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Cheap flights from Virginia to Chicago from $50

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 3/8. 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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Find the cheapest flights from Virginia to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Virginia to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Virginia to Chicago.

Cheap last minute flights

Planning a quick getaway from Virginia to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Virginia to Chicago

Find recent round-trip train or bus tickets from Virginia to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:13 pm - 7:32 amIAD-MDW
11h 19m1 stop
8:12 am - 2:39 pmMDW-IAD
5h 27m1 stop
$105Frontier
Find Deal
Mon, Mar 3 - Wed, Mar 5
3:04 pm - 10:25 pmIAD-ORD
8h 21m1 stop
8:00 am - 4:41 pmORD-IAD
7h 41m1 stop
$108Frontier
Find Deal
Sat, Mar 1 - Sat, Mar 8
10:20 am - 8:13 pmRIC-ORD
10h 53m1 stop
3:56 pm - 9:15 amORD-RIC
16h 19m1 stop
$143Spirit Airlines
Find Deal
Tue, Feb 4 - Wed, Feb 5
6:25 am - 4:31 pmRDU-ORD
11h 06m1 stop
10:25 am - 8:29 pmORD-RDU
9h 04m1 stop
Wed, Mar 5 - Mon, Mar 10
9:56 am - 6:18 pmRDU-ORD
9h 22m1 stop
7:25 am - 10:46 amORD-RDU
26h 21m2 stops
Wed, Feb 12 - Sat, Feb 15
5:35 pm - 11:58 pmRIC-ORD
7h 23m1 stop
3:14 pm - 11:28 pmORD-RIC
7h 14m1 stop
$151Spirit Airlines
Find Deal
Sat, Feb 22 - Wed, Feb 26
11:59 am - 1:17 pmDCA-ORD
2h 18mnonstop
6:06 am - 8:55 amORD-DCA
1h 49mnonstop
$179American Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
10:09 pm - 11:15 pmIAD-ORD
2h 06mnonstop
8:45 am - 11:41 amORD-IAD
1h 56mnonstop
$179United Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
5:05 pm - 6:23 pmDCA-ORD
2h 18mnonstop
12:45 pm - 3:37 pmORD-DCA
1h 52mnonstop
$188United Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
9:29 am - 10:47 amDCA-ORD
2h 18mnonstop
8:25 pm - 11:20 pmORD-DCA
1h 55mnonstop
$190American Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
5:41 pm - 9:56 pmIAD-MDW
5h 15m1 stop
$50Frontier
Find Deal
Sat, Mar 8
5:41 pm - 9:56 pmIAD-MDW
5h 15m1 stop
$53Frontier
Find Deal
Sat, Mar 8
10:20 am - 8:13 pmRIC-ORD
10h 53m1 stop
$69Spirit Airlines
Find Deal
Wed, Feb 5
10:43 am - 10:55 pmRDU-ORD
13h 12m2 stops
$73Spirit Airlines
Find Deal
Thu, Jan 30
8:18 am - 10:55 pmRDU-ORD
15h 37m1 stop
Tue, Jan 28
7:07 pm - 8:25 pmDCA-ORD
2h 18mnonstop
$90United Airlines
Find Deal
Wed, Feb 12
9:20 pm - 10:25 pmDCA-MDW
2h 05mnonstop
$90Southwest
Find Deal
Wed, Feb 12
2:55 pm - 4:05 pmDCA-MDW
2h 10mnonstop
$95Southwest
Find Deal
Wed, Feb 12
10:16 pm - 11:22 pmIAD-ORD
2h 06mnonstop
$99United Airlines
Find Deal
Sat, Feb 8
5:42 pm - 7:57 amORF-ORD
15h 15m1 stop
Mon, Mar 24
6:37 pm - 9:52 amRDU-ORD
16h 15m1 stop
5:11 am - 1:21 pmORD-RDU
7h 10m1 stop
Sat, Jan 18 - Thu, Jan 23
7:00 am - 2:11 pmDCA-ORD
8h 11m1 stop
7:25 am - 9:59 pmORD-DCA
13h 34m1 stop
$260Frontier
Find Deal
Mon, Jan 20 - Thu, Jan 23
10:43 am - 10:55 pmRDU-ORD
13h 12m2 stops
5:11 am - 1:21 pmORD-RDU
7h 10m1 stop
$264Spirit Airlines
Find Deal
Sat, Jan 18 - Thu, Jan 23
10:43 am - 10:55 pmRDU-ORD
13h 12m2 stops
7:00 am - 9:48 amORD-RDU
25h 48m2 stops
$279Spirit Airlines
Find Deal
Sat, Jan 18 - Thu, Jan 23
10:20 am - 8:02 amRIC-ORD
22h 42m2 stops
10:35 am - 1:44 pmORD-RIC
2h 09mnonstop
$319United Airlines
Find Deal
Sat, Jan 18 - Sun, Jan 19
9:45 am - 5:59 pmDCA-ORD
9h 14m1 stop
7:00 am - 1:58 pmORD-DCA
5h 58m1 stop
$417JetBlue
Find Deal
Mon, Jan 20 - Thu, Jan 23
10:15 pm - 2:55 pmIAD-ORD
17h 40m1 stop
6:08 pm - 9:01 pmORD-IAD
1h 53mnonstop
$419United Airlines
Find Deal
Sat, Jan 18 - Sun, Jan 19
2:06 pm - 5:54 pmCHO-ORD
4h 48m1 stop
1:54 pm - 9:54 pmORD-CHO
7h 00m1 stop
$419American Airlines
Find Deal
Thu, Jan 16 - Mon, Jan 20
8:09 pm - 12:09 amCHO-ORD
5h 00m1 stop
1:54 pm - 9:54 pmORD-CHO
7h 00m1 stop
$444American Airlines
Find Deal
Fri, Jan 17 - Mon, Jan 20
1:00 pm - 5:59 pmDCA-ORD
5h 59m1 stop
7:00 am - 1:58 pmORD-DCA
5h 58m1 stop
$493JetBlue
Find Deal
Sun, Jan 19 - Sat, Jan 25
11:59 am - 1:17 pmDCA-ORD
2h 18mnonstop
6:06 am - 8:55 amORD-DCA
1h 49mnonstop
$179American Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
10:09 pm - 11:15 pmIAD-ORD
2h 06mnonstop
6:07 pm - 9:02 pmORD-IAD
1h 55mnonstop
$179United Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
11:50 am - 1:00 pmDCA-MDW
2h 10mnonstop
6:55 am - 9:45 amMDW-DCA
1h 50mnonstop
$179Southwest
Find Deal
Wed, Feb 12 - Sat, Feb 15
10:00 am - 11:05 amDCA-MDW
2h 05mnonstop
5:45 pm - 8:35 pmMDW-DCA
1h 50mnonstop
$186Southwest
Find Deal
Wed, Feb 19 - Thu, Feb 20
5:05 pm - 6:23 pmDCA-ORD
2h 18mnonstop
12:45 pm - 3:37 pmORD-DCA
1h 52mnonstop
$188United Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
1:15 pm - 2:34 pmIAD-ORD
2h 19mnonstop
3:51 pm - 6:43 pmORD-IAD
1h 52mnonstop
$188United Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
6:55 am - 8:10 amDCA-MDW
2h 15mnonstop
5:45 pm - 8:35 pmMDW-DCA
1h 50mnonstop
$188Southwest
Find Deal
Wed, Feb 5 - Wed, Feb 12
5:00 pm - 6:21 pmDCA-ORD
2h 21mnonstop
6:30 am - 9:20 amORD-DCA
1h 50mnonstop
$189United Airlines
Find Deal
Sat, Feb 15 - Mon, Feb 17
3:01 pm - 4:38 pmRDU-ORD
2h 37mnonstop
12:37 pm - 3:35 pmORD-RDU
1h 58mnonstop
$218Frontier
Find Deal
Thu, Jun 12 - Sun, Jun 15
3:01 pm - 4:38 pmRDU-ORD
2h 37mnonstop
12:37 pm - 3:35 pmORD-RDU
1h 58mnonstop
$220Frontier
Find Deal
Thu, Jun 19 - Thu, Jun 26

