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Cheap flights from Chicago Midway Airport to Virginia from $64

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 2/28. 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

Enter your travel dates to find the best prices.
Frontier Logo
5:01 pm - 12:11 am
MDW
-
RDU
6h 10m1 stop
Frontier Logo
7:10 am - 12:05 pm
RDU
-
MDW
5h 55m1 stop
$145Frontier
Thu, Jan 22 - Wed, Jan 28
Frontier Logo
1:00 pm - 9:01 pm
MDW
-
RDU
7h 01m1 stop
Frontier Logo
7:10 am - 12:05 pm
RDU
-
MDW
5h 55m1 stop
$146Frontier
Mon, Feb 2 - Tue, Feb 3
Multiple Airlines Logo
8:19 pm - 3:14 pm
MDW
-
RDU
17h 55m1 stop
Multiple Airlines Logo
7:19 pm - 12:02 am
RDU
-
MDW
5h 43m1 stop
$152Multiple Airlines
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
8:19 pm - 3:14 pm
MDW
-
RDU
17h 55m1 stop
Frontier Logo
3:22 pm - 10:19 pm
RDU
-
MDW
7h 57m1 stop
$154Frontier
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
8:19 pm - 3:14 pm
MDW
-
RDU
17h 55m1 stop
Multiple Airlines Logo
7:19 pm - 12:02 am
RDU
-
MDW
5h 43m1 stop
$156Multiple Airlines
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
1:20 pm - 11:51 pm
MDW
-
RDU
9h 31m1 stop
Frontier Logo
7:10 am - 12:05 pm
RDU
-
MDW
5h 55m1 stop
$160Frontier
Tue, Jan 20 - Tue, Jan 27
Delta Logo
6:00 am - 11:20 am
MDW
-
GSO
4h 20m1 stop
Delta Logo
5:22 am - 9:56 am
GSO
-
MDW
5h 34m1 stop
$224Delta
Tue, Feb 17 - Sun, Feb 22
Southwest Logo
12:15 pm - 3:00 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
11:15 am - 12:25 pm
DCA
-
MDW
2h 10mnonstop
$227Southwest
Tue, Jan 13 - Tue, Jan 20
Delta Logo
6:45 am - 1:40 pm
MDW
-
ROA
5h 55m1 stop
Delta Logo
4:35 pm - 10:07 pm
ROA
-
MDW
6h 32m1 stop
$229Delta
Thu, Jan 8 - Sat, Jan 10
Southwest Logo
8:35 pm - 11:20 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
6:55 pm - 8:05 pm
DCA
-
MDW
2h 10mnonstop
$231Southwest
Wed, Jan 14 - Wed, Jan 21

Frontier flights from Chicago Midway Airport to Virginia

Our best Frontier deals on Chicago Midway Airport to Virginia flight tickets
Frontier
Jan 22
MDW5:01 pmChicago Midway
6h 10m
1 stop
RDU12:11 amRaleigh-Durham
Jan 28
RDU7:10 amRaleigh-Durham
5h 55m
1 stop
MDW12:05 pmChicago Midway
$145
Find similar
Frontier
Feb 2
MDW1:00 pmChicago Midway
7h 01m
1 stop
RDU9:01 pmRaleigh-Durham
Feb 3
RDU7:10 amRaleigh-Durham
5h 55m
1 stop
MDW12:05 pmChicago Midway
$146
Find similar
Frontier
Jan 15
MDW8:19 pmChicago Midway
17h 55m
1 stop
RDU3:14 pmRaleigh-Durham
Jan 19
RDU3:22 pmRaleigh-Durham
7h 57m
1 stop
MDW10:19 pmChicago Midway
$154
Find similar

Southwest flights from Chicago Midway Airport to Virginia

Our best Southwest deals on Chicago Midway Airport to Virginia flight tickets
Southwest
Jan 14
MDW1:25 pmChicago Midway
1h 50m
RDU4:15 pmRaleigh-Durham
Jan 18
RDU6:00 amRaleigh-Durham
2h 15m
MDW7:15 amChicago Midway
$205
Find similar
Southwest
Jan 14
MDW6:15 amChicago Midway
7h 25m
1 stop
RDU2:40 pmRaleigh-Durham
Jan 18
RDU6:00 amRaleigh-Durham
2h 15m
MDW7:15 amChicago Midway
$215
Find similar
Southwest
Dec 24
MDW7:30 amChicago Midway
1h 45m
DCA10:15 amWashington, D.C. Reagan-National
Jan 1
DCA8:45 pmWashington, D.C. Reagan-National
2h 10m
MDW9:55 pmChicago Midway
$223
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 December 18, 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

Thu 1/22

5:01 pm-12:11 am

1 stop6h 10m

Raleigh-Durham

Wed 1/28

7:10 am-12:05 pm

1 stop5h 55m

$145

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 2/2

1:00 pm-9:01 pm

1 stop7h 01m

Raleigh-Durham

Tue 2/3

7:10 am-12:05 pm

1 stop5h 55m

$146

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

8:19 pm-3:14 pm

1 stop17h 55m

Raleigh-Durham

Sun 1/18

7:19 pm-12:02 am

1 stop5h 43m

$152

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

8:19 pm-3:14 pm

1 stop17h 55m

Raleigh-Durham

Mon 1/19

3:22 pm-10:19 pm

1 stop7h 57m

$154

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

8:19 pm-3:14 pm

1 stop17h 55m

Raleigh-Durham

Sun 1/18

7:19 pm-12:02 am

1 stop5h 43m

$156

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 1/20

1:20 pm-11:51 pm

1 stop9h 31m

Raleigh-Durham

Tue 1/27

7:10 am-12:05 pm

1 stop5h 55m

$160

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Tue 2/17

6:00 am-11:20 am

1 stop4h 20m

Greensboro/H. Point

Sun 2/22

5:22 am-9:56 am

1 stop5h 34m

$224

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 1/13

12:15 pm-3:00 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Tue 1/20

11:15 am-12:25 pm

Nonstop2h 10m

$227

ChicagoRoanoke

MDW - ROA

MDWROA

Chicago Midway

Thu 1/8

6:45 am-1:40 pm

1 stop5h 55m

Roanoke

Sat 1/10

4:35 pm-10:07 pm

1 stop6h 32m

$229

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 1/14

8:35 pm-11:20 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Wed 1/21

6:55 pm-8:05 pm

Nonstop2h 10m

$231

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 $350. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Virginia on Saturday is $422.

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 $371. At noon 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 Midway to Virginia flight route?

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

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

There is only 1 cabin class 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?

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

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

$234

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Virginia

101 airports
The best one-way flight to Virginia from Chicago Midway Airport in the past 72 hours is $234. The best round-trip flight deal from Chicago Midway Airport to Virginia found on momondo in the last 72 hours is $287.
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 101 airports in Virginia. From Chicago Midway Airport there are direct flights to Raleigh-Durham (RDU), Washington, D.C. Reagan-National (DCA).
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 $213Free CancellationRating
7.9
4,250 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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