How many flights depart from West Virginia to Chicago on average per week?

The number of flights available between West Virginia and Chicago is 474 per week as of November 2025. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.

How long does it take to fly to Chicago?

Average flight duration from West Virginia to Chicago depends on which airport you fly into and out of. Flying from Charleston to Chicago O'Hare Intl Airport is 1h 48m on average, while flying from Lewisburg to Chicago O'Hare Intl Airport is 2h on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What is the cheapest airline that flies from West Virginia to Chicago?

Southwest, Frontier, and JetBlue are the most popular carriers operating from West Virginia to Chicago

How many flights depart from West Virginia to Chicago on average per day?

67 flights are operational daily from West Virginia to Chicago as of November 2025. The most popular departure time for this route is 1:00PM, with 84% of flights per day taking off in the afternoon.

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?

As of November 2025, there are 5 operators available to choose from 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.

$69 Cheap Flights from West Virginia to Chicago in 2025/26

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Cheap round-trip flights

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6:00 am - 12:15 pmPIT-ORD

7h 15m1 stop

1:45 pm - 9:05 pmORD-PIT

6h 20m1 stop

$137Southwest

Find Deal

Wed, Dec 3 - Wed, Dec 3

5:02 pm - 12:10 amPIT-ORD

8h 08m1 stop

5:30 am - 2:42 pmORD-PIT

8h 12m1 stop

$141Frontier

Find Deal

Sat, Nov 22 - Mon, Nov 24

4:53 pm - 5:56 pmPIT-ORD

2h 03mnonstop

6:30 pm - 9:00 pmORD-PIT

1h 30mnonstop

$143American Airlines

Find Deal

Wed, Dec 3 - Thu, Dec 4

5:05 pm - 12:09 amPIT-ORD

8h 04m1 stop

9:14 pm - 12:41 amORD-PIT

26h 27m2 stops

$148Spirit Airlines

Find Deal

Sat, Dec 13 - Tue, Dec 16

8:15 am - 9:07 amPIT-ORD

1h 52mnonstop

12:02 am - 2:45 amORD-PIT

1h 43mnonstop

$149American Airlines

Find Deal

Thu, Dec 25 - Sun, Jan 4

10:42 pm - 2:57 pmPIT-ORD

17h 15m1 stop

4:22 pm - 12:41 amORD-PIT

31h 19m2 stops

$151Multiple Airlines

Find Deal

Tue, Dec 2 - Tue, Dec 9

5:05 pm - 12:09 amPIT-ORD

8h 04m1 stop

3:26 pm - 12:41 amORD-PIT

8h 15m1 stop

$153Spirit Airlines

Find Deal

Sat, Dec 6 - Wed, Dec 10

10:15 am - 8:27 pmPIT-ORD

11h 12m1 stop

5:30 am - 2:42 pmORD-PIT

8h 12m1 stop

$154Multiple Airlines

Find Deal

Tue, Nov 18 - Fri, Nov 21

6:20 am - 8:49 amPIT-MDW

3h 29m1 stop

5:59 pm - 11:36 pmMDW-PIT

4h 37m1 stop

$157Delta

Find Deal

Thu, Dec 25 - Thu, Dec 25

10:53 am - 4:52 pmPIT-ORD

6h 59m1 stop

6:45 am - 1:24 pmORD-PIT

5h 39m1 stop

$157Delta

Find Deal

Mon, Nov 24 - Thu, Nov 27

Southwest flights from West Virginia to Chicago

Our best Southwest deals on West Virginia to Chicago flight tickets

Southwest

Dec 3

PIT6:00 amPittsburgh

7h 15m

1 stop

ORD12:15 pmChicago O'Hare Intl

Dec 3

ORD1:45 pmChicago O'Hare Intl

6h 20m

1 stop

PIT9:05 pmPittsburgh

$137

Find similar

Southwest

Dec 6

PIT6:05 pmPittsburgh

1h 30m

MDW6:35 pmChicago Midway

Dec 8

MDW10:15 amChicago Midway

1h 30m

PIT12:45 pmPittsburgh

$160

Find similar

Southwest

Dec 3

PIT2:00 pmPittsburgh

1h 30m

MDW2:30 pmChicago Midway

Dec 6

MDW9:45 amChicago Midway

1h 25m

PIT12:10 pmPittsburgh

$168

Find similar

Frontier flights from West Virginia to Chicago

Our best Frontier deals on West Virginia to Chicago flight tickets

Frontier

Nov 22

PIT5:02 pmPittsburgh

8h 08m

1 stop

ORD12:10 amChicago O'Hare Intl

Nov 24

ORD5:30 amChicago O'Hare Intl

8h 12m

1 stop

PIT2:42 pmPittsburgh

$141

Find similar

Frontier

Dec 5

IAD5:19 pmWashington, D.C. Dulles Intl

6h 05m

1 stop

ORD10:24 pmChicago O'Hare Intl

Dec 7

ORD6:11 amChicago O'Hare Intl

9h 13m

1 stop

IAD4:24 pmWashington, D.C. Dulles Intl

$142

Find similar

Frontier

Dec 4

IAD9:21 amWashington, D.C. Dulles Intl

13h 30m

1 stop

ORD9:51 pmChicago O'Hare Intl

Dec 5

ORD4:20 pmChicago O'Hare Intl

5h 45m

1 stop

IAD11:05 pmWashington, D.C. Dulles Intl

$143

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 12/3

6:00 am-12:15 pm

1 stop7h 15m

Chicago O'Hare Intl

Wed 12/3

1:45 pm-9:05 pm

1 stop6h 20m

$137

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 11/22

5:02 pm-12:10 am

1 stop8h 08m

Chicago O'Hare Intl

Mon 11/24

5:30 am-2:42 pm

1 stop8h 12m

$141

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Wed 12/3

4:53 pm-5:56 pm

Nonstop2h 03m

Chicago O'Hare Intl

Thu 12/4

6:30 pm-9:00 pm

Nonstop1h 30m

$143

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 12/13

5:05 pm-12:09 am

1 stop8h 04m

Chicago O'Hare Intl

Tue 12/16

9:14 pm-12:41 am

2 stops26h 27m

$148

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 12/25

8:15 am-9:07 am

Nonstop1h 52m

Chicago O'Hare Intl

Sun 1/4

12:02 am-2:45 am

Nonstop1h 43m

$149

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 12/2

10:42 pm-2:57 pm

1 stop17h 15m

