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Cheap flights from Chicago Midway Airport to Virginia from $83

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 Midway Airport to Virginia departing on 9/6. 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 Chicago Midway Airport to Virginia

Cheap round-trip flights

Southwest Logo
3:00 pm - 5:50 pmMDW-RDU
1h 50mnonstop
Southwest Logo
6:35 am - 7:30 amRDU-MDW
1h 55mnonstop
$173Southwest
Find Deal
Wed, Oct 1 - Sat, Oct 4
Southwest Logo
5:40 pm - 8:35 pmMDW-RDU
1h 55mnonstop
Southwest Logo
7:00 am - 7:55 amRDU-MDW
1h 55mnonstop
$175Southwest
Find Deal
Sat, Aug 30 - Mon, Sep 1
Frontier Logo
10:51 am - 6:24 pmMDW-IAD
6h 33m1 stop
Frontier Logo
7:14 pm - 9:18 amIAD-MDW
15h 04m1 stop
$177Frontier
Find Deal
Sat, Sep 13 - Sat, Sep 20
Southwest Logo
6:25 pm - 9:20 pmMDW-RDU
1h 55mnonstop
Southwest Logo
6:05 am - 7:00 amRDU-MDW
1h 55mnonstop
$177Southwest
Find Deal
Thu, Sep 18 - Sun, Sep 21
Frontier Logo
10:51 am - 6:24 pmMDW-IAD
6h 33m1 stop
Frontier Logo
9:15 am - 3:58 pmIAD-MDW
7h 43m1 stop
$178Frontier
Find Deal
Sat, Sep 20 - Tue, Sep 30
Frontier Logo
11:39 am - 12:19 amMDW-IAD
11h 40m1 stop
Frontier Logo
1:37 pm - 8:22 pmIAD-MDW
7h 45m1 stop
$179Frontier
Find Deal
Tue, Aug 12 - Sat, Aug 16
Frontier Logo
9:00 am - 7:55 pmMDW-IAD
9h 55m1 stop
Frontier Logo
7:14 pm - 9:18 amIAD-MDW
15h 04m1 stop
$180Frontier
Find Deal
Wed, Sep 10 - Sat, Sep 13
Delta Logo
6:00 am - 11:15 amMDW-RDU
4h 15m1 stop
Delta Logo
5:15 pm - 9:12 pmRDU-MDW
4h 57m1 stop
$197Delta
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Sat, Aug 30 - Sun, Aug 31
Delta Logo
6:23 pm - 11:06 pmMDW-RIC
3h 43m1 stop
Delta Logo
6:00 am - 8:40 amRIC-MDW
3h 40m1 stop
$201Delta
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Tue, Oct 28 - Sat, Nov 1
Allegiant Air Logo
10:53 am - 12:32 pmMDW-IAD
24h 39m2 stops
Allegiant Air Logo
1:22 pm - 6:17 pmIAD-MDW
5h 55m1 stop
$296Allegiant Air
Find Deal
Thu, Aug 14 - Mon, Aug 18

Southwest flights from Chicago Midway Airport to Virginia

Our best Southwest deals on Chicago Midway Airport to Virginia flight tickets
Southwest
Oct 1
MDW3:00 pmChicago Midway
1h 50m
RDU5:50 pmRaleigh-Durham
Oct 4
RDU6:35 amRaleigh-Durham
1h 55m
MDW7:30 amChicago Midway
$173
Find similar
Southwest
Aug 30
MDW5:40 pmChicago Midway
1h 55m
RDU8:35 pmRaleigh-Durham
Sep 1
RDU7:00 amRaleigh-Durham
1h 55m
MDW7:55 amChicago Midway
$175
Find similar
Southwest
Sep 18
MDW6:25 pmChicago Midway
1h 55m
RDU9:20 pmRaleigh-Durham
Sep 21
RDU6:05 amRaleigh-Durham
1h 55m
MDW7:00 amChicago Midway
$177
Find similar

