$69 Find Cheap Flights from Chicago to West Virginia - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to West Virginia departing on 8/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to West Virginia

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Charleston
Charlestonnonstop$239
Pittsburgh
Pittsburghnonstop$181
Charleston
Charlestonnonstop$239
Pittsburgh
Pittsburghnonstop$181

Book Cheap Chicago to West Virginia Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to West Virginia that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to West Virginia

Mon, Aug 17 - Wed, Aug 19
Southwest Logo
8:15 am - 10:45 am
MDW
-
PIT
1h 30mnonstop
Southwest Logo
8:55 am - 9:15 am
PIT
-
MDW
1h 20mnonstop
$181Southwest
Mon, Aug 17 - Thu, Aug 20
United Airlines Logo
2:30 pm - 5:13 pm
ORD
-
PIT
1h 43mnonstop
United Airlines Logo
2:11 pm - 2:55 pm
PIT
-
ORD
1h 44mnonstop
$181United Airlines
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
5:55 am - 12:35 pm
MDW
-
PIT
5h 40m
1 stop
Southwest Logo
4:10 pm - 10:20 pm
PIT
-
MDW
7h 10m
2 stops
$184Southwest
Sat, Aug 15 - Tue, Aug 18
Delta Logo
5:18 pm - 10:51 pm
ORD
-
PIT
4h 33m
1 stop
Delta Logo
11:57 am - 6:49 pm
PIT
-
ORD
7h 52m
1 stop
$188Delta
Sun, Sep 6 - Tue, Sep 8
Delta Logo
5:30 am - 12:52 pm
ORD
-
PIT
6h 22m
1 stop
Delta Logo
3:19 pm - 8:31 pm
PIT
-
ORD
6h 12m
1 stop
$189Delta
Mon, Aug 17 - Wed, Aug 19
Southwest Logo
1:05 pm - 3:30 pm
MDW
-
PIT
1h 25mnonstop
Southwest Logo
6:40 am - 11:50 am
PIT
-
MDW
6h 10m
1 stop
$191Southwest
Wed, Aug 12 - Sat, Aug 15
American Airlines Logo
9:56 am - 6:13 pm
ORD
-
PIT
7h 17m
1 stop
American Airlines Logo
8:59 pm - 10:00 pm
PIT
-
ORD
2h 01mnonstop
$200American Airlines
Wed, Aug 19 - Wed, Aug 26
Frontier Logo
6:05 am - 5:14 pm
MDW
-
IAD
10h 09m
1 stop
Frontier Logo
6:20 am - 10:55 am
IAD
-
MDW
5h 35m
1 stop
$200Frontier
Sat, Sep 5 - Wed, Sep 9
Frontier Logo
9:20 am - 6:29 pm
ORD
-
IAD
8h 09m
1 stop
Frontier Logo
8:00 pm - 8:21 am
IAD
-
ORD
13h 21m
1 stop
$200Frontier
Wed, Sep 23 - Sat, Sep 26
American Airlines Logo
2:59 pm - 5:57 pm
ORD
-
LWB
1h 58mnonstop
American Airlines Logo
4:12 pm - 5:22 pm
LWB
-
ORD
2h 10mnonstop
$214American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to West Virginia flights

Get data-powered insights and trends into flights from Chicago to West Virginia to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to West Virginia flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to West Virginia from Chicago found in the last 5 days was to Clarksburg, at $194 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Charleston (CRW), and the cheapest round-trip airline ticket found on this route in the last 5 days was $250.

What is the cheapest time of day to fly to West Virginia?

The average price for all round-trip flights from Chicago to West Virginia depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to West Virginia is generally in the evening, when round-trip flights cost $268 on average. Morning departures are around 46% more expensive than evening flights, on average. The most expensive time of day to fly to West Virginia is generally in the morning, which is peak travel time and where the average cost of a ticket is $390.

Can I save money by flying with a layover from Chicago to West Virginia?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $378, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to West Virginia?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to West Virginia, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to West Virginia is April, when tickets cost $238 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $546 and $444 respectively.

What’s the cheapest day of the week to fly from Chicago to West Virginia?

The average price of all round-trip flights from Chicago to West Virginia clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to West Virginia, look for departures on Saturdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from West Virginia, Friday is the cheapest day to fly and Monday is the most expensive.

Good to know

Low season

January

Cheapest flight

$69
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago Midway Airport to Pittsburgh

FAQs - booking West Virginia flights

  • How does KAYAK find such low prices on flights from Chicago to West Virginia?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to West Virginia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to West Virginia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to West Virginia is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to West Virginia?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to West Virginia with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to West Virginia?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to West Virginia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to West Virginia

 
See real verified KAYAK customer reviews for airlines flying from Chicago to West Virginia. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to West Virginia? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 10024 reviews
6.6Food
8.1Crew
7.1Entertainment
7.3Comfort
7.7Boarding
Airline reviews

It was extremely hot in the cabin the entire flight, vent air was worn

2.0 MediocreRuste, Jul 2026
ORD - FWA
Read more United Airlines reviews

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

Everything you need to know for your flight from Chicago to West Virginia

Cabin class types available on flights to West Virginia

Cabin classes available on flights to West Virginia. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.