American Airlines flights from Virginia to Chicago

Our best American Airlines deals on Virginia to Chicago flight tickets
American Airlines
Feb 12
DCA11:59 amWashington, D.C. Reagan-National
2h 18m
ORD1:17 pmChicago O'Hare Intl
Feb 19
ORD6:06 amChicago O'Hare Intl
1h 49m
DCA8:55 amWashington, D.C. Reagan-National
American Airlines
Feb 5
DCA9:29 amWashington, D.C. Reagan-National
2h 18m
ORD10:47 amChicago O'Hare Intl
Feb 12
ORD8:25 pmChicago O'Hare Intl
1h 55m
DCA11:20 pmWashington, D.C. Reagan-National
American Airlines
Feb 5
DCA6:00 amWashington, D.C. Reagan-National
2h 24m
ORD7:24 amChicago O'Hare Intl
Feb 12
ORD4:02 pmChicago O'Hare Intl
1h 55m
DCA6:57 pmWashington, D.C. Reagan-National

JetBlue flights from Virginia to Chicago

Our best JetBlue deals on Virginia to Chicago flight tickets
JetBlue
Feb 8
DCA9:45 amWashington, D.C. Reagan-National
9h 10m
1 stop
ORD5:55 pmChicago O'Hare Intl
Feb 11
ORD7:00 amChicago O'Hare Intl
9h 00m
1 stop
DCA5:00 pmWashington, D.C. Reagan-National
JetBlue
Feb 28
RDU9:55 amRaleigh-Durham
8h 05m
1 stop
ORD5:00 pmChicago O'Hare Intl
Mar 7
ORD4:25 pmChicago O'Hare Intl
5h 34m
1 stop
RDU10:59 pmRaleigh-Durham
JetBlue
Jan 28
DCA10:45 amWashington, D.C. Reagan-National
8h 14m
1 stop
ORD5:59 pmChicago O'Hare Intl
Feb 4
ORD7:00 amChicago O'Hare Intl
9h 00m
1 stop
DCA5:00 pmWashington, D.C. Reagan-National

See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Virginia, with most prices found around $314. If you’re not able to fly to Chicago in March, then April is your next best option. Flight prices from Virginia to Chicago during April average around $344.

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 Wednesday when prices can be found for as low as $334. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Virginia to Chicago for around $386.

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 morning. Flights from Virginia to Chicago during this time can be as low as $354. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $406.

What is the cheapest Virginia to Chicago flight route?

Fly from Norfolk to Chicago Midway for the best Virginia - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Virginia when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $379 when searching 13 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 $304 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.

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

$50

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Virginia in the past 72 hours is $50. The best round-trip flight deal from Virginia to Chicago found on momondo in the last 72 hours is $105.
The fastest flight from Virginia to Chicago takes 1h 55m
Direct flights go from Virginia to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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?

  • 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?


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
Spirit AirlinesPriceFrom $105Free CancellationRating
6.3
8,095 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $148Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $175Free CancellationRating
8.0
8,511 reviews
Search Delta flights
United AirlinesPriceFrom $189Free CancellationRating
7.4
8,963 reviews
Search United Airlines flights
SouthwestPriceFrom $268Free CancellationRating
8.1
4,659 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
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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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