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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 1/21. 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
6:55 am - 2:40 pmIAD-MDW
8h 45m1 stop
Frontier Logo
6:05 am - 5:46 pmMDW-IAD
10h 41m1 stop
$141Frontier
Find Deal
Fri, Nov 21 - Thu, Nov 27
Frontier Logo
5:19 pm - 10:12 pmIAD-MDW
5h 53m1 stop
Frontier Logo
3:52 pm - 8:24 pmMDW-IAD
27h 32m1 stop
$142Frontier
Find Deal
Fri, Dec 5 - Fri, Dec 12
Frontier Logo
5:19 pm - 10:12 pmIAD-MDW
5h 53m1 stop
Frontier Logo
6:15 am - 4:24 pmMDW-IAD
9h 09m1 stop
$143Frontier
Find Deal
Fri, Dec 5 - Sun, Dec 7
Frontier Logo
6:55 am - 2:40 pmIAD-MDW
8h 45m1 stop
Frontier Logo
5:47 pm - 7:45 amMDW-IAD
12h 58m1 stop
$144Frontier
Find Deal
Fri, Nov 21 - Mon, Nov 24
Delta Logo
6:20 am - 8:49 amPIT-MDW
3h 29m1 stop
Delta Logo
5:59 pm - 11:36 pmMDW-PIT
4h 37m1 stop
$157Delta
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Thu, Dec 25 - Thu, Dec 25
Southwest Logo
6:05 pm - 6:35 pmPIT-MDW
1h 30mnonstop
Southwest Logo
10:15 am - 12:45 pmMDW-PIT
1h 30mnonstop
$160Southwest
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Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
10:06 pm - 11:42 amPIT-MDW
14h 36m1 stop
Multiple Airlines Logo
6:20 am - 7:21 amMDW-PIT
24h 01m1 stop
$165Multiple Airlines
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Wed, Nov 19 - Sun, Nov 23
Southwest Logo
2:00 pm - 2:30 pmPIT-MDW
1h 30mnonstop
Southwest Logo
9:45 am - 12:10 pmMDW-PIT
1h 25mnonstop
$168Southwest
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Wed, Dec 3 - Sat, Dec 6
Multiple Airlines Logo
4:29 pm - 9:13 amPIT-MDW
17h 44m1 stop
Multiple Airlines Logo
10:18 am - 9:58 pmMDW-PIT
10h 40m1 stop
$179Multiple Airlines
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Thu, Jan 8 - Sun, Jan 11
Delta Logo
6:00 am - 9:54 amCRW-MDW
4h 54m1 stop
Delta Logo
12:50 pm - 6:05 pmMDW-CRW
4h 15m1 stop
$198Delta
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Wed, Dec 3 - Tue, Dec 9

Frontier flights from West Virginia to Chicago Midway Airport

Our best Frontier deals on West Virginia to Chicago Midway Airport flight tickets
Frontier
Nov 21
IAD6:55 amWashington, D.C. Dulles Intl
8h 45m
1 stop
MDW2:40 pmChicago Midway
Nov 27
MDW6:05 amChicago Midway
10h 41m
1 stop
IAD5:46 pmWashington, D.C. Dulles Intl
$141
Find similar
Frontier
Dec 5
IAD5:19 pmWashington, D.C. Dulles Intl
5h 53m
1 stop
MDW10:12 pmChicago Midway
Dec 12
MDW3:52 pmChicago Midway
27h 32m
1 stop
IAD8:24 pmWashington, D.C. Dulles Intl
$142
Find similar
Frontier
Dec 5
IAD5:19 pmWashington, D.C. Dulles Intl
5h 53m
1 stop
MDW10:12 pmChicago Midway
Dec 7
MDW6:15 amChicago Midway
9h 09m
1 stop
IAD4:24 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
Dec 25
PIT6:20 amPittsburgh
3h 29m
1 stop
MDW8:49 amChicago Midway
Dec 25
MDW5:59 pmChicago Midway
4h 37m
1 stop
PIT11:36 pmPittsburgh
$157
Find similar
Delta
Dec 3
CRW6:00 amCharleston Yeager
4h 54m
1 stop
MDW9:54 amChicago Midway
Dec 9
MDW12:50 pmChicago Midway
4h 15m
1 stop
CRW6:05 pmCharleston Yeager
$198
Find similar
Delta
Dec 4
PIT10:35 amPittsburgh
2h 59m
1 stop
MDW12:34 pmChicago Midway
Dec 4
MDW5:13 pmChicago Midway
5h 59m
1 stop
PIT12:12 amPittsburgh
$217
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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 November 6, 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

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 11/21

6:55 am-2:40 pm

1 stop8h 45m

Chicago Midway

Thu 11/27

6:05 am-5:46 pm

1 stop10h 41m

$141

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 12/5

5:19 pm-10:12 pm

1 stop5h 53m

Chicago Midway

Fri 12/12

3:52 pm-8:24 pm

1 stop27h 32m

$142

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 12/5

5:19 pm-10:12 pm

1 stop5h 53m

Chicago Midway

Sun 12/7

6:15 am-4:24 pm

1 stop9h 09m

$143

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 11/21

6:55 am-2:40 pm

1 stop8h 45m

Chicago Midway

Mon 11/24

5:47 pm-7:45 am

1 stop12h 58m

$144

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 12/25

6:20 am-8:49 am

1 stop3h 29m

Chicago Midway

Thu 12/25

5:59 pm-11:36 pm

1 stop4h 37m

$157

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Sat 12/6

6:05 pm-6:35 pm

Nonstop1h 30m

Chicago Midway

Mon 12/8

10:15 am-12:45 pm

Nonstop1h 30m

$160

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Wed 11/19

10:06 pm-11:42 am

1 stop14h 36m

Chicago Midway

Sun 11/23

6:20 am-7:21 am

1 stop24h 01m

$165

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Wed 12/3

2:00 pm-2:30 pm

Nonstop1h 30m

Chicago Midway

Sat 12/6

9:45 am-12:10 pm

Nonstop1h 25m

$168

PittsburghChicago

PIT - MDW

PITMDW

Pittsburgh

Thu 1/8

4:29 pm-9:13 am

1 stop17h 44m

Chicago Midway

Sun 1/11

10:18 am-9:58 pm

1 stop10h 40m

$179

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Wed 12/3

6:00 am-9:54 am

1 stop4h 54m

Chicago Midway

Tue 12/9

12:50 pm-6:05 pm

1 stop4h 15m

$198

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 30m

Direct flights

Every day
The fastest flight from West Virginia to Chicago Midway Airport takes 1h 30m
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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