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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 5/29. 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:07 pm - 9:06 pm
ORD
-
SHD
1h 59mnonstop
American Airlines Logo
12:55 pm - 2:08 pm
SHD
-
ORD
2h 13mnonstop
$234American Airlines
mer, apr 29 - dom, mag 3
American Airlines Logo
6:07 pm - 9:06 pm
ORD
-
SHD
1h 59mnonstop
American Airlines Logo
12:55 pm - 2:08 pm
SHD
-
ORD
2h 13mnonstop
$284American Airlines
gio, apr 23 - dom, apr 26
American Airlines Logo
6:07 pm - 9:06 pm
ORD
-
SHD
1h 59mnonstop
American Airlines Logo
12:55 pm - 2:08 pm
SHD
-
ORD
2h 13mnonstop
$309American Airlines
gio, apr 16 - mar, apr 21
American Airlines Logo
6:07 pm - 9:06 pm
ORD
-
SHD
1h 59mnonstop
American Airlines Logo
12:55 pm - 2:08 pm
SHD
-
ORD
2h 13mnonstop
$334American Airlines
gio, apr 16 - mar, apr 21
American Airlines Logo
1:19 pm - 12:39 pm
ORD
-
SHD
22h 20m
1 stop
American Airlines Logo
1:09 pm - 2:21 pm
SHD
-
ORD
2h 12mnonstop
$337American Airlines
mer, mag 27 - mer, giu 3
American Airlines Logo
5:57 pm - 9:02 pm
ORD
-
SHD
2h 05mnonstop
American Airlines Logo
5:15 am - 4:43 pm
SHD
-
ORD
36h 28m
1 stop
$387American Airlines
dom, lug 5 - ven, lug 17
American Airlines Logo
6:07 pm - 9:06 pm
ORD
-
SHD
1h 59mnonstop
American Airlines Logo
12:55 pm - 2:08 pm
SHD
-
ORD
2h 13mnonstop
$413American Airlines
lun, apr 13 - ven, apr 17
American Airlines Logo
3:26 pm - 12:25 pm
ORD
-
SHD
19h 59m
1 stop
American Airlines Logo
12:55 pm - 2:08 pm
SHD
-
ORD
2h 13mnonstop
$432American Airlines
mer, apr 29 - dom, mag 3
American Airlines Logo
6:47 pm - 12:39 pm
ORD
-
SHD
40h 52m
1 stop
American Airlines Logo
5:05 am - 4:43 pm
SHD
-
ORD
12h 38m
1 stop
$440American Airlines
mer, mag 27 - mer, giu 3
American Airlines Logo
6:07 pm - 9:06 pm
ORD
-
SHD
1h 59mnonstop
American Airlines Logo
5:11 am - 8:30 am
SHD
-
ORD
28h 19m
1 stop
$464American Airlines
mer, apr 29 - dom, mag 3

American Airlines flights from Chicago to Staunton

Our best American Airlines deals on Chicago to Staunton flight tickets
American Airlines
Apr 29
ORD6:07 pmChicago O'Hare Intl
1h 59m
SHD9:06 pmStaunton Shenandoah Valley
May 3
SHD12:55 pmStaunton Shenandoah Valley
2h 13m
ORD2:08 pmChicago O'Hare Intl
$234
American Airlines
Apr 23
ORD6:07 pmChicago O'Hare Intl
1h 59m
SHD9:06 pmStaunton Shenandoah Valley
Apr 26
SHD12:55 pmStaunton Shenandoah Valley
2h 13m
ORD2:08 pmChicago O'Hare Intl
$284
American Airlines
Apr 16
ORD6:07 pmChicago O'Hare Intl
1h 59m
SHD9:06 pmStaunton Shenandoah Valley
Apr 21
SHD12:55 pmStaunton Shenandoah Valley
2h 13m
ORD2:08 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 aprile 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
Quickest round-trip

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

mer 4/29

6:07 pm-9:06 pm

Nonstop1h 59m

Staunton Shenandoah Valley

dom 5/3

12:55 pm-2:08 pm

Nonstop2h 13m

$234

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

gio 4/23

6:07 pm-9:06 pm

Nonstop1h 59m

Staunton Shenandoah Valley

dom 4/26

12:55 pm-2:08 pm

Nonstop2h 13m

$284

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

gio 4/16

6:07 pm-9:06 pm

Nonstop1h 59m

Staunton Shenandoah Valley

mar 4/21

12:55 pm-2:08 pm

Nonstop2h 13m

$309

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

gio 4/16

6:07 pm-9:06 pm

Nonstop1h 59m

Staunton Shenandoah Valley

mar 4/21

12:55 pm-2:08 pm

Nonstop2h 13m

$334

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

mer 5/27

1:19 pm-12:39 pm

1 stop22h 20m

Staunton Shenandoah Valley

mer 6/3

1:09 pm-2:21 pm

Nonstop2h 12m

$337

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

dom 7/5

5:57 pm-9:02 pm

Nonstop2h 05m

Staunton Shenandoah Valley

ven 7/17

5:15 am-4:43 pm

1 stop36h 28m

$387

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

lun 4/13

6:07 pm-9:06 pm

Nonstop1h 59m

Staunton Shenandoah Valley

ven 4/17

12:55 pm-2:08 pm

Nonstop2h 13m

$413

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

mer 4/29

3:26 pm-12:25 pm

1 stop19h 59m

Staunton Shenandoah Valley

dom 5/3

12:55 pm-2:08 pm

Nonstop2h 13m

$432

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

mer 5/27

6:47 pm-12:39 pm

1 stop40h 52m

Staunton Shenandoah Valley

mer 6/3

5:05 am-4:43 pm

1 stop12h 38m

$440

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

mer 4/29

6:07 pm-9:06 pm

Nonstop1h 59m

Staunton Shenandoah Valley

dom 5/3

5:11 am-8:30 am

1 stop28h 19m

$464

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 Thursday 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 Shenandoah Valley flights?

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

$304

Fastest flight time

1h 59m

Direct flights

Mon, Tue, Thu, Fri and Sat

Airports in Staunton

1 airport
The best one-way flight to Staunton from Chicago in the past 72 hours is $304. The best round-trip flight deal from Chicago to Staunton found on momondo in the last 72 hours is $253.
The fastest flight from Chicago to Staunton takes 1h 59m
Direct flights go from Chicago to Staunton on Monday, Tuesday, Thursday, Friday and Saturday. The only airline offering direct flights is American Airlines.
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 1h 59m, 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 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?

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.

I’m not ready to book a flight from Chicago to Staunton right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Staunton 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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