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 6/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:35 pm - 10:40 pm
PIT
-
MDW
10h 05m
2 stops
Southwest Logo
7:45 am - 4:50 pm
MDW
-
PIT
8h 05m
2 stops
$173Southwest
Tue, Jul 14 - Tue, Jul 21
Southwest Logo
8:55 am - 9:15 am
PIT
-
MDW
1h 20mnonstop
Southwest Logo
9:20 am - 5:40 pm
MDW
-
PIT
7h 20m
2 stops
$174Southwest
Tue, Aug 11 - Thu, Aug 13
Delta Logo
6:19 pm - 10:36 pm
PIT
-
MDW
5h 17m
1 stop
Delta Logo
10:54 am - 5:14 pm
MDW
-
PIT
5h 20m
1 stop
$179Delta
Thu, Aug 13 - Wed, Aug 19
Delta Logo
1:00 pm - 7:12 pm
PIT
-
ORD
7h 12m
1 stop
Delta Logo
5:28 am - 12:52 pm
ORD
-
PIT
6h 24m
1 stop
$179Delta
Tue, Aug 4 - Sat, Aug 8
American Airlines Logo
11:21 am - 12:14 pm
PIT
-
ORD
1h 53mnonstop
American Airlines Logo
7:00 pm - 9:44 pm
ORD
-
PIT
1h 44mnonstop
$181American Airlines
Thu, Aug 20 - Mon, Aug 24
JetBlue Logo
11:53 am - 7:15 pm
PIT
-
ORD
8h 22m
1 stop
JetBlue Logo
10:56 am - 7:48 pm
ORD
-
PIT
7h 52m
1 stop
$183JetBlue
Tue, Jul 14 - Thu, Jul 16
American Airlines Logo
11:37 am - 12:29 pm
PIT
-
ORD
1h 52mnonstop
American Airlines Logo
6:45 pm - 9:30 pm
ORD
-
PIT
1h 45mnonstop
$193American Airlines
Tue, Jul 7 - Wed, Jul 8
JetBlue Logo
11:53 am - 7:15 pm
PIT
-
ORD
8h 22m
1 stop
JetBlue Logo
5:27 pm - 11:46 pm
ORD
-
PIT
5h 19m
1 stop
$194JetBlue
Tue, Jul 21 - Sat, Jul 25
United Airlines Logo
2:25 pm - 3:19 pm
CKB
-
ORD
1h 54mnonstop
United Airlines Logo
4:41 pm - 7:29 pm
ORD
-
CKB
1h 48mnonstop
$194United Airlines
Fri, Jun 26 - Sun, Jun 28
United Airlines Logo
2:25 pm - 3:19 pm
CKB
-
ORD
1h 54mnonstop
United Airlines Logo
4:42 pm - 7:30 pm
ORD
-
CKB
1h 48mnonstop
$234United Airlines
Sat, Jul 4 - Wed, Jul 8

Frontier flights from West Virginia to Chicago

Our best Frontier deals on West Virginia to Chicago flight tickets
Frontier
Jul 1
IAD11:17 amWashington, D.C. Dulles Intl
9h 33m
1 stop
ORD7:50 pmChicago O'Hare Intl
Jul 11
ORD9:28 amChicago O'Hare Intl
10h 44m
1 stop
IAD9:12 pmWashington, D.C. Dulles Intl
$240
Frontier
Jul 2
IAD8:57 pmWashington, D.C. Dulles Intl
12h 06m
1 stop
ORD8:03 amChicago O'Hare Intl
Jul 7
ORD5:13 pmChicago O'Hare Intl
16h 03m
1 stop
IAD10:16 amWashington, D.C. Dulles Intl
$242
Frontier
Sep 3
IAD7:30 amWashington, D.C. Dulles Intl
15h 41m
1 stop
MDW10:11 pmChicago Midway
Sep 7
MDW6:00 amChicago Midway
16h 17m
1 stop
IAD11:17 pmWashington, D.C. Dulles Intl
$243

Delta flights from West Virginia to Chicago

Our best Delta deals on West Virginia to Chicago flight tickets
Delta
Aug 4
PIT1:00 pmPittsburgh
7h 12m
1 stop
ORD7:12 pmChicago O'Hare Intl
Aug 8
ORD5:28 amChicago O'Hare Intl
6h 24m
1 stop
PIT12:52 pmPittsburgh
$179
Delta
Sep 15
PIT6:00 amPittsburgh
3h 02m
1 stop
ORD8:02 amChicago O'Hare Intl
Sep 24
ORD3:58 pmChicago O'Hare Intl
5h 50m
1 stop
PIT10:48 pmPittsburgh
$189
Delta
Jul 14
PIT11:23 amPittsburgh
4h 42m
1 stop
ORD3:05 pmChicago O'Hare Intl
Jul 14
ORD7:17 pmChicago O'Hare Intl
3h 47m
1 stop
PIT12:04 amPittsburgh
$198

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 June 6, 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

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 7/14

1:35 pm-10:40 pm

2 stops10h 05m

Chicago Midway

Tue 7/21

7:45 am-4:50 pm

2 stops8h 05m

$173

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 8/11

8:55 am-9:15 am

Nonstop1h 20m

Chicago Midway

Thu 8/13

9:20 am-5:40 pm

2 stops7h 20m

$174

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 8/13

6:19 pm-10:36 pm

1 stop5h 17m

Chicago Midway

Wed 8/19

10:54 am-5:14 pm

1 stop5h 20m

$179

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 8/4

1:00 pm-7:12 pm

1 stop7h 12m

Chicago O'Hare Intl

Sat 8/8

5:28 am-12:52 pm

1 stop6h 24m

$179
Quickest round-trip

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 8/20

11:21 am-12:14 pm

Nonstop1h 53m

Chicago O'Hare Intl

Mon 8/24

7:00 pm-9:44 pm

Nonstop1h 44m

$181

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 7/14

11:53 am-7:15 pm

1 stop8h 22m

Chicago O'Hare Intl

Thu 7/16

10:56 am-7:48 pm

1 stop7h 52m

$183

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 7/7

11:37 am-12:29 pm

Nonstop1h 52m

Chicago O'Hare Intl

Wed 7/8

6:45 pm-9:30 pm

Nonstop1h 45m

$193

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 7/21

11:53 am-7:15 pm

1 stop8h 22m

Chicago O'Hare Intl

Sat 7/25

5:27 pm-11:46 pm

1 stop5h 19m

$194

ClarksburgChicago

CKB - ORD

CKBORD

Clarksburg Benedum

Fri 6/26

2:25 pm-3:19 pm

Nonstop1h 54m

Chicago O'Hare Intl

Sun 6/28

4:41 pm-7:29 pm

Nonstop1h 48m

$194

ClarksburgChicago

CKB - ORD

CKBORD

Clarksburg Benedum

Sat 7/4

2:25 pm-3:19 pm

Nonstop1h 54m

Chicago O'Hare Intl

Wed 7/8

4:42 pm-7:30 pm

Nonstop1h 48m

$234

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 month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from West Virginia, with most prices found around $178. If you’re not able to fly to Chicago in February, then October is your next best option. Flight prices from West Virginia to Chicago during October average around $179.

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 $435. 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 $704.

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 $468. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $574.

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

$268

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 $268. The best round-trip flight deal from West Virginia to Chicago found on momondo in the last 72 hours is $319.
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).

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
9,777 reviews
Search United Airlines flights
American AirlinesPriceFrom $218Free CancellationRating
7.1
11,651 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
Portage
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
Crown Point
Monticello
Chesterton
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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1 adult
Mon 7/6
Mon 7/13

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