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Cheap flights from West Virginia to Chicago from $74

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 4/17. 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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Find the cheapest flights from West Virginia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:35 pm - 2:05 pm
PIT
-
MDW
1h 30mnonstop
Southwest Logo
9:10 am - 2:10 pm
MDW
-
PIT
4h 00m
1 stop
$174Southwest
Thu, Apr 23 - Sat, Apr 25
Delta Logo
6:40 am - 8:47 am
PIT
-
MDW
3h 07m
1 stop
Delta Logo
9:27 am - 1:22 pm
MDW
-
PIT
2h 55m
1 stop
$175Delta
Fri, May 1 - Mon, May 4
Delta Logo
10:26 am - 12:29 pm
PIT
-
MDW
3h 03m
1 stop
Delta Logo
6:07 pm - 12:17 am
MDW
-
PIT
5h 10m
1 stop
$177Delta
Tue, Mar 24 - Tue, Mar 24
Southwest Logo
1:25 pm - 1:55 pm
PIT
-
MDW
1h 30mnonstop
Southwest Logo
12:45 pm - 3:10 pm
MDW
-
PIT
1h 25mnonstop
$179Southwest
Tue, Apr 14 - Wed, Apr 15
Southwest Logo
1:35 pm - 2:05 pm
PIT
-
MDW
1h 30mnonstop
Southwest Logo
12:45 pm - 11:00 pm
MDW
-
PIT
9h 15m
2 stops
$180Southwest
Thu, Apr 23 - Sat, Apr 25
Delta Logo
4:37 pm - 10:31 pm
PIT
-
MDW
6h 54m
1 stop
Delta Logo
6:34 pm - 10:46 pm
MDW
-
PIT
3h 12m
1 stop
$184Delta
Mon, Mar 23 - Sat, Mar 28
Frontier Logo
7:05 am - 7:59 am
IAD
-
MDW
25h 54m
2 stops
Frontier Logo
2:15 pm - 12:36 am
MDW
-
IAD
9h 21m
1 stop
$189Frontier
Sat, Apr 18 - Tue, Apr 21
Frontier Logo
6:15 am - 10:19 pm
IAD
-
MDW
17h 04m
1 stop
Frontier Logo
6:00 am - 5:34 pm
MDW
-
IAD
10h 34m
1 stop
$191Frontier
Mon, Apr 13 - Mon, Apr 20
Multiple Airlines Logo
10:25 pm - 1:00 pm
IAD
-
MDW
15h 35m
2 stops
Multiple Airlines Logo
6:00 am - 5:34 pm
MDW
-
IAD
10h 34m
1 stop
$194Multiple Airlines
Mon, Apr 13 - Mon, Apr 20
Multiple Airlines Logo
8:12 am - 10:19 pm
IAD
-
MDW
15h 07m
2 stops
Multiple Airlines Logo
2:20 pm - 12:36 am
MDW
-
IAD
9h 16m
1 stop
$197Multiple Airlines
Mon, May 4 - Wed, May 6

Southwest flights from West Virginia to Chicago Midway Airport

Our best Southwest deals on West Virginia to Chicago Midway Airport flight tickets
Southwest
Apr 23
PIT1:35 pmPittsburgh
1h 30m
MDW2:05 pmChicago Midway
Apr 25
MDW9:10 amChicago Midway
4h 00m
1 stop
PIT2:10 pmPittsburgh
$174
Southwest
Apr 14
PIT1:25 pmPittsburgh
1h 30m
MDW1:55 pmChicago Midway
Apr 15
MDW12:45 pmChicago Midway
1h 25m
PIT3:10 pmPittsburgh
$179
Southwest
Apr 23
PIT1:35 pmPittsburgh
1h 30m
MDW2:05 pmChicago Midway
Apr 25
MDW12:45 pmChicago Midway
9h 15m
2 stops
PIT11:00 pmPittsburgh
$180

Delta flights from West Virginia to Chicago Midway Airport

Our best Delta deals on West Virginia to Chicago Midway Airport flight tickets
Delta
May 1
PIT6:40 amPittsburgh
3h 07m
1 stop
MDW8:47 amChicago Midway
May 4
MDW9:27 amChicago Midway
2h 55m
1 stop
PIT1:22 pmPittsburgh
$175
Delta
Mar 24
PIT10:26 amPittsburgh
3h 03m
1 stop
MDW12:29 pmChicago Midway
Mar 24
MDW6:07 pmChicago Midway
5h 10m
1 stop
PIT12:17 amPittsburgh
$177
Delta
Mar 23
PIT4:37 pmPittsburgh
6h 54m
1 stop
MDW10:31 pmChicago Midway
Mar 28
MDW6:34 pmChicago Midway
3h 12m
1 stop
PIT10:46 pmPittsburgh
$184

momondo Fare Finder

 
Customize your flight search to find flights from West Virginia to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated March 2, 2026.
Use the filters below to find and compare flights from West Virginia to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 4/23

1:35 pm-2:05 pm

Nonstop1h 30m

Chicago Midway

Sat 4/25

9:10 am-2:10 pm

1 stop4h 00m

$174

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Fri 5/1

6:40 am-8:47 am

1 stop3h 07m

Chicago Midway

Mon 5/4

9:27 am-1:22 pm

1 stop2h 55m

$175

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 3/24

10:26 am-12:29 pm

1 stop3h 03m

Chicago Midway

Tue 3/24

6:07 pm-12:17 am

1 stop5h 10m

$177

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 4/14

1:25 pm-1:55 pm

Nonstop1h 30m

Chicago Midway

Wed 4/15

12:45 pm-3:10 pm

Nonstop1h 25m

$179

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 4/23

1:35 pm-2:05 pm

Nonstop1h 30m

Chicago Midway

Sat 4/25

12:45 pm-11:00 pm

2 stops9h 15m

$180

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Mon 3/23

4:37 pm-10:31 pm

1 stop6h 54m

Chicago Midway

Sat 3/28

6:34 pm-10:46 pm

1 stop3h 12m

$184

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sat 4/18

7:05 am-7:59 am

2 stops25h 54m

Chicago Midway

Tue 4/21

2:15 pm-12:36 am

1 stop9h 21m

$189

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 4/13

6:15 am-10:19 pm

1 stop17h 04m

Chicago Midway

Mon 4/20

6:00 am-5:34 pm

1 stop10h 34m

$191

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 4/13

10:25 pm-1:00 pm

2 stops15h 35m

Chicago Midway

Mon 4/20

6:00 am-5:34 pm

1 stop10h 34m

$194

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 5/4

8:12 am-10:19 pm

2 stops15h 07m

Chicago Midway

Wed 5/6

2:20 pm-12:36 am

1 stop9h 16m

$197

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from West Virginia to Chicago Midway Airport

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 airline that flies from West Virginia to Chicago Midway?

Delta and Frontier are the most popular carriers operating from West Virginia to Chicago Midway

Cheap West Virginia to Chicago Midway Airport flight deals and tips

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

Fastest flight time

1h 20m

Direct flights

Every day
The fastest flight from West Virginia to Chicago Midway Airport takes 1h 20m
Direct flights go from West Virginia to Chicago Midway Airport every day.
Search flight deals

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from West Virginia to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport 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 Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find West Virginia to Chicago 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 Chicago that suits you.

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

Yes. momondo enables you to select and highlight flights to Chicago from West Virginia with this policy.

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

Once all potential West Virginia to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of West Virginia to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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