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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 9/6. 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
12:18 pm - 4:17 pmPIT  Pittsburgh-MDW Chicago Midway
4h 59m1 stop Detroit Metropolitan Wayne County
Delta Logo
4:48 pm - 10:53 pmMDW  Chicago Midway-PIT Pittsburgh
5h 05m1 stop Minneapolis St Paul
$184Delta
Fri, Sep 11 - Sat, Sep 12
Delta Logo
12:17 pm - 4:59 pmPIT  Pittsburgh-MDW Chicago Midway
5h 42m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:37 pm - 10:55 pmMDW  Chicago Midway-PIT Pittsburgh
4h 18m1 stop Detroit Metropolitan Wayne County
$184Delta
Sat, Sep 5 - Tue, Sep 8
Southwest Logo
7:00 am - 12:15 pmPIT  Pittsburgh-MDW Chicago Midway
6h 15m1 stop Lambert-St Louis
Southwest Logo
6:35 am - 12:55 pmMDW  Chicago Midway-PIT Pittsburgh
5h 20m1 stop Lambert-St Louis
$184Southwest
Fri, Sep 11 - Sat, Sep 12
Delta Logo
12:18 pm - 4:57 pmPIT  Pittsburgh-MDW Chicago Midway
5h 39m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:03 pm - 10:55 pmMDW  Chicago Midway-PIT Pittsburgh
4h 52m1 stop Detroit Metropolitan Wayne County
$184Delta
Wed, Sep 9 - Fri, Sep 11
Southwest Logo
6:30 am - 10:50 amPIT  Pittsburgh-MDW Chicago Midway
5h 20m1 stop Nashville Intl
Southwest Logo
2:35 pm - 9:55 pmMDW  Chicago Midway-PIT Pittsburgh
6h 20m2 stops Myrtle Beach Intl Baltimore/Washington
$189Southwest
Tue, Sep 8 - Fri, Sep 11
Frontier Logo
6:20 am - 10:55 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
5h 35m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:25 am - 5:18 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
9h 53m1 stop Atlanta Hartsfield-Jackson
$189Frontier
Tue, Sep 8 - Wed, Sep 9
Frontier Logo
6:20 am - 10:55 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
5h 35m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:05 am - 5:14 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
10h 09m1 stop Atlanta Hartsfield-Jackson
$189Frontier
Tue, Sep 1 - Sat, Sep 5
Southwest Logo
1:50 pm - 10:00 pmPIT  Pittsburgh-MDW Chicago Midway
9h 10m2 stops Atlanta Hartsfield-Jackson Lambert-St Louis
Southwest Logo
8:05 am - 1:55 pmMDW  Chicago Midway-PIT Pittsburgh
4h 50m1 stop Nashville Intl
$189Southwest
Fri, Sep 11 - Sat, Sep 12
Multiple Airlines Logo
4:53 pm - 3:40 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
23h 47m1 stop Knoxville McGhee Tyson
Multiple Airlines Logo
1:02 pm - 5:36 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
27h 34m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson
$310Multiple Airlines
Thu, Oct 15 - Tue, Oct 20
Multiple Airlines Logo
7:00 am - 10:58 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
4h 58m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:26 pm - 8:21 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
29h 55m2 stops Knoxville McGhee Tyson Fort Lauderdale
$357Multiple Airlines
Fri, Oct 9 - Mon, Oct 12

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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
Sep 5
PIT12:17 pmPittsburgh
5h 42m
1 stop
MDW4:59 pmChicago Midway
Sep 8
MDW5:37 pmChicago Midway
4h 18m
1 stop
PIT10:55 pmPittsburgh
$184
Delta
Sep 6
IAD11:10 amWashington, D.C. Dulles Intl
6h 49m
1 stop
MDW4:59 pmChicago Midway
Sep 11
MDW5:03 pmChicago Midway
5h 11m
1 stop
IAD11:14 pmWashington, D.C. Dulles Intl
$197
Delta
Sep 12
PIT5:40 pmPittsburgh
6h 04m
1 stop
MDW10:44 pmChicago Midway
Sep 17
MDW1:19 pmChicago Midway
4h 39m
1 stop
PIT6:58 pmPittsburgh
$211

Frontier flights from West Virginia to Chicago Midway Airport

Our best Frontier deals on West Virginia to Chicago Midway Airport flight tickets
Frontier
Sep 1
IAD6:20 amWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:55 amChicago Midway
Sep 5
MDW6:05 amChicago Midway
10h 09m
1 stop
IAD5:14 pmWashington, D.C. Dulles Intl
$189
Frontier
Sep 3
IAD6:20 amWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:55 amChicago Midway
Sep 12
MDW6:25 amChicago Midway
9h 53m
1 stop
IAD5:18 pmWashington, D.C. Dulles Intl
$190
Frontier
Aug 31
IAD6:20 amWashington, D.C. Dulles Intl
5h 35m
1 stop
MDW10:55 amChicago Midway
Sep 1
MDW11:50 amChicago Midway
10h 02m
1 stop
IAD10:52 pmWashington, D.C. Dulles Intl
$191

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 August 10, 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 Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Fri 9/11

12:18 pm-4:17 pm

1 stop4h 59m

Chicago Midway

Sat 9/12

4:48 pm-10:53 pm

1 stop5h 05m

$184
Quickest round-trip

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Sat 9/5

12:17 pm-4:59 pm

1 stop5h 42m

Chicago Midway

Tue 9/8

5:37 pm-10:55 pm

1 stop4h 18m

$184

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Fri 9/11

7:00 am-12:15 pm

1 stop6h 15m

Chicago Midway

Sat 9/12

6:35 am-12:55 pm

1 stop5h 20m

$184

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Wed 9/9

12:18 pm-4:57 pm

1 stop5h 39m

Chicago Midway

Fri 9/11

5:03 pm-10:55 pm

1 stop4h 52m

$184

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Tue 9/8

6:30 am-10:50 am

1 stop5h 20m

Chicago Midway

Fri 9/11

2:35 pm-9:55 pm

2 stops6h 20m

$189

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - MDW Chicago Midway

IADMDW

Washington, D.C. Dulles Intl

Tue 9/8

6:20 am-10:55 am

1 stop5h 35m

Chicago Midway

Wed 9/9

6:25 am-5:18 pm

1 stop9h 53m

$189

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - MDW Chicago Midway

IADMDW

Washington, D.C. Dulles Intl

Tue 9/1

6:20 am-10:55 am

1 stop5h 35m

Chicago Midway

Sat 9/5

6:05 am-5:14 pm

1 stop10h 09m

$189

PittsburghChicago

PIT Pittsburgh - MDW Chicago Midway

PITMDW

Pittsburgh

Fri 9/11

1:50 pm-10:00 pm

2 stops9h 10m

Chicago Midway

Sat 9/12

8:05 am-1:55 pm

1 stop4h 50m

$189

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - MDW Chicago Midway

IADMDW

Washington, D.C. Dulles Intl

Thu 10/15

4:53 pm-3:40 pm

1 stop23h 47m

Chicago Midway

Tue 10/20

1:02 pm-5:36 pm

2 stops27h 34m

$310

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - MDW Chicago Midway

IADMDW

Washington, D.C. Dulles Intl

Fri 10/9

7:00 am-10:58 am

1 stop4h 58m

Chicago Midway

Mon 10/12

1:26 pm-8:21 pm

2 stops29h 55m

$357

Flights are sorted by cheapest round-trip flights 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, Southwest, and Allegiant Air 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?

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Hammond
Portage
Benton Harbor
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Saint Joseph
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Schererville
Munster
Chesterton
Monticello
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Porter
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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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