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$54+ Cheap flights from West Virginia to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — ORD
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Find flight deals from West Virginia to Illinois

Cheapest flights from West Virginia to Illinois
Explore the most affordable flight options available from West Virginia to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.

This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/41:20 pmPIT - MDW
2 stops7h 55mSouthwest
lun. 12/82:30 pmMDW - PIT
2 stops6h 25mSouthwest
Deal found 10/29$127
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/1210:06 pmPIT - ORD
1 stop15h 39mMultiple Airlines
jue. 11/137:34 pmORD - PIT
1 stop9h 47mMultiple Airlines
Deal found 10/29$131
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/1410:06 pmPIT - ORD
1 stop15h 39mMultiple Airlines
dom. 11/166:40 amORD - PIT
1 stop22h 41mMultiple Airlines
Deal found 10/30$134
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/34:53 pmPIT - ORD
Nonstop2h 03mAmerican Airlines
jue. 12/46:30 pmORD - PIT
Nonstop1h 30mAmerican Airlines
Deal found 10/30$139
This CheapOair deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/1712:14 pmPIT - ORD
1 stop13h 13mSpirit Airlines
mié. 11/1910:52 amORD - PIT
1 stop9h 19mSpirit Airlines
Deal found 10/30$141
This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/55:45 amIAD - ORD
1 stop9h 55mFrontier
dom. 12/76:11 amORD - IAD
1 stop9h 13mFrontier
Deal found 10/30$141
This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/55:19 pmIAD - MDW
1 stop5h 53mFrontier
dom. 12/76:15 amMDW - IAD
1 stop9h 09mFrontier
Deal found 10/30$141
This Booking.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/125:19 pmIAD - MDW
1 stop5h 53mFrontier
dom. 12/142:59 pmMDW - IAD
1 stop23h 06mFrontier
Deal found 10/30$142
This Frontier deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/102:38 pmPIT - ORD
1 stop7h 04mFrontier
lun. 11/178:26 amORD - PIT
1 stop4h 27mFrontier
Deal found 10/29$143
This CheapOair deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/146:00 amIAD - ORD
1 stop11h 56mFrontier
lun. 11/175:05 amORD - IAD
1 stop10h 53mFrontier
Deal found 10/27$143
This Priceline deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/145:34 pmIAD - MDW
1 stop5h 34mFrontier
sáb. 11/151:37 pmMDW - IAD
1 stop9h 18mFrontier
Deal found 10/29$143
This Priceline deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/145:30 pmPIT - ORD
1 stop7h 45mFrontier
dom. 11/165:11 amORD - PIT
1 stop7h 42mFrontier
Deal found 10/30$144

Cheap flight deals from West Virginia to Illinois

Keep the following information in mind while searching for West Virginia to Illinois flight deals. Data was last updated octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$122
(Southwest)

One-way from

$54
(Southwest)

Popular in

December

Cheapest in

February

Average price

$334

Good round-trip deal

$290 or less

Good one-way deal

$247 or less
Provider with most accurate pricing for Charleston Yeager-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston Yeager-Chicago (CHI) flights.
Search Deals
From West Virginia to Illinois
Search Deals
One-way flight from West Virginia to Illinois
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from West Virginia to Illinois.
Search Deals
Price to beat on a one-way flight from West Virginia to Illinois.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from West Virginia to Illinois 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, Cheapflights users made 2,558,603 searches. Data last updated octubre 30, 2025.
Use the filters below to find and compare flights from West Virginia to Illinois that are best for you.

Fly from

West Virginia

Fly to

Illinois

Route

Depart

Return

Price

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

jue. 12/4

1:20 pm-8:15 pm

2 stops7h 55m

Chicago Midway

lun. 12/8

8:50 am-5:40 pm

2 stops7h 50m

$127

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

sáb. 1/17

6:25 am-12:15 pm

1 stop6h 50m

Chicago O'Hare Intl

mar. 1/20

11:55 am-9:40 pm

1 stop8h 45m

$129

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

lun. 12/8

5:51 pm-6:35 pm

Nonstop1h 44m

Chicago O'Hare Intl

mié. 12/10

9:05 pm-11:38 pm

Nonstop1h 33m

$134

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

jue. 1/22

6:00 am-1:10 pm

1 stop8h 10m

Chicago O'Hare Intl

lun. 1/26

2:05 pm-11:53 pm

1 stop8h 48m

$155

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

jue. 1/15

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

lun. 1/19

6:35 pm-10:39 pm

1 stop3h 04m

$157

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

jue. 1/22

6:32 am-1:09 pm

1 stop7h 37m

Chicago Midway

lun. 1/26

9:34 am-1:27 pm

1 stop2h 53m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

jue. 12/4

7:00 am-7:44 am

Nonstop1h 44m

Chicago O'Hare Intl

lun. 12/8

6:10 pm-8:50 pm

Nonstop1h 40m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

jue. 12/4

1:00 pm-6:27 pm

1 stop6h 27m

Chicago O'Hare Intl

lun. 12/8

5:30 am-12:41 pm

1 stop6h 11m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

jue. 1/15

6:00 am-9:40 am

1 stop4h 40m

Chicago O'Hare Intl

lun. 1/19

5:37 pm-10:39 pm

1 stop4h 02m

$157

PittsburghChicago

PIT - ORD

PITORD

Pittsburgh

lun. 12/8

5:26 pm-9:56 pm

1 stop5h 30m

Chicago O'Hare Intl

jue. 12/11

9:49 am-4:21 pm

1 stop5h 32m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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Best time to book a flight from West Virginia to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from West Virginia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from West Virginia to Illinois

What is the cheapest month to book a flight from West Virginia to Illinois?

Currently, September is the cheapest month in which you can book a flight from West Virginia to Illinois (average of $180). Flying from West Virginia to Illinois in August is currently the most expensive (average of $279). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WV to IL?

Find hourly flight availability from West Virginia to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.

When flying from West Virginia to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 46% versus a flight at noon.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated octubre 30, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from West Virginia to Illinois to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from West Virginia to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from West Virginia to Illinois?

    Airlines like Southwest, United Airlines, and JetBlue fly from West Virginia to Illinois in about 1h 44m. The time it takes to get you to your destination can typically vary by up to 6h 26m. The distance between West Virginia and Illinois is about 411 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from West Virginia to Illinois one-way?

    One-way options have recently been found by users for as low as $59 on Southwest. Other airlines that offer cheap prices include JetBlue from $77 and Frontier from $87 one-way.

  • Can I find deals for flights from West Virginia to Illinois that include hotel bookings?

    Yes. In addition to deals on West Virginia to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from West Virginia to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from West Virginia to Illinois.

  • Can I find deals for business class flights from West Virginia to Illinois?

    Yes. Cheapflights offers flight deals from West Virginia to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from West Virginia to Illinois?

    Currently, September is the cheapest month in which you can book a flight from West Virginia to Illinois (average of $180). Flying from West Virginia to Illinois in August is currently the most expensive (average of $279). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for West Virginia to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from West Virginia to Illinois

Discover the top 2 airlines that operate flights from West Virginia to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$276FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$260FlexibilityNo cancel feeOn-time71%

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