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Cheap flights from Virginia to Chicago from $117

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Virginia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:35 pm - 8:35 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
8:35 am - 2:25 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
4h 50m1 stop Nashville Intl
$307Southwest
Thu, Oct 22 - Thu, Oct 29
Southwest Logo
8:25 pm - 11:05 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
3h 40m1 stop Baltimore/Washington
Southwest Logo
1:15 pm - 4:00 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
1h 45mnonstop
$307Southwest
Mon, Nov 2 - Tue, Nov 3
Southwest Logo
6:05 am - 9:00 amRIC  Richmond Byrd Intl-MDW Chicago Midway
3h 55m1 stop Baltimore/Washington
Southwest Logo
1:15 pm - 4:00 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
1h 45mnonstop
$307Southwest
Tue, Nov 10 - Wed, Nov 11
Southwest Logo
7:05 am - 8:10 amRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
7:10 am - 12:00 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
3h 50m1 stop Baltimore/Washington
$307Southwest
Wed, Dec 16 - Wed, Dec 23
Delta Logo
6:00 am - 9:37 amRIC  Richmond Byrd Intl-MDW Chicago Midway
4h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
4:08 pm - 11:16 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
6h 08m1 stop Atlanta Hartsfield-Jackson
$317Delta
Sat, Dec 12 - Sat, Dec 12
Delta Logo
6:00 am - 11:25 amRIC  Richmond Byrd Intl-MDW Chicago Midway
6h 25m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 11:41 amMDW  Chicago Midway-RIC Richmond Byrd Intl
4h 41m1 stop Atlanta Hartsfield-Jackson
$317Delta
Thu, Nov 26 - Tue, Dec 1
Multiple Airlines Logo
3:50 pm - 11:43 pmORF  Norfolk-MDW Chicago Midway
8h 53m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:15 am - 12:18 amMDW  Chicago Midway-ORF Norfolk
17h 03m2 stops Atlanta Hartsfield-Jackson Jacksonville
$317Multiple Airlines
Sat, Oct 17 - Mon, Oct 19
Frontier Logo
1:23 pm - 5:45 pmORF  Norfolk-MDW Chicago Midway
5h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:21 am - 12:34 pmMDW  Chicago Midway-ORF Norfolk
5h 13m1 stop Atlanta Hartsfield-Jackson
$318Frontier
Thu, Oct 15 - Tue, Oct 20
Frontier Logo
1:23 pm - 5:45 pmORF  Norfolk-MDW Chicago Midway
5h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
3:30 pm - 12:34 pmMDW  Chicago Midway-ORF Norfolk
20h 04m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson
$321Frontier
Thu, Oct 15 - Sat, Oct 17
Frontier Logo
1:23 pm - 11:43 pmORF  Norfolk-MDW Chicago Midway
11h 20m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:40 pm - 2:53 pmMDW  Chicago Midway-ORF Norfolk
19h 13m2 stops Atlanta Hartsfield-Jackson Orlando
$323Frontier
Thu, Oct 22 - Sun, Oct 25

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Delta flights from Virginia to Chicago Midway Airport

Our best Delta deals on Virginia to Chicago Midway Airport flight tickets
Delta
Nov 7
RIC6:00 amRichmond Byrd Intl
5h 37m
1 stop
MDW10:37 amChicago Midway
Nov 9
MDW6:44 pmChicago Midway
3h 49m
1 stop
RIC11:33 pmRichmond Byrd Intl
$317
Delta
Oct 21
RIC6:00 amRichmond Byrd Intl
4h 32m
1 stop
MDW9:32 amChicago Midway
Oct 23
MDW6:44 pmChicago Midway
3h 42m
1 stop
RIC11:26 pmRichmond Byrd Intl
$328
Delta
Jan 6
ORF5:50 amNorfolk
3h 55m
1 stop
MDW8:45 amChicago Midway
Jan 6
MDW5:59 pmChicago Midway
4h 27m
1 stop
ORF11:26 pmNorfolk
$337

