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Cheap flights from West Virginia to Chicago from $69

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 6/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from West Virginia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:00 am - 4:15 pm
PIT
-
MDW
7h 15m
1 stop
Delta Logo
9:24 am - 3:33 pm
MDW
-
PIT
5h 09m
1 stop
$179Delta
Tue, Aug 4 - Sat, Aug 8
Southwest Logo
2:45 pm - 3:05 pm
PIT
-
MDW
1h 20mnonstop
Southwest Logo
7:25 pm - 9:50 pm
MDW
-
PIT
1h 25mnonstop
$181Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
12:50 pm - 1:15 pm
PIT
-
MDW
1h 25mnonstop
Southwest Logo
2:45 pm - 10:30 pm
MDW
-
PIT
6h 45m
1 stop
$189Southwest
Tue, Jun 30 - Fri, Jul 3
Southwest Logo
6:00 am - 2:30 pm
PIT
-
MDW
9h 30m
2 stops
Southwest Logo
2:20 pm - 8:30 pm
MDW
-
PIT
5h 10m
1 stop
$190Southwest
Wed, Oct 14 - Sat, Oct 17
Southwest Logo
2:45 pm - 3:05 pm
PIT
-
MDW
1h 20mnonstop
Southwest Logo
7:55 am - 1:00 pm
MDW
-
PIT
4h 05m
1 stop
$191Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
4:10 pm - 10:20 pm
PIT
-
MDW
7h 10m
2 stops
Southwest Logo
7:25 pm - 9:50 pm
MDW
-
PIT
1h 25mnonstop
$196Southwest
Thu, Aug 6 - Mon, Aug 10
Delta Logo
4:55 pm - 10:36 pm
PIT
-
MDW
6h 41m
1 stop
Delta Logo
5:59 pm - 10:38 pm
MDW
-
PIT
3h 39m
1 stop
$198Delta
Sat, Sep 5 - Tue, Sep 8
Frontier Logo
11:11 am - 10:11 pm
IAD
-
MDW
12h 00m
1 stop
Frontier Logo
6:00 am - 4:20 pm
MDW
-
IAD
9h 20m
1 stop
$247Frontier
Thu, Aug 27 - Sun, Aug 30
Frontier Logo
11:12 am - 10:11 pm
IAD
-
MDW
11h 59m
1 stop
Frontier Logo
6:00 am - 4:20 pm
MDW
-
IAD
9h 20m
1 stop
$248Frontier
Fri, Aug 21 - Sun, Aug 23
Frontier Logo
11:17 am - 10:11 pm
IAD
-
MDW
11h 54m
1 stop
Frontier Logo
6:05 am - 5:14 pm
MDW
-
IAD
10h 09m
1 stop
$250Frontier
Fri, Jul 3 - Mon, Jul 13

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Delta flights from West Virginia to Chicago Midway Airport

Our best Delta deals on West Virginia to Chicago Midway Airport flight tickets
Delta
Aug 4
PIT10:00 amPittsburgh
7h 15m
1 stop
MDW4:15 pmChicago Midway
Aug 8
MDW9:24 amChicago Midway
5h 09m
1 stop
PIT3:33 pmPittsburgh
$179
Delta
Sep 5
PIT4:55 pmPittsburgh
6h 41m
1 stop
MDW10:36 pmChicago Midway
Sep 8
MDW5:59 pmChicago Midway
3h 39m
1 stop
PIT10:38 pmPittsburgh
$198
Delta
Aug 4
PIT10:00 amPittsburgh
7h 15m
1 stop
MDW4:15 pmChicago Midway
Aug 5
MDW12:46 pmChicago Midway
6h 44m
1 stop
PIT8:30 pmPittsburgh
$201

Southwest flights from West Virginia to Chicago Midway Airport

Our best Southwest deals on West Virginia to Chicago Midway Airport flight tickets
Southwest
Aug 6
PIT2:45 pmPittsburgh
1h 20m
MDW3:05 pmChicago Midway
Aug 10
MDW7:25 pmChicago Midway
1h 25m
PIT9:50 pmPittsburgh
$181
Southwest
Jun 30
PIT12:50 pmPittsburgh
1h 25m
MDW1:15 pmChicago Midway
Jul 3
MDW2:45 pmChicago Midway
6h 45m
1 stop
PIT10:30 pmPittsburgh
$189
Southwest
Oct 14
PIT6:00 amPittsburgh
9h 30m
2 stops
MDW2:30 pmChicago Midway
Oct 17
MDW2:20 pmChicago Midway
5h 10m
1 stop
PIT8:30 pmPittsburgh
$190

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 June 14, 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

Cheapest round-trip

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 8/4

10:00 am-4:15 pm

1 stop7h 15m

Chicago Midway

Sat 8/8

9:24 am-3:33 pm

1 stop5h 09m

$179
Quickest round-trip

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 8/6

2:45 pm-3:05 pm

Nonstop1h 20m

Chicago Midway

Mon 8/10

7:25 pm-9:50 pm

Nonstop1h 25m

$181

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 6/30

12:50 pm-1:15 pm

Nonstop1h 25m

Chicago Midway

Fri 7/3

2:45 pm-10:30 pm

1 stop6h 45m

$189

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Wed 10/14

6:00 am-2:30 pm

2 stops9h 30m

Chicago Midway

Sat 10/17

2:20 pm-8:30 pm

1 stop5h 10m

$190

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 8/6

2:45 pm-3:05 pm

Nonstop1h 20m

Chicago Midway

Mon 8/10

7:55 am-1:00 pm

1 stop4h 05m

$191

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 8/6

4:10 pm-10:20 pm

2 stops7h 10m

Chicago Midway

Mon 8/10

7:25 pm-9:50 pm

Nonstop1h 25m

$196

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 9/5

4:55 pm-10:36 pm

1 stop6h 41m

Chicago Midway

Tue 9/8

5:59 pm-10:38 pm

1 stop3h 39m

$198

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 8/27

11:11 am-10:11 pm

1 stop12h 00m

Chicago Midway

Sun 8/30

6:00 am-4:20 pm

1 stop9h 20m

$247

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 8/21

11:12 am-10:11 pm

1 stop11h 59m

Chicago Midway

Sun 8/23

6:00 am-4:20 pm

1 stop9h 20m

$248

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 7/3

11:17 am-10:11 pm

1 stop11h 54m

Chicago Midway

Mon 7/13

6:05 am-5:14 pm

1 stop10h 09m

$250

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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?

Southwest, 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.
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Frequently asked questions about flying from West Virginia to Chicago Midway Airport

  • 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
Portage
Saint Joseph
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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