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Cheap flights from Chicago to Staunton from $146

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 4/25. 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
6:14 pm - 9:09 pm
ORD
-
SHD
1h 55mnonstop
American Airlines Logo
12:55 pm - 2:08 pm
SHD
-
ORD
2h 13mnonstop
$234American Airlines
Thu, Mar 26 - Sat, Apr 11
American Airlines Logo
6:14 pm - 9:09 pm
ORD
-
SHD
1h 55mnonstop
American Airlines Logo
5:11 am - 12:36 pm
SHD
-
ORD
8h 25m
1 stop
$259American Airlines
Thu, Mar 26 - Sat, Apr 11
American Airlines Logo
6:42 pm - 9:37 pm
ORD
-
SHD
1h 55mnonstop
American Airlines Logo
12:54 pm - 2:01 pm
SHD
-
ORD
2h 07mnonstop
$334American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
6:05 pm - 9:04 pm
ORD
-
SHD
1h 59mnonstop
American Airlines Logo
5:11 am - 10:12 am
SHD
-
ORD
30h 01m
1 stop
$359American Airlines
Fri, May 8 - Mon, May 11
American Airlines Logo
6:14 pm - 9:09 pm
ORD
-
SHD
1h 55mnonstop
American Airlines Logo
12:56 pm - 2:03 pm
SHD
-
ORD
2h 07mnonstop
$413American Airlines
Mon, Mar 9 - Fri, Mar 13
American Airlines Logo
6:14 pm - 9:09 pm
ORD
-
SHD
1h 55mnonstop
American Airlines Logo
5:00 am - 5:57 pm
SHD
-
ORD
37h 57m
1 stop
$415American Airlines
Mon, Mar 9 - Fri, Mar 13
American Airlines Logo
8:46 pm - 12:25 pm
ORD
-
SHD
14h 39m
1 stop
American Airlines Logo
5:11 am - 3:21 pm
SHD
-
ORD
35h 10m
1 stop
$496American Airlines
Fri, May 8 - Mon, May 11
American Airlines Logo
5:00 am - 12:24 pm
ORD
-
SHD
30h 24m
1 stop
American Airlines Logo
5:11 am - 7:22 pm
SHD
-
ORD
15h 11m
1 stop
$505American Airlines
Thu, Mar 26 - Sat, Apr 11
American Airlines Logo
7:10 am - 12:24 pm
ORD
-
SHD
28h 14m
1 stop
American Airlines Logo
12:54 pm - 2:01 pm
SHD
-
ORD
2h 07mnonstop
$571American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
10:28 am - 12:24 pm
ORD
-
SHD
24h 56m
1 stop
American Airlines Logo
5:00 am - 11:58 pm
SHD
-
ORD
43h 58m
1 stop
$597American Airlines
Mon, Mar 9 - Fri, Mar 13

American Airlines flights from Chicago to Staunton

Our best American Airlines deals on Chicago to Staunton flight tickets
American Airlines
Mar 26
ORD6:14 pmChicago O'Hare Intl
1h 55m
SHD9:09 pmStaunton Shenandoah Valley
Apr 11
SHD12:55 pmStaunton Shenandoah Valley
2h 13m
ORD2:08 pmChicago O'Hare Intl
$234
American Airlines
Mar 26
ORD6:14 pmChicago O'Hare Intl
1h 55m
SHD9:09 pmStaunton Shenandoah Valley
Apr 11
SHD5:11 amStaunton Shenandoah Valley
8h 25m
1 stop
ORD12:36 pmChicago O'Hare Intl
$259
American Airlines
Feb 28
ORD6:42 pmChicago O'Hare Intl
1h 55m
SHD9:37 pmStaunton Shenandoah Valley
Mar 4
SHD12:54 pmStaunton Shenandoah Valley
2h 07m
ORD2:01 pmChicago O'Hare Intl
$334

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 February 16, 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

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Thu 3/26

6:14 pm-9:09 pm

Nonstop1h 55m

Staunton Shenandoah Valley

Sat 4/11

12:55 pm-2:08 pm

Nonstop2h 13m

$234

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Thu 3/26

6:14 pm-9:09 pm

Nonstop1h 55m

Staunton Shenandoah Valley

Sat 4/11

5:11 am-12:36 pm

1 stop8h 25m

$259

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Sat 2/28

6:42 pm-9:37 pm

Nonstop1h 55m

Staunton Shenandoah Valley

Wed 3/4

12:54 pm-2:01 pm

Nonstop2h 07m

$334

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Fri 5/8

6:05 pm-9:04 pm

Nonstop1h 59m

Staunton Shenandoah Valley

Mon 5/11

5:11 am-10:12 am

1 stop30h 01m

$359

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Mon 3/9

6:14 pm-9:09 pm

Nonstop1h 55m

Staunton Shenandoah Valley

Fri 3/13

12:56 pm-2:03 pm

Nonstop2h 07m

$413

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Mon 3/9

6:14 pm-9:09 pm

Nonstop1h 55m

Staunton Shenandoah Valley

Fri 3/13

5:00 am-5:57 pm

1 stop37h 57m

$415

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Fri 5/8

8:46 pm-12:25 pm

1 stop14h 39m

Staunton Shenandoah Valley

Mon 5/11

5:11 am-3:21 pm

1 stop35h 10m

$496

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Thu 3/26

5:00 am-12:24 pm

1 stop30h 24m

Staunton Shenandoah Valley

Sat 4/11

5:11 am-7:22 pm

1 stop15h 11m

$505

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Sat 2/28

7:10 am-12:24 pm

1 stop28h 14m

Staunton Shenandoah Valley

Wed 3/4

12:54 pm-2:01 pm

Nonstop2h 07m

$571

ChicagoStaunton

ORD - SHD

ORDSHD

Chicago O'Hare Intl

Mon 3/9

10:28 am-12:24 pm

1 stop24h 56m

Staunton Shenandoah Valley

Fri 3/13

5:00 am-11:58 pm

1 stop43h 58m

$597

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 airline that flies from Chicago to Staunton Shenandoah Valley?

American Airlines is the most popular carrier operating from Chicago to Staunton Shenandoah Valley

What airlines fly to Staunton?

United Airlines, American Airlines and Contour are the top three most popular airlines that fly to Staunton from Chicago according to our data. United Airlines is the first choice among our users, with 81% of people opting to fly with this airline when traveling to Staunton. Keep in mind that there are 3 different airlines that fly to Staunton on a routine basis, so you have a few additional options to choose from.

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

$234

Fastest flight time

1h 55m

Direct flights

Mon, Tue, Thu, Fri and Sun

Airports in Staunton

1 airport
The best flight deal from Chicago to Staunton found on momondo in the last 72 hours is $234
The fastest flight from Chicago to Staunton takes 1h 55m
Direct flights go from Chicago to Staunton on Monday, Tuesday, Thursday, Friday 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

  • 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 55m, 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?

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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