia. 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 Chicago to Virginia?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Virginia is Embraer 175 (Enhanced Winglets) (18.06% of total bookings). The next most popular plane models are Embraer 175 (16.74%), Embraer 170 (10.78%), and Canadair (Bombardier) Regional Jet CRJ-550 (9.26%).

Best airlines flying from Chicago to Virginia

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $108	Free Cancellation	Rating 7.9 8,462 reviews	Search Delta flights
Southwest	PriceFrom $174	Free Cancellation	Rating 8.0 4,314 reviews	Search Southwest flights
American Airlines	PriceFrom $209	Free Cancellation	Rating 7.1 11,673 reviews	Search American Airlines flights
United Airlines	PriceFrom $217	Free Cancellation	Rating 7.4 9,678 reviews	Search United Airlines flights

Why use momondo?

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

Finding the right flight to Virginia from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Virginia quick and easy, saving you time and money.

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

Flights from Chicago to Virginia with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Chicago to Virginia flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are not ready to book a flight from Chicago to Virginia now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Virginia and let you know when they change.

An easier way to manage your Virginia trip

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Popular cities in Virginia

Flights to New Yorkfrom $71

Flights to Los Angelesfrom $51

Flights to Orlandofrom $52

Flights to Miamifrom $50

Flights to Chicagofrom $69

Flights to San Franciscofrom $76

Flights to Las Vegasfrom $56

Flights to Washington, D.C.from $55

Flights to Bostonfrom $85

Flights to Atlantafrom $50

Flights to Dallasfrom $76

Flights to Fort Lauderdalefrom $52

Cheap flights from Chicago to Virginia from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Virginia departing on 5/27. 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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United Airlines flights from Chicago to Virginia

Our best United Airlines deals on Chicago to Virginia flight tickets

Delta flights from Chicago to Virginia

Our best Delta deals on Chicago to Virginia flight tickets

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See travel insights to Virginia from

How to get the cheapest flight ticket from Chicago to Virginia

What is the cheapest month to fly to Virginia?

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

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

What is the cheapest Chicago to Virginia flight route?

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

Can stopping save me money on Chicago to Virginia flights?

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

What airlines fly to Virginia?

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

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

Cheap Chicago to Virginia flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Virginia

Frequently asked questions about flying from Chicago to Virginia

Best airlines flying from Chicago to Virginia

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

Why use momondo?

An easier way to manage your Virginia trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Virginia

Popular cities in Virginia

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

Chicago flight routes

According to popular flight searches on momondo this year

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According to popular flight searches on momondo this year

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