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

525 flights are operational weekly from Chicago to West Virginia as of August 2026. The most popular departure day for this route is Wed, with 18% of flights per week taking off on this day.

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

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

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

As of August 2026, there are 75 flights per day flying from Chicago to West Virginia. The most common time of day flights depart is 2:00PM, with 44% of flights taking off in the afternoon.

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

Prices for flights from Chicago to West Virginia were last updated today.

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

The number of operators available for flights from Chicago to West Virginia is 4 as of August 2026.

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

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 Chicago to West Virginia.

What documentation or ID do you need to fly to West Virginia?

The travel and health documents required for your trip to West Virginia 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 West Virginia. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$69 Cheap Flights from Chicago to West Virginia in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to West Virginia

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:10 pm - 5:35 pmMDW Chicago Midway-PIT Pittsburgh

1h 25mnonstop

4:40 pm - 5:05 pmPIT Pittsburgh-MDW Chicago Midway

1h 25mnonstop

$137Southwest

Sat, Sep 19 - Sat, Sep 26

12:50 pm - 3:10 pmMDW Chicago Midway-PIT Pittsburgh

1h 20mnonstop

2:00 pm - 2:25 pmPIT Pittsburgh-MDW Chicago Midway

1h 25mnonstop

$137Southwest

Wed, Sep 16 - Wed, Sep 23

5:30 pm - 8:13 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 43mnonstop

10:45 am - 11:29 amPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 44mnonstop

$137United Airlines

Wed, Sep 9 - Sat, Sep 19

4:29 pm - 7:08 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 39mnonstop

6:10 pm - 7:00 pmPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 50mnonstop

$137United Airlines

Wed, Sep 9 - Tue, Sep 22

5:00 pm - 7:42 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 42mnonstop

6:05 am - 6:59 amPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 54mnonstop

$137American Airlines

Mon, Oct 26 - Wed, Oct 28

2:15 pm - 4:57 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 42mnonstop

4:06 pm - 4:58 pmPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 52mnonstop

$137American Airlines

Wed, Sep 16 - Wed, Sep 23

7:01 pm - 11:58 pmMDW Chicago Midway-PIT Pittsburgh

3h 57m1 stop Detroit Metropolitan Wayne County

11:35 am - 6:19 pmPIT Pittsburgh-MDW Chicago Midway

7h 44m1 stop Minneapolis St Paul

$157Delta

Mon, Sep 21 - Tue, Sep 22

10:48 am - 4:15 pmMDW Chicago Midway-PIT Pittsburgh

4h 27m1 stop Atlanta Hartsfield-Jackson

6:00 am - 9:07 amPIT Pittsburgh-MDW Chicago Midway

4h 07m1 stop Detroit Metropolitan Wayne County

$157Delta

Tue, Sep 15 - Thu, Sep 17

6:25 am - 5:18 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 53m1 stop Atlanta Hartsfield-Jackson

7:50 am - 5:51 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

11h 01m1 stop Atlanta Hartsfield-Jackson

$179Frontier

Thu, Sep 10 - Mon, Sep 14

6:25 am - 5:18 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 53m1 stop Atlanta Hartsfield-Jackson

7:50 am - 5:51 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

11h 01m1 stop Atlanta Hartsfield-Jackson

$179Frontier

Thu, Sep 10 - Sat, Sep 19

Cheap last minute flights

Enter your travel dates to find the best prices.

