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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 10/20. 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

Southwest Logo
6:20 am - 6:50 amPIT-MDW
1h 30mnonstop
Southwest Logo
9:55 pm - 12:15 amMDW-PIT
1h 20mnonstop
$137Southwest
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Thu, Oct 16 - Mon, Oct 20
Frontier Logo
5:34 pm - 10:03 pmIAD-MDW
5h 29m1 stop
Frontier Logo
1:37 pm - 12:11 amMDW-IAD
9h 34m1 stop
$141Frontier
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Thu, Nov 6 - Thu, Nov 13
Frontier Logo
5:34 pm - 10:03 pmIAD-MDW
5h 29m1 stop
Frontier Logo
1:37 pm - 12:11 amMDW-IAD
9h 34m1 stop
$142Frontier
Find Deal
Thu, Nov 6 - Mon, Nov 10
Frontier Logo
4:22 pm - 10:47 pmIAD-MDW
7h 25m1 stop
Frontier Logo
8:05 am - 7:46 pmMDW-IAD
10h 41m1 stop
$143Frontier
Find Deal
Sat, Oct 11 - Tue, Oct 14
Frontier Logo
1:55 pm - 11:41 pmIAD-MDW
10h 46m1 stop
Frontier Logo
11:21 am - 6:29 pmMDW-IAD
6h 08m1 stop
$144Frontier
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Thu, Oct 2 - Sat, Oct 4
Frontier Logo
9:28 pm - 10:21 amIAD-MDW
13h 53m1 stop
Frontier Logo
9:45 am - 7:14 pmMDW-IAD
8h 29m1 stop
$145Frontier
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Fri, Oct 17 - Mon, Oct 20
Frontier Logo
7:14 pm - 10:21 amIAD-MDW
16h 07m1 stop
Frontier Logo
8:19 am - 6:24 pmMDW-IAD
9h 05m1 stop
$146Frontier
Find Deal
Fri, Oct 3 - Mon, Oct 6
Southwest Logo
6:10 am - 9:05 amPIT-MDW
3h 55m1 stop
Southwest Logo
9:55 pm - 12:15 amMDW-PIT
1h 20mnonstop
$147Southwest
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Thu, Oct 16 - Mon, Oct 20
Delta Logo
6:00 am - 9:40 amPIT-MDW
4h 40m1 stop
Delta Logo
9:35 am - 4:08 pmMDW-PIT
5h 33m1 stop
$177Delta
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Tue, Oct 28 - Wed, Oct 29
Delta Logo
6:38 pm - 10:14 pmPIT-MDW
4h 36m1 stop
Delta Logo
6:00 am - 12:43 pmMDW-PIT
5h 43m1 stop
$208Delta
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Sat, Oct 25 - Tue, Oct 28

Frontier flights from West Virginia to Chicago Midway Airport

Our best Frontier deals on West Virginia to Chicago Midway Airport flight tickets
Frontier
Nov 6
IAD5:34 pmWashington, D.C. Dulles Intl
5h 29m
1 stop
MDW10:03 pmChicago Midway
Nov 13
MDW1:37 pmChicago Midway
9h 34m
1 stop
IAD12:11 amWashington, D.C. Dulles Intl
$141
Find similar
Frontier
Nov 6
IAD5:34 pmWashington, D.C. Dulles Intl
5h 29m
1 stop
MDW10:03 pmChicago Midway
Nov 10
MDW1:37 pmChicago Midway
9h 34m
1 stop
IAD12:11 amWashington, D.C. Dulles Intl
$142
Find similar
Frontier
Oct 11
IAD4:22 pmWashington, D.C. Dulles Intl
7h 25m
1 stop
MDW10:47 pmChicago Midway
Oct 14
MDW8:05 amChicago Midway
10h 41m
1 stop
IAD7:46 pmWashington, D.C. Dulles Intl
$143
Find similar

Delta flights from West Virginia to Chicago Midway Airport

Our best Delta deals on West Virginia to Chicago Midway Airport flight tickets
Delta
Oct 28
PIT6:00 amPittsburgh
4h 40m
1 stop
MDW9:40 amChicago Midway
Oct 29
MDW9:35 amChicago Midway
5h 33m
1 stop
PIT4:08 pmPittsburgh
$177
Find similar
Delta
Oct 25
PIT6:38 pmPittsburgh
4h 36m
1 stop
MDW10:14 pmChicago Midway
Oct 28
MDW6:00 amChicago Midway
5h 43m
1 stop
PIT12:43 pmPittsburgh
$208
Find similar
Delta
Oct 16
PIT6:00 amPittsburgh
4h 40m
1 stop
MDW9:40 amChicago Midway
Oct 21
MDW12:48 pmChicago Midway
5h 22m
1 stop
PIT7:10 pmPittsburgh
$238
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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 September 22, 2025.
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 10/16

6:20 am-6:50 am

Nonstop1h 30m

Chicago Midway

Mon 10/20

9:55 pm-12:15 am

Nonstop1h 20m

$137

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 11/6

5:34 pm-10:03 pm

1 stop5h 29m

Chicago Midway

Thu 11/13

1:37 pm-12:11 am

1 stop9h 34m

$141

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 11/6

5:34 pm-10:03 pm

1 stop5h 29m

Chicago Midway

Mon 11/10

1:37 pm-12:11 am

1 stop9h 34m

$142

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Sat 10/11

4:22 pm-10:47 pm

1 stop7h 25m

Chicago Midway

Tue 10/14

8:05 am-7:46 pm

1 stop10h 41m

$143

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 10/2

1:55 pm-11:41 pm

1 stop10h 46m

Chicago Midway

Sat 10/4

11:21 am-6:29 pm

1 stop6h 08m

$144

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 10/17

9:28 pm-10:21 am

1 stop13h 53m

Chicago Midway

Mon 10/20

9:45 am-7:14 pm

1 stop8h 29m

$145

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 10/3

7:14 pm-10:21 am

1 stop16h 07m

Chicago Midway

Mon 10/6

8:19 am-6:24 pm

1 stop9h 05m

$146

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 10/16

6:10 am-9:05 am

1 stop3h 55m

Chicago Midway

Mon 10/20

9:55 pm-12:15 am

Nonstop1h 20m

$147

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Tue 10/28

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Wed 10/29

9:35 am-4:08 pm

1 stop5h 33m

$177

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 10/25

6:38 pm-10:14 pm

1 stop4h 36m

Chicago Midway

Tue 10/28

6:00 am-12:43 pm

1 stop5h 43m

$208

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
Crown Point
Munster
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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