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Cheap flights from West Virginia to Chicago from $72

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 1/31. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:29 am - 9:33 pm
IAD
-
MDW
12h 04m1 stop
Frontier Logo
8:00 am - 9:25 am
MDW
-
IAD
24h 25m1 stop
$140Frontier
Sat, Feb 21 - Sat, Feb 28
Frontier Logo
5:37 pm - 10:19 pm
IAD
-
MDW
5h 42m1 stop
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m1 stop
$150Frontier
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
5:37 pm - 10:19 pm
IAD
-
MDW
5h 42m1 stop
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m1 stop
$151Frontier
Thu, Jan 29 - Mon, Feb 2
Frontier Logo
5:37 pm - 10:19 pm
IAD
-
MDW
5h 42m1 stop
Frontier Logo
6:20 am - 4:28 pm
MDW
-
IAD
9h 08m1 stop
$156Frontier
Thu, Jan 22 - Mon, Jan 26
Southwest Logo
6:55 pm - 7:30 pm
PIT
-
MDW
1h 35mnonstop
Southwest Logo
1:25 pm - 3:45 pm
MDW
-
PIT
1h 20mnonstop
$171Southwest
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
6:55 pm - 7:30 pm
PIT
-
MDW
1h 35mnonstop
Southwest Logo
12:30 pm - 9:20 pm
MDW
-
PIT
7h 50m2 stops
$173Southwest
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
2:00 pm - 5:30 pm
PIT
-
MDW
4h 30m1 stop
Southwest Logo
6:00 am - 12:55 pm
MDW
-
PIT
5h 55m1 stop
$177Southwest
Sat, Feb 28 - Wed, Mar 4
Delta Logo
6:19 am - 8:54 am
PIT
-
MDW
3h 35m1 stop
Delta Logo
6:20 pm - 10:37 pm
MDW
-
PIT
3h 17m1 stop
$191Delta
Thu, Feb 12 - Tue, Feb 17
Delta Logo
6:44 pm - 10:31 pm
CRW
-
MDW
4h 47m1 stop
Delta Logo
4:13 pm - 9:32 pm
MDW
-
CRW
4h 19m1 stop
$198Delta
Wed, Feb 18 - Sat, Feb 21
Delta Logo
6:15 am - 9:53 am
CRW
-
MDW
4h 38m1 stop
Delta Logo
4:30 pm - 9:51 pm
MDW
-
CRW
4h 21m1 stop
$214Delta
Fri, Jan 30 - Sat, Feb 7

Frontier flights from West Virginia to Chicago Midway Airport

Our best Frontier deals on West Virginia to Chicago Midway Airport flight tickets
Frontier
Feb 21
IAD10:29 amWashington, D.C. Dulles Intl
12h 04m
1 stop
MDW9:33 pmChicago Midway
Feb 28
MDW8:00 amChicago Midway
24h 25m
1 stop
IAD9:25 amWashington, D.C. Dulles Intl
$140
Frontier
Feb 19
IAD5:37 pmWashington, D.C. Dulles Intl
6h 00m
1 stop
MDW10:37 pmChicago Midway
Feb 23
MDW6:00 amChicago Midway
9h 08m
1 stop
IAD4:08 pmWashington, D.C. Dulles Intl
$150
Frontier
Feb 5
IAD5:37 pmWashington, D.C. Dulles Intl
5h 42m
1 stop
MDW10:19 pmChicago Midway
Feb 9
MDW6:20 amChicago Midway
9h 08m
1 stop
IAD4:28 pmWashington, D.C. Dulles Intl
$151

Southwest flights from West Virginia to Chicago Midway Airport

Our best Southwest deals on West Virginia to Chicago Midway Airport flight tickets
Southwest
Feb 19
PIT6:55 pmPittsburgh
1h 35m
MDW7:30 pmChicago Midway
Feb 23
MDW1:25 pmChicago Midway
1h 20m
PIT3:45 pmPittsburgh
$171
Southwest
Feb 21
PIT6:55 pmPittsburgh
1h 35m
MDW7:30 pmChicago Midway
Feb 23
MDW3:05 pmChicago Midway
6h 30m
2 stops
PIT10:35 pmPittsburgh
$173
Southwest
Feb 28
PIT2:00 pmPittsburgh
4h 30m
1 stop
MDW5:30 pmChicago Midway
Mar 4
MDW6:00 amChicago Midway
5h 55m
1 stop
PIT12:55 pmPittsburgh
$177

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 January 12, 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

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sat 2/21

10:29 am-9:33 pm

1 stop12h 04m

Chicago Midway

Sat 2/28

8:00 am-9:25 am

1 stop24h 25m

$140

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 2/5

5:37 pm-10:19 pm

1 stop5h 42m

Chicago Midway

Mon 2/9

6:20 am-4:28 pm

1 stop9h 08m

$150

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 1/29

5:37 pm-10:19 pm

1 stop5h 42m

Chicago Midway

Mon 2/2

6:20 am-4:28 pm

1 stop9h 08m

$151

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 1/22

5:37 pm-10:19 pm

1 stop5h 42m

Chicago Midway

Mon 1/26

6:20 am-4:28 pm

1 stop9h 08m

$156

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 2/19

6:55 pm-7:30 pm

Nonstop1h 35m

Chicago Midway

Mon 2/23

1:25 pm-3:45 pm

Nonstop1h 20m

$171

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 2/21

6:55 pm-7:30 pm

Nonstop1h 35m

Chicago Midway

Mon 2/23

12:30 pm-9:20 pm

2 stops7h 50m

$173

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 2/28

2:00 pm-5:30 pm

1 stop4h 30m

Chicago Midway

Wed 3/4

6:00 am-12:55 pm

1 stop5h 55m

$177

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 2/12

6:19 am-8:54 am

1 stop3h 35m

Chicago Midway

Tue 2/17

6:20 pm-10:37 pm

1 stop3h 17m

$191

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Wed 2/18

6:44 pm-10:31 pm

1 stop4h 47m

Chicago Midway

Sat 2/21

4:13 pm-9:32 pm

1 stop4h 19m

$198

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Fri 1/30

6:15 am-9:53 am

1 stop4h 38m

Chicago Midway

Sat 2/7

4:30 pm-9:51 pm

1 stop4h 21m

$214

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?

Southwest, Frontier, and Delta 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 25m

Direct flights

Every day
The fastest flight from West Virginia to Chicago Midway Airport takes 1h 25m
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
Schererville
Valparaiso
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.

An easier way to manage your Chicago Midway Airport trip

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