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Cheap flights from Chicago to Staunton from $204

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Staunton departing on 7/26. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Staunton

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
$234American Airlines
Fri, Aug 28 - Sun, Aug 30
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
$284American Airlines
Fri, Sep 4 - Mon, Sep 7
American Airlines Logo
5:57 pm - 9:00 pm
ORD
-
SHD
2h 03mnonstop
American Airlines Logo
1:13 pm - 2:22 pm
SHD
-
ORD
2h 09mnonstop
$309American Airlines
Thu, Jul 16 - Mon, Jul 27
American Airlines Logo
5:57 pm - 9:00 pm
ORD
-
SHD
2h 03mnonstop
American Airlines Logo
6:00 am - 4:48 pm
SHD
-
ORD
11h 48m
1 stop
$331American Airlines
Thu, Jul 30 - Wed, Aug 12
American Airlines Logo
5:57 pm - 9:00 pm
ORD
-
SHD
2h 03mnonstop
American Airlines Logo
1:13 pm - 2:22 pm
SHD
-
ORD
2h 09mnonstop
$334American Airlines
Thu, Jul 16 - Mon, Jul 20
American Airlines Logo
8:54 am - 12:32 pm
ORD
-
SHD
50h 38m
1 stop
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
$344American Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
8:53 pm - 12:32 pm
ORD
-
SHD
14h 39m
1 stop
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
$382American Airlines
Fri, Sep 4 - Mon, Sep 7
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
American Airlines Logo
5:08 am - 12:15 pm
SHD
-
ORD
8h 07m
1 stop
$389American Airlines
Fri, Aug 28 - Sun, Aug 30
American Airlines Logo
6:14 pm - 9:21 pm
ORD
-
SHD
2h 07mnonstop
American Airlines Logo
1:05 pm - 2:19 pm
SHD
-
ORD
2h 14mnonstop
$398American Airlines
Fri, Oct 2 - Sun, Oct 4
American Airlines Logo
1:22 pm - 12:32 pm
ORD
-
SHD
22h 10m
1 stop
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
$416American Airlines
Sat, Sep 5 - Tue, Sep 8

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American Airlines flights from Chicago to Staunton

Our best American Airlines deals on Chicago to Staunton flight tickets
American Airlines
Aug 28
ORD6:07 pmChicago O'Hare Intl
2h 04m
SHD9:11 pmStaunton Shenandoah Valley
Aug 30
SHD1:03 pmStaunton Shenandoah Valley
2h 12m
ORD2:15 pmChicago O'Hare Intl
$234
American Airlines
Sep 4
ORD6:07 pmChicago O'Hare Intl
2h 04m
SHD9:11 pmStaunton Shenandoah Valley
Sep 7
SHD1:03 pmStaunton Shenandoah Valley
2h 12m
ORD2:15 pmChicago O'Hare Intl
$284
American Airlines
Jul 16
ORD5:57 pmChicago O'Hare Intl
2h 03m
SHD9:00 pmStaunton Shenandoah Valley
Jul 27
SHD1:13 pmStaunton Shenandoah Valley
2h 09m
ORD2:22 pmChicago O'Hare Intl
$309

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Staunton 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 July 2, 2026.
Use the filters below to find and compare flights from Chicago to Staunton that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Fri 8/28

6:07 pm-9:11 pm

Nonstop2h 04m

Staunton Shenandoah Valley

Sun 8/30

1:03 pm-2:15 pm

Nonstop2h 12m

$234

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Fri 9/4

6:07 pm-9:11 pm

Nonstop2h 04m

Staunton Shenandoah Valley

Mon 9/7

1:03 pm-2:15 pm

Nonstop2h 12m

$284
Quickest round-trip

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Thu 7/16

5:57 pm-9:00 pm

Nonstop2h 03m

Staunton Shenandoah Valley

Mon 7/27

1:13 pm-2:22 pm

Nonstop2h 09m

$309

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Thu 7/30

5:57 pm-9:00 pm

Nonstop2h 03m

Staunton Shenandoah Valley

Wed 8/12

6:00 am-4:48 pm

1 stop11h 48m

$331

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Thu 7/16

5:57 pm-9:00 pm

Nonstop2h 03m

Staunton Shenandoah Valley

Mon 7/20

1:13 pm-2:22 pm

Nonstop2h 09m

$334

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Thu 9/3

8:54 am-12:32 pm

1 stop50h 38m

Staunton Shenandoah Valley

Sun 9/6

1:03 pm-2:15 pm

Nonstop2h 12m

$344

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Fri 9/4

8:53 pm-12:32 pm

1 stop14h 39m

Staunton Shenandoah Valley

Mon 9/7

1:03 pm-2:15 pm

Nonstop2h 12m

$382

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Fri 8/28

6:07 pm-9:11 pm

Nonstop2h 04m

Staunton Shenandoah Valley

Sun 8/30

5:08 am-12:15 pm

1 stop8h 07m

$389

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Fri 10/2

6:14 pm-9:21 pm

Nonstop2h 07m

Staunton Shenandoah Valley

Sun 10/4

1:05 pm-2:19 pm

Nonstop2h 14m

$398

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Sat 9/5

1:22 pm-12:32 pm

1 stop22h 10m

Staunton Shenandoah Valley

Tue 9/8

1:03 pm-2:15 pm

Nonstop2h 12m

$416

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 Staunton from

How to get the cheapest flight ticket from Chicago to Staunton

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 Staunton?

Our data shows that Friday is the least expensive day to fly to Staunton. Tickets to fly out on this day can be as low as $253. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $412. These prices are subject to change though, so be sure to set up a Price Alert for flights to Staunton.

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

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

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

There is only 1 cabin class available to choose from on Chicago to Staunton 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 Chicago to Staunton

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

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

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

Best Price Found

$283

Fastest flight time

2h 03m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Staunton

1 airport
The best flight deal from Chicago to Staunton found on momondo in the last 72 hours is $283
The fastest flight from Chicago to Staunton takes 2h 03m
Direct flights go from Chicago to Staunton on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Staunton. From Chicago there are direct flights to Staunton Shenandoah Valley (SHD).
Search flight deals

Frequently asked questions about flying from Chicago to Staunton

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

    Chicago and Staunton Shenandoah Valley are 520.0 mi apart from one another. Flights usually cover this in 2h 03m, depending on flying conditions and air traffic around both airports.

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

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

  • How many operators does momondo search for flights from Chicago to Staunton Shenandoah Valley Airport?

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

  • What documentation or ID do you need to fly to Staunton Shenandoah Valley Airport?

    The travel and health documents required for your trip to Staunton Shenandoah Valley Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Staunton Shenandoah Valley Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

  • What is the most popular airline from Chicago to Staunton?

Best airlines flying from Chicago to Staunton

Compare and see reviews for airlines that fly from Chicago to Staunton with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $233Free CancellationRating
7.1
11,768 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago to Staunton

    Across 6 American Airlines flights from Chicago to Staunton this week, the average price was $308, with the best American Airlines deals starting from $233 round-trip. 11,765 users have rated American Airlines on momondo, with an average score of 7.1/10.

Traveling to a place near Staunton?

Book flights to Staunton if you plan to visit one of these locations
Harrisonburg
Waynesboro

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Staunton?

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

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

All flight searches from Chicago to Staunton on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Chicago to Staunton flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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