6:05 am - 5:14 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

10h 09m1 stop Atlanta Hartsfield-Jackson

7:50 am - 5:51 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

11h 01m1 stop Atlanta Hartsfield-Jackson

$249Frontier

Mon, Aug 24 - Mon, Sep 21

9:10 pm - 10:07 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

11h 57m1 stop Orlando

12:30 pm - 12:45 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

13h 15m1 stop Dallas/Fort Worth

$249Frontier

Mon, Aug 24 - Mon, Sep 21

9:10 pm - 11:59 pmORD Chicago O'Hare Intl-CRW Charleston Yeager

1h 49mnonstop

10:45 am - 11:45 amCRW Charleston Yeager-ORD Chicago O'Hare Intl

2h 00mnonstop

$309United Airlines

Tue, Aug 25 - Tue, Sep 1

8:05 am - 2:10 pmORD Chicago O'Hare Intl-CRW Charleston Yeager

5h 05m1 stop Atlanta Hartsfield-Jackson

11:07 am - 4:51 pmCRW Charleston Yeager-ORD Chicago O'Hare Intl

6h 44m1 stop Atlanta Hartsfield-Jackson

$328Delta

Tue, Aug 25 - Tue, Sep 1

11:22 am - 11:31 pmORD Chicago O'Hare Intl-CRW Charleston Yeager

11h 09m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

11:07 am - 4:51 pmCRW Charleston Yeager-ORD Chicago O'Hare Intl

6h 44m1 stop Atlanta Hartsfield-Jackson

$334Delta

Tue, Aug 25 - Tue, Sep 1

9:39 pm - 12:44 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

2h 05mnonstop

6:13 am - 7:28 amIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 15mnonstop

$349United Airlines

Mon, Aug 24 - Mon, Sep 21

8:54 am - 4:44 pmORD Chicago O'Hare Intl-CRW Charleston Yeager

6h 50m1 stop Charlotte Douglas

5:14 pm - 9:57 pmCRW Charleston Yeager-ORD Chicago O'Hare Intl

5h 43m1 stop Charlotte Douglas

$468American Airlines

Fri, Aug 21 - Sat, Aug 22

9:15 pm - 11:59 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 44mnonstop

10:17 am - 11:10 amPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 53mnonstop

$499American Airlines

Sat, Aug 22 - Tue, Aug 25

7:45 am - 10:10 amMDW Chicago Midway-PIT Pittsburgh

1h 25mnonstop

2:45 pm - 3:05 pmPIT Pittsburgh-MDW Chicago Midway

1h 20mnonstop

$528Southwest

Sat, Aug 22 - Mon, Aug 24

1:05 pm - 3:30 pmMDW Chicago Midway-PIT Pittsburgh

1h 25mnonstop

4:40 pm - 5:05 pmPIT Pittsburgh-MDW Chicago Midway

1h 25mnonstop

$528Southwest

Thu, Aug 20 - Sat, Aug 22

Cheap direct flights

Enter your travel dates to find the best prices.

3:10 pm - 5:35 pmMDW Chicago Midway-PIT Pittsburgh

1h 25mnonstop

4:40 pm - 5:05 pmPIT Pittsburgh-MDW Chicago Midway

1h 25mnonstop

$137Southwest

Sat, Sep 19 - Sat, Sep 26

12:50 pm - 3:10 pmMDW Chicago Midway-PIT Pittsburgh

1h 20mnonstop

2:00 pm - 2:25 pmPIT Pittsburgh-MDW Chicago Midway

1h 25mnonstop

$137Southwest

Wed, Sep 16 - Wed, Sep 23

5:30 pm - 8:13 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 43mnonstop

10:45 am - 11:29 amPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 44mnonstop

$137United Airlines

Wed, Sep 9 - Sat, Sep 19

4:29 pm - 7:08 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 39mnonstop

6:10 pm - 7:00 pmPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 50mnonstop

$137United Airlines

Wed, Sep 9 - Tue, Sep 22

2:15 pm - 4:57 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 42mnonstop

4:06 pm - 4:58 pmPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 52mnonstop

$137American Airlines

Wed, Sep 16 - Wed, Sep 23

5:00 pm - 7:42 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 42mnonstop

6:05 am - 6:59 amPIT Pittsburgh-ORD Chicago O'Hare Intl

1h 54mnonstop

$137American Airlines

Mon, Oct 26 - Wed, Oct 28

12:37 pm - 3:13 pmORD Chicago O'Hare Intl-PIT Pittsburgh

1h 36mnonstop

8:47 pm - 9:47 pmPIT Pittsburgh-ORD Chicago O'Hare Intl

2h 00mnonstop

$137American Airlines

Wed, Sep 9 - Mon, Sep 14

8:15 am - 10:45 amMDW Chicago Midway-PIT Pittsburgh

1h 30mnonstop

4:40 pm - 5:05 pmPIT Pittsburgh-MDW Chicago Midway

1h 25mnonstop

$137Southwest

Thu, Sep 17 - Sat, Sep 19

7:40 pm - 10:10 pmMDW Chicago Midway-PIT Pittsburgh

1h 30mnonstop

7:45 pm - 8:15 pmPIT Pittsburgh-MDW Chicago Midway

1h 30mnonstop

$164Southwest

Mon, Sep 28 - Thu, Oct 1

6:25 am - 9:23 amORD Chicago O'Hare Intl-IAD Washington, D.C. Dulles Intl

1h 58mnonstop

3:15 pm - 4:29 pmIAD Washington, D.C. Dulles Intl-ORD Chicago O'Hare Intl

2h 14mnonstop

$191United Airlines

Thu, Sep 17 - Thu, Sep 17

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Delta flights from Chicago to West Virginia

