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

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

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 58% of people opting to fly with this airline when traveling to Virginia. Keep in mind that there are 3 different airlines that fly to Virginia on a routine basis, so you have a few additional options to choose from.

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

As of June 2026, there are 194 flights per day flying from Chicago to Virginia. The most common time of day flights depart is 2:00PM, with 37% of flights taking off in the afternoon.

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

1,359 flights are operational weekly from Chicago to Virginia as of June 2026. The most popular departure day for this route is Sun, with 16% 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 5 as of June 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.

$94 Cheap Flights from Chicago to Virginia in 2026

Discover deals from 900+ travel sites with momondo.

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 - 12:21 am

MDW

RDU

17h 21m

1 stop

11:56 am - 10:03 pm

RDU

MDW

11h 07m

1 stop

$221Frontier

Wed, Jul 1 - Wed, Jul 15

5:13 pm - 9:00 am

ORD

RDU

14h 47m

1 stop

12:04 pm - 8:02 am

RDU

ORD

20h 58m

1 stop

$221Multiple Airlines

Wed, Jul 29 - Mon, Aug 10

8:35 am - 11:35 am

MDW

RDU

2h 00mnonstop

8:25 am - 9:15 am

RDU

MDW

1h 50mnonstop

$223Southwest

Wed, Sep 9 - Mon, Sep 14

6:40 am - 2:15 pm

ORD

RDU

6h 35m

1 stop

9:50 am - 1:04 pm

RDU

ORD

4h 14m

1 stop

$223Delta

Tue, Sep 15 - Wed, Sep 23

9:30 am - 12:48 pm

ORD

RDU

2h 18mnonstop

9:41 am - 11:05 am

RDU

ORD

2h 24mnonstop

$224American Airlines

Thu, Aug 6 - Wed, Aug 12

7:50 am - 10:45 am

MDW

RDU

1h 55mnonstop

8:10 am - 9:10 am

RDU

MDW

2h 00mnonstop

$224Southwest

Thu, Oct 8 - Tue, Oct 13

6:55 am - 10:08 am

ORD

RDU

2h 13mnonstop

10:05 am - 11:29 am

RDU

ORD

2h 24mnonstop

$232United Airlines

Thu, Aug 6 - Wed, Aug 12

8:00 am - 3:14 pm

ORD

CHO

6h 14m

1 stop

8:00 pm - 12:01 am

CHO

ORD

5h 01m

1 stop

$239American Airlines

Wed, Jul 15 - Sat, Jul 18

4:00 pm - 7:17 pm

ORD

DCA

2h 17mnonstop

7:10 pm - 8:32 pm

DCA

ORD

2h 22mnonstop

$253United Airlines

Fri, Jul 10 - Sat, Jul 11

1:18 pm - 6:59 pm

MDW

DCA

4h 41m

1 stop

6:00 am - 9:13 am

DCA

MDW

4h 13m

1 stop

$253Delta

Tue, Jul 14 - Wed, Jul 22

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United Airlines flights from Chicago to Virginia

