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Cheap flights from West Virginia to Chicago from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from West Virginia to Chicago departing on 6/16. 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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0 bags

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Find the cheapest flights from West Virginia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
4:00 pm - 4:30 pm
PIT
-
MDW
1h 30mnonstop
Southwest Logo
6:55 pm - 9:20 pm
MDW
-
PIT
1h 25mnonstop
$177Southwest
Sat, May 9 - Mon, May 11
United Airlines Logo
7:42 pm - 8:45 pm
PIT
-
ORD
2h 03mnonstop
United Airlines Logo
6:15 pm - 9:02 pm
ORD
-
PIT
1h 47mnonstop
$177United Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
3:09 pm - 4:08 pm
PIT
-
ORD
1h 59mnonstop
American Airlines Logo
8:21 am - 11:04 am
ORD
-
PIT
1h 43mnonstop
$178American Airlines
Sat, May 9 - Mon, May 11
Delta Logo
6:37 pm - 11:59 pm
PIT
-
ORD
6h 22m
1 stop
Delta Logo
5:19 pm - 10:38 pm
ORD
-
PIT
4h 19m
1 stop
$197Delta
Sat, May 9 - Mon, May 11
American Airlines Logo
9:57 am - 4:45 pm
PIT
-
ORD
7h 48m
1 stop
American Airlines Logo
2:05 pm - 4:48 pm
ORD
-
PIT
1h 43mnonstop
$200American Airlines
Tue, May 12 - Tue, May 19
Multiple Airlines Logo
8:15 pm - 10:14 pm
PIT
-
ORD
26h 59m
1 stop
Multiple Airlines Logo
8:05 am - 10:07 pm
ORD
-
PIT
13h 02m
1 stop
$204Multiple Airlines
Mon, May 18 - Thu, May 28
Multiple Airlines Logo
4:58 pm - 11:13 pm
PIT
-
ORD
7h 15m
1 stop
Multiple Airlines Logo
5:11 pm - 7:20 pm
ORD
-
PIT
25h 09m
1 stop
$212Multiple Airlines
Sun, May 24 - Tue, May 26
Delta Logo
6:30 am - 8:43 am
PIT
-
MDW
3h 13m
1 stop
Delta Logo
6:36 pm - 10:38 pm
MDW
-
PIT
3h 02m
1 stop
$213Delta
Thu, May 7 - Mon, May 11
Frontier Logo
7:27 pm - 2:12 pm
IAD
-
MDW
19h 45m
2 stops
Frontier Logo
6:00 am - 11:09 pm
MDW
-
IAD
16h 09m
1 stop
$221Frontier
Thu, May 28 - Mon, Jun 1
Frontier Logo
11:07 am - 7:51 pm
IAD
-
ORD
9h 44m
1 stop
Frontier Logo
1:50 pm - 11:09 pm
ORD
-
IAD
8h 19m
1 stop
$222Frontier
Wed, Jun 3 - Fri, Jun 5

United Airlines flights from West Virginia to Chicago

Our best United Airlines deals on West Virginia to Chicago flight tickets
United Airlines
May 16
PIT7:42 pmPittsburgh
2h 03m
ORD8:45 pmChicago O'Hare Intl
May 23
ORD6:15 pmChicago O'Hare Intl
1h 47m
PIT9:02 pmPittsburgh
$177
United Airlines
May 13
CKB2:15 pmClarksburg Benedum
1h 56m
ORD3:11 pmChicago O'Hare Intl
May 17
ORD4:25 pmChicago O'Hare Intl
1h 44m
CKB7:09 pmClarksburg Benedum
$194
United Airlines
May 19
PIT2:08 pmPittsburgh
1h 47m
ORD2:55 pmChicago O'Hare Intl
May 20
ORD10:35 amChicago O'Hare Intl
1h 36m
PIT1:11 pmPittsburgh
$207