Frontier flights from Virginia to Chicago Midway Airport

Our best Frontier deals on Virginia to Chicago Midway Airport flight tickets
Frontier
Oct 15
ORF1:23 pmNorfolk
5h 22m
1 stop
MDW5:45 pmChicago Midway
Oct 20
MDW6:21 amChicago Midway
5h 13m
1 stop
ORF12:34 pmNorfolk
$318
Frontier
Oct 15
ORF1:23 pmNorfolk
5h 22m
1 stop
MDW5:45 pmChicago Midway
Oct 17
MDW3:30 pmChicago Midway
20h 04m
2 stops
ORF12:34 pmNorfolk
$321
Frontier
Oct 30
ORF3:44 pmNorfolk
27h 03m
2 stops
MDW5:47 pmChicago Midway
Nov 1
MDW6:16 amChicago Midway
5h 30m
1 stop
ORF12:46 pmNorfolk
$335

momondo Fare Finder

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

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Route

Depart

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Price

Cheapest round-trip

RichmondChicago

RIC Richmond Byrd Intl - MDW Chicago Midway

RICMDW

Richmond Byrd Intl

Thu 10/22

7:35 pm-8:35 pm

Nonstop2h 00m

Chicago Midway

Thu 10/29

8:35 am-2:25 pm

1 stop4h 50m

$307
Quickest round-trip

RichmondChicago

RIC Richmond Byrd Intl - MDW Chicago Midway

RICMDW

Richmond Byrd Intl

Mon 11/2

8:25 pm-11:05 pm

1 stop3h 40m

Chicago Midway

Tue 11/3

1:15 pm-4:00 pm

Nonstop1h 45m

$307

RichmondChicago

RIC Richmond Byrd Intl - MDW Chicago Midway

RICMDW

Richmond Byrd Intl

Tue 11/10

6:05 am-9:00 am

1 stop3h 55m

Chicago Midway

Wed 11/11

1:15 pm-4:00 pm

Nonstop1h 45m

$307

RichmondChicago

RIC Richmond Byrd Intl - MDW Chicago Midway

RICMDW

Richmond Byrd Intl

Wed 12/16

7:05 am-8:10 am

Nonstop2h 05m

Chicago Midway

Wed 12/23

7:10 am-12:00 pm

1 stop3h 50m

$307

RichmondChicago

RIC Richmond Byrd Intl - MDW Chicago Midway

RICMDW

Richmond Byrd Intl

Sat 12/12

6:00 am-9:37 am

1 stop4h 37m

Chicago Midway

Sat 12/12

4:08 pm-11:16 pm

1 stop6h 08m

$317

RichmondChicago

RIC Richmond Byrd Intl - MDW Chicago Midway

RICMDW

Richmond Byrd Intl

Thu 11/26

6:00 am-11:25 am

1 stop6h 25m

Chicago Midway

Tue 12/1

6:00 am-11:41 am

1 stop4h 41m

$317

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Sat 10/17

3:50 pm-11:43 pm

1 stop8h 53m

Chicago Midway

Mon 10/19

6:15 am-12:18 am

2 stops17h 03m

$317

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Thu 10/15

1:23 pm-5:45 pm

1 stop5h 22m

Chicago Midway

Tue 10/20

6:21 am-12:34 pm

1 stop5h 13m

$318

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Thu 10/15

1:23 pm-5:45 pm

1 stop5h 22m

Chicago Midway

Sat 10/17

3:30 pm-12:34 pm

2 stops20h 04m

$321

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Thu 10/22

1:23 pm-11:43 pm

1 stop11h 20m

Chicago Midway

Sun 10/25

6:40 pm-2:53 pm

2 stops19h 13m

$323

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 Chicago from

How to get the cheapest flight ticket from Virginia to Chicago Midway Airport

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 Midway Airport?

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Virginia, with most prices found around $345. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Virginia during the month March is also very affordable. Most momondo users find prices during this month for around $347.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Virginia. The lowest ticket price found for a Tuesday departure recently was $453. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Virginia because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $508.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Virginia in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $439 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $491. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Virginia to Chicago Midway flight route?

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

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

There is only 1 cabin class available to choose from on Virginia to Chicago Midway Airport 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 Virginia to Chicago Midway Airport flights?

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

Cheap Virginia to Chicago Midway Airport flight deals and tips

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

Best Price Found

$117

Fastest flight time

1h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Virginia in the past 72 hours is $117. The best round-trip flight deal from Virginia to Chicago Midway Airport found on momondo in the last 72 hours is $307.
The fastest flight from Virginia to Chicago Midway Airport takes 1h 55m
Direct flights go from Virginia to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Virginia to Chicago Midway Airport

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

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

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

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

    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 Virginia to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport 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 Midway Airport. 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 Midway Airport?

Best airlines flying from Virginia to Chicago Midway Airport

Compare and see reviews for airlines that fly from Virginia to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $154Free CancellationRating
5.6
2,568 reviews
Search Frontier flights
SouthwestPriceFrom $290Free CancellationRating
8.0
4,202 reviews
Search Southwest flights

Traveling to a place near Chicago?

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

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Virginia to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Chicago from Virginia which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Virginia to Chicago 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 Virginia to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Virginia and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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