Our best United Airlines deals on Chicago to Virginia flight tickets

United Airlines

Aug 6

ORD6:55 amChicago O'Hare Intl

2h 13m

RDU10:08 amRaleigh-Durham

Aug 12

RDU10:05 amRaleigh-Durham

2h 24m

ORD11:29 amChicago O'Hare Intl

$232

United Airlines

Oct 8

ORD9:05 amChicago O'Hare Intl

2h 23m

RDU12:28 pmRaleigh-Durham

Oct 13

RDU10:40 amRaleigh-Durham

4h 46m

1 stop

ORD2:26 pmChicago O'Hare Intl

$233

United Airlines

Jul 7

ORD9:10 amChicago O'Hare Intl

2h 23m

RDU12:33 pmRaleigh-Durham

Jul 29

RDU8:05 amRaleigh-Durham

2h 26m

ORD9:31 amChicago O'Hare Intl

$237

Frontier flights from Chicago to Virginia

Our best Frontier deals on Chicago to Virginia flight tickets

Frontier

Jul 1

MDW6:00 amChicago Midway

17h 21m

1 stop

RDU12:21 amRaleigh-Durham

Jul 15

RDU11:56 amRaleigh-Durham

11h 07m

1 stop

MDW10:03 pmChicago Midway

$221

Frontier

Jul 11

ORD1:50 pmChicago O'Hare Intl

9h 13m

1 stop

RDU12:03 amRaleigh-Durham

Jul 18

RDU12:04 pmRaleigh-Durham

8h 49m

1 stop

ORD7:53 pmChicago O'Hare Intl

$222

Frontier

Aug 14

ORD1:50 pmChicago O'Hare Intl

7h 45m

1 stop

RDU10:35 pmRaleigh-Durham

Aug 18

RDU12:54 pmRaleigh-Durham

8h 01m

1 stop

ORD7:55 pmChicago O'Hare Intl

$225

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 7/1

6:00 am-12:21 am

1 stop17h 21m

Raleigh-Durham

Wed 7/15

11:56 am-10:03 pm

1 stop11h 07m

$221

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Wed 7/29

5:13 pm-9:00 am

1 stop14h 47m

Raleigh-Durham

Mon 8/10

12:04 pm-8:02 am

1 stop20h 58m

$221

Quickest round-trip

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 9/9

8:35 am-11:35 am

Nonstop2h 00m

Raleigh-Durham

Mon 9/14

8:25 am-9:15 am

Nonstop1h 50m

$223

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Tue 9/15

6:40 am-2:15 pm

1 stop6h 35m

Raleigh-Durham

Wed 9/23

9:50 am-1:04 pm

1 stop4h 14m

$223

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 8/6

9:30 am-12:48 pm

Nonstop2h 18m

Raleigh-Durham

Wed 8/12

9:41 am-11:05 am

Nonstop2h 24m

$224

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 10/8

7:50 am-10:45 am

Nonstop1h 55m

Raleigh-Durham

Tue 10/13

8:10 am-9:10 am

Nonstop2h 00m

$224

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 8/6

6:55 am-10:08 am

Nonstop2h 13m

Raleigh-Durham

Wed 8/12

10:05 am-11:29 am

Nonstop2h 24m

$232

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Wed 7/15

8:00 am-3:14 pm

1 stop6h 14m

Charlottesville Albemarle

Sat 7/18

8:00 pm-12:01 am

1 stop5h 01m

$239

ChicagoWashington, D.C.

ORD - DCA

ORDDCA

Chicago O'Hare Intl

Fri 7/10

4:00 pm-7:17 pm

Nonstop2h 17m

Washington, D.C. Reagan-National

Sat 7/11

7:10 pm-8:32 pm

Nonstop2h 22m

$253

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 7/14

1:18 pm-6:59 pm

1 stop4h 41m

Washington, D.C. Reagan-National

Wed 7/22

6:00 am-9:13 am

1 stop4h 13m

$253

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 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 Saturday. momondo users have found tickets for Saturday departures for as low as $358. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Virginia on Monday is $467.

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 at noon. Our users have found flights to Virginia at noon for as low as $375. In the afternoon is when there is more demand to fly to Virginia, so prices are often more expensive at around $405 per ticket.

What is the cheapest Chicago to Virginia flight route?

Fly from Chicago O'Hare Intl to Richmond Byrd Intl 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 $371 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 $246 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Virginia 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 Chicago to Virginia flights?

You could potentially save up to 42% 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	$181
Fastest flight time	1h 41m
Direct flights	Every day
Airports in Virginia	101 airports

The best one-way flight to Virginia from Chicago in the past 72 hours is $181. 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 41m

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), Charlottesville Albemarle (CHO), 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 5 as of June 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) (19.29% of total bookings). The next most popular plane models are Embraer 175 (16.57%), Canadair (Bombardier) Regional Jet CRJ-550 (11.63%), and Airbus A320-100/200 (9.75%).

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
Southwest	PriceFrom $174	Free Cancellation	Rating 7.9 4,235 reviews	Search Southwest flights
American Airlines	PriceFrom $209	Free Cancellation	Rating 7.1 11,660 reviews	Search American Airlines flights
United Airlines	PriceFrom $212	Free Cancellation	Rating 7.4 9,830 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 $83

Flights to Los Angelesfrom $69

Flights to Miamifrom $76

Flights to Orlandofrom $65

Flights to Chicagofrom $58

Flights to San Franciscofrom $56

Flights to Las Vegasfrom $50

Flights to Washington, D.C.from $56

Flights to Bostonfrom $83

Flights to Atlantafrom $50

Flights to Dallasfrom $87

Flights to Fort Lauderdalefrom $55

Cheap flights from Chicago to Virginia from $94

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 7/8. 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

Frontier flights from Chicago to Virginia

Our best Frontier deals on Chicago to Virginia flight tickets

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Use the filters below to find and compare flights from Chicago to Virginia that are best for you.

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?

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

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

Virginia flight routes

According to popular flight searches on momondo this year

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