American Airlines flights from West Virginia to Chicago

Our best American Airlines deals on West Virginia to Chicago flight tickets
American Airlines
May 9
PIT3:09 pmPittsburgh
1h 59m
ORD4:08 pmChicago O'Hare Intl
May 11
ORD8:21 amChicago O'Hare Intl
1h 43m
PIT11:04 amPittsburgh
$178
American Airlines
May 12
PIT9:57 amPittsburgh
7h 48m
1 stop
ORD4:45 pmChicago O'Hare Intl
May 19
ORD2:05 pmChicago O'Hare Intl
1h 43m
PIT4:48 pmPittsburgh
$200
American Airlines
May 7
PIT6:12 amPittsburgh
1h 58m
ORD7:10 amChicago O'Hare Intl
May 11
ORD2:05 pmChicago O'Hare Intl
1h 43m
PIT4:48 pmPittsburgh
$213

momondo Fare Finder

 
Customize your flight search to find flights from West Virginia to Chicago 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 April 21, 2026.
Use the filters below to find and compare flights from West Virginia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 5/9

4:00 pm-4:30 pm

Nonstop1h 30m

Chicago Midway

Mon 5/11

6:55 pm-9:20 pm

Nonstop1h 25m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 5/16

7:42 pm-8:45 pm

Nonstop2h 03m

Chicago O'Hare Intl

Sat 5/23

6:15 pm-9:02 pm

Nonstop1h 47m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 5/9

3:09 pm-4:08 pm

Nonstop1h 59m

Chicago O'Hare Intl

Mon 5/11

8:21 am-11:04 am

Nonstop1h 43m

$178

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 5/9

6:37 pm-11:59 pm

1 stop6h 22m

Chicago O'Hare Intl

Mon 5/11

5:19 pm-10:38 pm

1 stop4h 19m

$197

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 5/12

9:57 am-4:45 pm

1 stop7h 48m

Chicago O'Hare Intl

Tue 5/19

2:05 pm-4:48 pm

Nonstop1h 43m

$200

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 5/18

8:15 pm-10:14 pm

1 stop26h 59m

Chicago O'Hare Intl

Thu 5/28

8:05 am-10:07 pm

1 stop13h 02m

$204

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sun 5/24

4:58 pm-11:13 pm

1 stop7h 15m

Chicago O'Hare Intl

Tue 5/26

5:11 pm-7:20 pm

1 stop25h 09m

$212

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 5/7

6:30 am-8:43 am

1 stop3h 13m

Chicago Midway

Mon 5/11

6:36 pm-10:38 pm

1 stop3h 02m

$213

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 5/28

7:27 pm-2:12 pm

2 stops19h 45m

Chicago Midway

Mon 6/1

6:00 am-11:09 pm

1 stop16h 09m

$221

Washington, D.C.Chicago

IAD - ORD

IADORD

Washington, D.C. Dulles Intl

Wed 6/3

11:07 am-7:51 pm

1 stop9h 44m

Chicago O'Hare Intl

Fri 6/5

1:50 pm-11:09 pm

1 stop8h 19m

$222

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 West 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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $448. 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 West Virginia to Chicago for around $680.

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 afternoon. Flights from West Virginia to Chicago during this time can be as low as $476. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $568.

What is the cheapest West Virginia to Chicago flight route?

Fly from Lewisburg Greenbrier Valley to Chicago O'Hare Intl for the best West Virginia - Chicago flight prices

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

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

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

Cheap West Virginia to Chicago flight deals and tips

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

Best Price Found

$320

Fastest flight time

1h 20m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from West Virginia in the past 72 hours is $320. The best round-trip flight deal from West Virginia to Chicago found on momondo in the last 72 hours is $273.
The fastest flight from West Virginia to Chicago takes 1h 20m
Direct flights go from West Virginia to Chicago every day.
There are 3 airports in Chicago. From West Virginia there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from West Virginia to Chicago

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

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

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

  • How old do you have to be to fly from West 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 West Virginia to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from West Virginia to Chicago?

Best airlines flying from West Virginia to Chicago

Compare and see reviews for airlines that fly from West Virginia to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $145Free CancellationRating
7.4
9,613 reviews
Search United Airlines flights
American AirlinesPriceFrom $218Free CancellationRating
7.1
11,645 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from West Virginia to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from West Virginia to Chicago 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 West Virginia to Chicago?

momondo helps you find the best flight between West 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 West Virginia to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for West Virginia to Chicago 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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport