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Cheap flights from Staunton to Chicago from $209

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Staunton to Chicago departing on 7/25. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:54 pm - 2:01 pm
SHD
-
ORD
2h 07mnonstop
American Airlines Logo
6:42 pm - 9:37 pm
ORD
-
SHD
1h 55mnonstop
$234American Airlines
Tue, Mar 3 - Sat, Mar 7
American Airlines Logo
1:02 pm - 2:14 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
5:57 pm - 8:54 pm
ORD
-
SHD
1h 57mnonstop
$264American Airlines
Thu, Jul 2 - Mon, Jul 6
American Airlines Logo
1:02 pm - 2:14 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
5:57 pm - 8:54 pm
ORD
-
SHD
1h 57mnonstop
$284American Airlines
Fri, May 29 - Tue, Jun 9
American Airlines Logo
1:02 pm - 2:14 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
5:57 pm - 8:54 pm
ORD
-
SHD
1h 57mnonstop
$304American Airlines
Sun, May 31 - Tue, Jun 9
American Airlines Logo
12:54 pm - 2:01 pm
SHD
-
ORD
2h 07mnonstop
American Airlines Logo
6:14 pm - 9:09 pm
ORD
-
SHD
1h 55mnonstop
$309American Airlines
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
1:02 pm - 2:14 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
5:57 pm - 8:54 pm
ORD
-
SHD
1h 57mnonstop
$324American Airlines
Sun, May 31 - Sun, Jun 7
American Airlines Logo
12:45 pm - 1:45 pm
SHD
-
ORD
2h 00mnonstop
American Airlines Logo
6:42 pm - 9:37 pm
ORD
-
SHD
1h 55mnonstop
$334American Airlines
Mon, Feb 9 - Sat, Feb 14
American Airlines Logo
12:55 pm - 2:05 pm
SHD
-
ORD
2h 10mnonstop
American Airlines Logo
2:05 pm - 12:25 pm
ORD
-
SHD
21h 20m
1 stop
$359American Airlines
Sat, May 9 - Tue, May 12
American Airlines Logo
5:11 am - 6:00 pm
SHD
-
ORD
37h 49m
1 stop
American Airlines Logo
5:57 pm - 8:54 pm
ORD
-
SHD
1h 57mnonstop
$360American Airlines
Fri, Apr 24 - Mon, Apr 27
American Airlines Logo
12:55 pm - 2:05 pm
SHD
-
ORD
2h 10mnonstop
American Airlines Logo
5:57 pm - 8:54 pm
ORD
-
SHD
1h 57mnonstop
$413American Airlines
Sun, May 10 - Wed, May 13

American Airlines flights from Staunton to Chicago

Our best American Airlines deals on Staunton to Chicago flight tickets
American Airlines
Mar 3
SHD12:54 pmStaunton Shenandoah Valley
2h 07m
ORD2:01 pmChicago O'Hare Intl
Mar 7
ORD6:42 pmChicago O'Hare Intl
1h 55m
SHD9:37 pmStaunton Shenandoah Valley
$234
American Airlines
Jul 2
SHD1:02 pmStaunton Shenandoah Valley
2h 12m
ORD2:14 pmChicago O'Hare Intl
Jul 6
ORD5:57 pmChicago O'Hare Intl
1h 57m
SHD8:54 pmStaunton Shenandoah Valley
$264
American Airlines
May 29
SHD1:02 pmStaunton Shenandoah Valley
2h 12m
ORD2:14 pmChicago O'Hare Intl
Jun 9
ORD5:57 pmChicago O'Hare Intl
1h 57m
SHD8:54 pmStaunton Shenandoah Valley
$284

momondo Fare Finder

 
Customize your flight search to find flights from Staunton to Chicago 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 29, 2026.
Use the filters below to find and compare flights from Staunton to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Tue 3/3

12:54 pm-2:01 pm

Nonstop2h 07m

Chicago O'Hare Intl

Sat 3/7

6:42 pm-9:37 pm

Nonstop1h 55m

$234

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Thu 7/2

1:02 pm-2:14 pm

Nonstop2h 12m

Chicago O'Hare Intl

Mon 7/6

5:57 pm-8:54 pm

Nonstop1h 57m

$264

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Fri 5/29

1:02 pm-2:14 pm

Nonstop2h 12m

Chicago O'Hare Intl

Tue 6/9

5:57 pm-8:54 pm

Nonstop1h 57m

$284

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Sun 5/31

1:02 pm-2:14 pm

Nonstop2h 12m

Chicago O'Hare Intl

Tue 6/9

5:57 pm-8:54 pm

Nonstop1h 57m

$304

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Thu 2/26

12:54 pm-2:01 pm

Nonstop2h 07m

Chicago O'Hare Intl

Mon 3/2

6:14 pm-9:09 pm

Nonstop1h 55m

$309

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Sun 5/31

1:02 pm-2:14 pm

Nonstop2h 12m

Chicago O'Hare Intl

Sun 6/7

5:57 pm-8:54 pm

Nonstop1h 57m

$324

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Mon 2/9

12:45 pm-1:45 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sat 2/14

6:42 pm-9:37 pm

Nonstop1h 55m

$334

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Sat 5/9

12:55 pm-2:05 pm

Nonstop2h 10m

Chicago O'Hare Intl

Tue 5/12

2:05 pm-12:25 pm

1 stop21h 20m

$359

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Fri 4/24

5:11 am-6:00 pm

1 stop37h 49m

Chicago O'Hare Intl

Mon 4/27

5:57 pm-8:54 pm

Nonstop1h 57m

$360

StauntonChicago

SHD - ORD

SHDORD

Staunton Shenandoah Valley

Sun 5/10

12:55 pm-2:05 pm

Nonstop2h 10m

Chicago O'Hare Intl

Wed 5/13

5:57 pm-8:54 pm

Nonstop1h 57m

$413

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 Staunton to Chicago

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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $579. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Staunton to Chicago for around $701.

What is the cheapest Staunton Shenandoah Valley to Chicago flight route?

Fly from Staunton Shenandoah Valley to Chicago O'Hare Intl for the best Staunton Shenandoah Valley - Chicago flight prices

What cabin class options are available on Staunton Shenandoah Valley to Chicago flights?

There is only 1 cabin class available to choose from on Staunton Shenandoah Valley to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Staunton to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Staunton to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Staunton to Chicago (SHD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Staunton to Chicago

Best Price Found

$234

Fastest flight time

2h 07m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Chicago

3 airports
The best flight deal from Staunton to Chicago found on momondo in the last 72 hours is $234
The fastest flight from Staunton to Chicago takes 2h 07m
Direct flights go from Staunton to Chicago on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Staunton there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Staunton Shenandoah Valley to Chicago by plane?

    There are 520.0 mi between Staunton Shenandoah Valley and Chicago. 2h 07m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Staunton Shenandoah Valley Airport to Chicago?

    Prices for flights from Staunton Shenandoah Valley Airport to Chicago are updated daily.

  • How old do you have to be to fly from Staunton Shenandoah Valley Airport to Chicago?

    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 Staunton Shenandoah Valley Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Staunton to Chicago?

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 Staunton to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Staunton to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Staunton to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Staunton which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Staunton to Chicago?

Once all potential Staunton 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 Staunton to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Staunton. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport