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

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

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 Lewisburg to Chicago O'Hare Intl Airport is 1h 45m on average, while flying from Charleston to Chicago O'Hare Intl Airport is 1h 48m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

The number of flights available between West Virginia and Chicago is 612 per week as of September 2025. The most frequent departure day is Thu, with 17% of weekly flights leaving on this day.

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

87 flights are operational daily from West Virginia to Chicago as of September 2025. The most popular departure time for this route is 7:00AM, with 44% of flights per day taking off at noon.

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 September 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.

$49 Cheap Flights from West Virginia to Chicago in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from West Virginia to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

4:30 pm - 4:55 pmPIT-MDW

1h 25mnonstop

9:55 pm - 12:15 amMDW-PIT

1h 20mnonstop

$97Southwest

Find Deal

Thu, Oct 9 - Mon, Oct 13

7:00 pm - 7:50 pmPIT-ORD

1h 50mnonstop

7:25 am - 10:02 amORD-PIT

1h 37mnonstop

$97United Airlines

Find Deal

Thu, Oct 16 - Thu, Oct 23

7:17 am - 7:59 amPIT-ORD

1h 42mnonstop

8:50 pm - 11:19 pmORD-PIT

1h 29mnonstop

$98American Airlines

Find Deal

Thu, Oct 9 - Mon, Oct 13

7:17 am - 7:59 amPIT-ORD

1h 42mnonstop

8:50 pm - 11:19 pmORD-PIT

1h 29mnonstop

$99American Airlines

Find Deal

Thu, Oct 9 - Mon, Oct 13

6:15 am - 11:46 pmIAD-MDW

18h 31m1 stop

11:31 am - 8:53 pmMDW-IAD

8h 22m1 stop

$133Frontier

Find Deal

Thu, Oct 23 - Sat, Oct 25

8:40 am - 12:41 pmIAD-MDW

29h 01m1 stop

1:37 pm - 11:55 pmMDW-IAD

9h 18m1 stop

$134Frontier

Find Deal

Tue, Nov 4 - Sat, Nov 8

6:51 pm - 10:26 amPIT-MDW

16h 35m2 stops

6:26 pm - 7:21 pmMDW-PIT

23h 55m1 stop

$164Multiple Airlines

Find Deal

Fri, Oct 31 - Tue, Nov 4

6:51 pm - 10:26 amPIT-MDW

16h 35m1 stop

6:26 pm - 7:21 pmMDW-PIT

23h 55m1 stop

$169Multiple Airlines

Find Deal

Fri, Oct 31 - Tue, Nov 4

4:50 pm - 10:14 pmPIT-MDW

6h 24m1 stop

4:23 pm - 12:32 amMDW-PIT

7h 09m1 stop

$177Delta

Find Deal

Tue, Oct 21 - Sat, Oct 25

7:21 am - 12:18 pmPIT-ORD

5h 57m1 stop

5:20 am - 10:34 amORD-PIT

4h 14m1 stop

$177Delta

Find Deal

Tue, Oct 14 - Wed, Oct 15

Frontier flights from West Virginia to Chicago

Our best Frontier deals on West Virginia to Chicago flight tickets

Frontier

Oct 23

IAD6:15 amWashington, D.C. Dulles Intl

18h 31m

1 stop

MDW11:46 pmChicago Midway

Oct 25

MDW11:31 amChicago Midway

8h 22m

1 stop

IAD8:53 pmWashington, D.C. Dulles Intl

$133

Find similar

Frontier

Nov 4

IAD8:40 amWashington, D.C. Dulles Intl

29h 01m

1 stop

MDW12:41 pmChicago Midway

Nov 8

MDW1:37 pmChicago Midway

9h 18m

1 stop

IAD11:55 pmWashington, D.C. Dulles Intl

$134

Find similar

Frontier

Oct 2

IAD6:10 amWashington, D.C. Dulles Intl

5h 21m

1 stop

ORD10:31 amChicago O'Hare Intl

Oct 7

ORD11:00 amChicago O'Hare Intl

7h 46m

1 stop

IAD7:46 pmWashington, D.C. Dulles Intl

$135

Find similar

Contour flights from West Virginia to Chicago

Our best Contour deals on West Virginia to Chicago flight tickets

Contour

Oct 9

LWB6:00 pmLewisburg Greenbrier Valley

1h 45m

ORD6:45 pmChicago O'Hare Intl

Oct 14

ORD2:10 pmChicago O'Hare Intl

1h 45m

LWB4:55 pmLewisburg Greenbrier Valley

$182

Find similar

Contour

Oct 25

LWB6:00 pmLewisburg Greenbrier Valley

1h 45m

ORD6:45 pmChicago O'Hare Intl

Oct 27

ORD2:10 pmChicago O'Hare Intl

1h 45m

LWB4:55 pmLewisburg Greenbrier Valley

$208

Find similar

Contour

Oct 1

LWB6:00 pmLewisburg Greenbrier Valley

1h 45m

ORD6:45 pmChicago O'Hare Intl

Oct 5

ORD2:10 pmChicago O'Hare Intl

1h 45m

LWB4:55 pmLewisburg Greenbrier Valley

$212

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 10/9

4:30 pm-4:55 pm

Nonstop1h 25m

Chicago Midway

Mon 10/13

9:55 pm-12:15 am

Nonstop1h 20m

$97

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 10/16

7:00 pm-7:50 pm

Nonstop1h 50m