Our best Delta deals on Chicago to West Virginia flight tickets

Delta

Sep 15

MDW10:48 amChicago Midway

4h 27m

1 stop

PIT4:15 pmPittsburgh

Sep 17

PIT6:00 amPittsburgh

4h 07m

1 stop

MDW9:07 amChicago Midway

$157

Delta

Sep 18

MDW7:01 pmChicago Midway

3h 57m

1 stop

PIT11:58 pmPittsburgh

Sep 23

PIT6:00 amPittsburgh

4h 07m

1 stop

MDW9:07 amChicago Midway

$184

Delta

Sep 17

ORD6:00 amChicago O'Hare Intl

4h 45m

1 stop

IAD11:45 amWashington, D.C. Dulles Intl

Sep 19

IAD5:15 pmWashington, D.C. Dulles Intl

4h 15m

1 stop

ORD8:30 pmChicago O'Hare Intl

$197

Frontier flights from Chicago to West Virginia

Our best Frontier deals on Chicago to West Virginia flight tickets

Frontier

Sep 10

MDW6:25 amChicago Midway

9h 53m

1 stop

IAD5:18 pmWashington, D.C. Dulles Intl

Sep 14

IAD7:50 amWashington, D.C. Dulles Intl

11h 01m

1 stop

MDW5:51 pmChicago Midway

$179

Frontier

Sep 14

ORD3:50 pmChicago O'Hare Intl

17h 27m

1 stop

IAD10:17 amWashington, D.C. Dulles Intl

Sep 18

IAD10:27 amWashington, D.C. Dulles Intl

13h 32m

1 stop

ORD10:59 pmChicago O'Hare Intl

$182

Frontier

Sep 24

ORD7:11 amChicago O'Hare Intl

11h 58m

1 stop

IAD8:09 pmWashington, D.C. Dulles Intl

Sep 28

IAD6:13 pmWashington, D.C. Dulles Intl

18h 38m

2 stops

ORD11:51 amChicago O'Hare Intl

$183

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPittsburgh

MDW Chicago Midway - PIT Pittsburgh

MDWPIT

Chicago Midway

Sat 9/19

3:10 pm-5:35 pm

Nonstop1h 25m

Pittsburgh

Sat 9/26

4:40 pm-5:05 pm

Nonstop1h 25m

$137

Quickest round-trip

ChicagoPittsburgh

MDW Chicago Midway - PIT Pittsburgh

MDWPIT

Chicago Midway

Wed 9/16

12:50 pm-3:10 pm

Nonstop1h 20m

Pittsburgh

Wed 9/23

2:00 pm-2:25 pm

Nonstop1h 25m

$137

ChicagoPittsburgh

ORD Chicago O'Hare Intl - PIT Pittsburgh

ORDPIT

Chicago O'Hare Intl

Wed 9/9

5:30 pm-8:13 pm

Nonstop1h 43m

Pittsburgh

Sat 9/19

10:45 am-11:29 am

Nonstop1h 44m

$137

ChicagoPittsburgh

ORD Chicago O'Hare Intl - PIT Pittsburgh

ORDPIT

Chicago O'Hare Intl

Wed 9/9

4:29 pm-7:08 pm

Nonstop1h 39m

Pittsburgh

Tue 9/22

6:10 pm-7:00 pm

Nonstop1h 50m

$137

ChicagoPittsburgh

ORD Chicago O'Hare Intl - PIT Pittsburgh

ORDPIT

Chicago O'Hare Intl

Mon 10/26

5:00 pm-7:42 pm

Nonstop1h 42m

Pittsburgh

Wed 10/28

6:05 am-6:59 am

Nonstop1h 54m

$137

ChicagoPittsburgh

ORD Chicago O'Hare Intl - PIT Pittsburgh

ORDPIT

Chicago O'Hare Intl

Wed 9/16

2:15 pm-4:57 pm

Nonstop1h 42m

Pittsburgh

Wed 9/23

4:06 pm-4:58 pm

Nonstop1h 52m

$137

ChicagoPittsburgh

MDW Chicago Midway - PIT Pittsburgh

MDWPIT

Chicago Midway

Mon 9/21

7:01 pm-11:58 pm

1 stop3h 57m

Pittsburgh

Tue 9/22

11:35 am-6:19 pm

1 stop7h 44m

$157

ChicagoPittsburgh

MDW Chicago Midway - PIT Pittsburgh

MDWPIT

Chicago Midway

Tue 9/15

10:48 am-4:15 pm

1 stop4h 27m

Pittsburgh

Thu 9/17

6:00 am-9:07 am

1 stop4h 07m

$157

ChicagoWashington, D.C.

MDW Chicago Midway - IAD Washington, D.C. Dulles Intl

MDWIAD

Chicago Midway

Thu 9/10

6:25 am-5:18 pm

1 stop9h 53m

Washington, D.C. Dulles Intl

Mon 9/14

7:50 am-5:51 pm

1 stop11h 01m

$179

ChicagoWashington, D.C.

MDW Chicago Midway - IAD Washington, D.C. Dulles Intl

MDWIAD

Chicago Midway

Thu 9/10

6:25 am-5:18 pm

1 stop9h 53m

Washington, D.C. Dulles Intl

Sat 9/19

7:50 am-5:51 pm

1 stop11h 01m

$179

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 Chicago to West Virginia

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 West Virginia?

The month of May is, on average, the cheapest month to fly to West Virginia from Chicago, with most prices found around $253. If you’re not able to fly to West Virginia in May, then November is your next best option. Flight prices from Chicago to West Virginia during November average around $262.