Chicago O'Hare Intl

Tue 12/9

4:22 pm-12:41 am

2 stops31h 19m

$151

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Sat 12/6

5:05 pm-12:09 am

1 stop8h 04m

Chicago O'Hare Intl

Wed 12/10

3:26 pm-12:41 am

1 stop8h 15m

$153

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 11/18

10:15 am-8:27 pm

1 stop11h 12m

Chicago O'Hare Intl

Fri 11/21

5:30 am-2:42 pm

1 stop8h 12m

$154

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 12/25

6:20 am-8:49 am

1 stop3h 29m

Chicago Midway

Thu 12/25

5:59 pm-11:36 pm

1 stop4h 37m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Mon 11/24

10:53 am-4:52 pm

1 stop6h 59m

Chicago O'Hare Intl

Thu 11/27

6:45 am-1:24 pm

1 stop5h 39m

$157

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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

Prices

Airlines

Other information

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 $239. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from West Virginia to Chicago during April average around $239.

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 Saturday when prices can be found for as low as $479. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from West Virginia to Chicago for around $722.

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 $502. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $616.

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?

You could potentially save up to 36% on your flight if you consider stops on a West Virginia to Chicago flight.

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	$337
Fastest flight time	1h 30m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from West Virginia in the past 72 hours is $337. The best round-trip flight deal from West Virginia to Chicago found on momondo in the last 72 hours is $290.

The fastest flight from West Virginia to Chicago takes 1h 30m

Direct flights go from West Virginia to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

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?
As of November 2025, there are 5 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from West Virginia to Chicago is Canadair (Bombardier) Regional Jet, representing 38.15% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet CRJ-550 at 9.83%, Embraer 175 (Enhanced Winglets) at 4.05%, and Airbus A220-300 at 4.05%.

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 Airlines	PriceFrom $179	Free Cancellation	Rating 7.4 9,007 reviews		Search United Airlines flights
American Airlines	PriceFrom $198	Free Cancellation	Rating 7.2 11,040 reviews		Search American Airlines flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

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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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 1/21. 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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Big names and deals

Filter for what you want

Filter for what you want

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Southwest flights from West Virginia to Chicago

Our best Southwest deals on West Virginia to Chicago flight tickets

Frontier flights from West Virginia to Chicago

Our best Frontier deals on West Virginia to Chicago flight tickets

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

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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 $239. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from West Virginia to Chicago during April average around $239.

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

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 $502. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $616.

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?

You could potentially save up to 36% on your flight if you consider stops on a West Virginia to Chicago flight.

What is the cheapest airline that flies from West Virginia to Chicago?

Southwest, Frontier, and JetBlue are the most popular carriers operating from West Virginia to Chicago

How many flights depart from West Virginia to Chicago on average per day?

67 flights are operational daily from West Virginia to Chicago as of November 2025. The most popular departure time for this route is 1:00PM, with 84% of flights per day taking off in the afternoon.

How many flights depart from West Virginia to Chicago on average per week?

The number of flights available between West Virginia and Chicago is 474 per week as of November 2025. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.

How long does it take to fly 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

Fastest flight time

Direct flights

Airports in Chicago

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

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?

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

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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