Chicago O'Hare Intl

Thu 10/23

7:25 am-10:02 am

Nonstop1h 37m

$97

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 10/9

7:17 am-7:59 am

Nonstop1h 42m

Chicago O'Hare Intl

Mon 10/13

8:50 pm-11:19 pm

Nonstop1h 29m

$98

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Thu 10/9

7:17 am-7:59 am

Nonstop1h 42m

Chicago O'Hare Intl

Mon 10/13

8:50 pm-11:19 pm

Nonstop1h 29m

$99

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 10/23

6:15 am-11:46 pm

1 stop18h 31m

Chicago Midway

Sat 10/25

11:31 am-8:53 pm

1 stop8h 22m

$133

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 11/4

8:40 am-12:41 pm

1 stop29h 01m

Chicago Midway

Sat 11/8

1:37 pm-11:55 pm

1 stop9h 18m

$134

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 10/31

6:51 pm-10:26 am

2 stops16h 35m

Chicago Midway

Tue 11/4

6:26 pm-7:21 pm

1 stop23h 55m

$164

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 10/31

6:51 pm-10:26 am

1 stop16h 35m

Chicago Midway

Tue 11/4

6:26 pm-7:21 pm

1 stop23h 55m

$169

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 10/21

4:50 pm-10:14 pm

1 stop6h 24m

Chicago Midway

Sat 10/25

4:23 pm-12:32 am

1 stop7h 09m

$177

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

Tue 10/14

7:21 am-12:18 pm

1 stop5h 57m

Chicago O'Hare Intl

Wed 10/15

5:20 am-10:34 am

1 stop4h 14m

$177

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 Friday when prices can be found for as low as $519. 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 $757.

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 $523. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $643.

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	$104
Fastest flight time	1h 25m
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 $104. 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 25m

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 September 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 29.56% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet CRJ-550 at 10.69%, Embraer ERJ-135 / ERJ-140 / ERJ-145 at 8.18%, and Boeing 737 MAX 8 at 5.03%.

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 8,926 reviews		Search United Airlines flights
American Airlines	PriceFrom $198	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Sat 10/18

Sat 10/25

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular cities in the United States

Flights to New Yorkfrom $49

Flights to Los Angelesfrom $49

Flights to Miamifrom $49

Flights to Orlandofrom $60

Flights to Las Vegasfrom $48

Flights to San Franciscofrom $53

Flights to Washington, D.C.from $49

Flights to Bostonfrom $73

Flights to Atlantafrom $51

Flights to Dallasfrom $56

Flights to Seattlefrom $86

Flights to Denverfrom $63

Cheap flights from West Virginia to Chicago from $49

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 12/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from West Virginia to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Frontier flights from West Virginia to Chicago

Our best Frontier deals on West Virginia to Chicago flight tickets

Contour flights from West Virginia to Chicago

Our best Contour deals on West Virginia to Chicago flight tickets

momondo Fare Finder

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

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 $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 $523. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $643.

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.

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

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

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

87 flights are operational daily from West Virginia to Chicago as of September 2025. The most popular departure time for this route is 7:00AM, with 44% of flights per day taking off at noon.

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

The number of flights available between West Virginia and Chicago is 612 per week as of September 2025. The most frequent departure day is Thu, with 17% 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