What is the cheapest day to depart on your flight to West Virginia?

The cheapest day to depart on your flight to West Virginia is on a Saturday when prices can be found for as low as $250. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to West Virginia is Sunday, with ticket prices averaging around $546.

What is the cheapest time of day to depart on your flight to West Virginia?

In the afternoon is the cheapest time of day to fly from Chicago to West Virginia when you can find flight prices for as low as $297. Flying to West Virginia in the afternoon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $369 on average. Flights to West Virginia from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago to West Virginia flight route?

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

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

There are 3 cabin classes available to choose from on Chicago to West Virginia 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 Chicago to West Virginia flights?

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

Cheap Chicago to West Virginia flight deals and tips

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

Best Price Found	$69
Fastest flight time	1h 20m
Direct flights	Every day
Airports in West Virginia	24 airports

The best one-way flight to West Virginia from Chicago in the past 72 hours is $69. The best round-trip flight deal from Chicago to West Virginia found on momondo in the last 72 hours is $137.

The fastest flight from Chicago to West Virginia takes 1h 20m

Direct flights go from Chicago to West Virginia every day.

There are 24 airports in West Virginia. From Chicago there are direct flights to Pittsburgh (PIT), Washington, D.C. Dulles Intl (IAD).

Search flight deals

Frequently asked questions about flying from Chicago to West Virginia

When did momondo last update prices for flights from Chicago to West Virginia?
Prices for flights from Chicago to West Virginia were last updated today.
How many operators does momondo search for flights from Chicago to West Virginia?
The number of operators available for flights from Chicago to West Virginia is 4 as of August 2026.
How old do you have to be to fly from Chicago to West Virginia?
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 Chicago to West Virginia.
What documentation or ID do you need to fly to West Virginia?
The travel and health documents required for your trip to West Virginia 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 West Virginia. 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 Chicago to West Virginia?
momondo data reveals that the most frequently booked plane model on the route from Chicago to West Virginia is Canadair (Bombardier) Regional Jet, representing 53.75% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 11.25%, Canadair (Bombardier) Regional Jet CRJ-550 at 8.75%, and Boeing 737-800 at 3.75%.

Best airlines flying from Chicago to West Virginia

Compare and see reviews for airlines that fly from Chicago to West Virginia with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $178	Free Cancellation	Rating 7.4 10,104 reviews		Search United Airlines flights

Why use momondo?

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

It is quick and easy to find Chicago to West Virginia flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to West Virginia that suits you.

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

All flight searches from Chicago to West Virginia on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to West Virginia.

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

Price alerts on flights to West Virginia from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.