Delta flights from Chicago Midway Airport to Virginia

Our best Delta deals on Chicago Midway Airport to Virginia flight tickets
Delta
Aug 30
MDW6:00 amChicago Midway
4h 15m
1 stop
RDU11:15 amRaleigh-Durham
Aug 31
RDU5:15 pmRaleigh-Durham
4h 57m
1 stop
MDW9:12 pmChicago Midway
$197
Find similar
Delta
Oct 28
MDW6:23 pmChicago Midway
3h 43m
1 stop
RIC11:06 pmRichmond Byrd Intl
Nov 1
RIC6:00 amRichmond Byrd Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
$201
Find similar
Delta
Aug 27
MDW4:25 pmChicago Midway
4h 14m
1 stop
RDU9:39 pmRaleigh-Durham
Aug 31
RDU10:44 amRaleigh-Durham
5h 39m
1 stop
MDW3:23 pmChicago Midway
$210
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Virginia 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Virginia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 10/1

3:00 pm-5:50 pm

Nonstop1h 50m

Raleigh-Durham

Sat 10/4

6:35 am-7:30 am

Nonstop1h 55m

$173

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 8/30

5:40 pm-8:35 pm

Nonstop1h 55m

Raleigh-Durham

Mon 9/1

7:00 am-7:55 am

Nonstop1h 55m

$175

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 9/13

10:51 am-6:24 pm

1 stop6h 33m

Washington, D.C. Dulles Intl

Sat 9/20

7:14 pm-9:18 am

1 stop15h 04m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 9/18

6:25 pm-9:20 pm

Nonstop1h 55m

Raleigh-Durham

Sun 9/21

6:05 am-7:00 am

Nonstop1h 55m

$177

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 9/20

10:51 am-6:24 pm

1 stop6h 33m

Washington, D.C. Dulles Intl

Tue 9/30

9:15 am-3:58 pm

1 stop7h 43m

$178

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Tue 8/12

11:39 am-12:19 am

1 stop11h 40m

Washington, D.C. Dulles Intl

Sat 8/16

1:37 pm-8:22 pm

1 stop7h 45m

$179

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 9/10

9:00 am-7:55 pm

1 stop9h 55m

Washington, D.C. Dulles Intl

Sat 9/13

7:14 pm-9:18 am

1 stop15h 04m

$180

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 8/30

6:00 am-11:15 am

1 stop4h 15m

Raleigh-Durham

Sun 8/31

5:15 pm-9:12 pm

1 stop4h 57m

$197

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Tue 10/28

6:23 pm-11:06 pm

1 stop3h 43m

Richmond Byrd Intl

Sat 11/1

6:00 am-8:40 am

1 stop3h 40m

$201

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 8/14

10:53 am-12:32 pm

2 stops24h 39m

Washington, D.C. Dulles Intl

Mon 8/18

1:22 pm-6:17 pm

1 stop5h 55m

$296

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Virginia from

How to get the cheapest flight ticket from Chicago Midway Airport 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

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

On average, the least expensive day to fly to Virginia from Chicago Midway Airport is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $348. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Virginia on Tuesday is $439.

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

Our data shows that the cheapest Chicago Midway Airport to Virginia flights are usually those with departure times in the afternoon. Our users have found flights to Virginia in the afternoon for as low as $356. At noon is when there is more demand to fly to Virginia, so prices are often more expensive at around $417 per ticket.

What is the cheapest Chicago Midway to Virginia flight route?

Fly from Chicago Midway to Richmond Byrd Intl for the best Chicago Midway - Virginia flight prices

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

There are 1 cabin classes available to choose from on Chicago Midway 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 Midway Airport to Virginia flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Virginia.

Cheap Chicago Midway Airport to Virginia flight deals and tips

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

Best Price Found

$83

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Virginia

5 airports
The best one-way flight to Virginia from Chicago Midway Airport in the past 72 hours is $83. The best round-trip flight deal from Chicago Midway Airport to Virginia found on momondo in the last 72 hours is $173.
The fastest flight from Chicago Midway Airport to Virginia takes 1h 45m
Direct flights go from Chicago Midway Airport to Virginia every day.
There are 5 airports near Virginia: Raleigh-Durham (RDU), Norfolk (ORF), Washington, D.C. Reagan-National (DCA), Washington, D.C. Dulles Intl (IAD), Richmond Byrd Intl (RIC)
Search flight deals

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

    Prices for flights from Chicago Midway Airport to Virginia are refreshed on a daily basis.

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

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

Best airlines flying from Chicago Midway Airport to Virginia

Compare and see reviews for airlines that fly from Chicago Midway Airport to Virginia with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $230Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Virginia from Chicago.

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

Yes. momondo allows you to filter the results for Chicago to Virginia flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Virginia.

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

Yes. momondo can track prices for Chicago to Virginia flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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