ORD - SHD

$204 Find Cheap Flights from Chicago to Staunton

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Staunton departing on 7/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Staunton

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Staunton, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Staunton, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$234
American Airlines
Wed 9/9Sun 9/13
ORD - SHD • Non-stop
Cheapest one-way
$204
American Airlines
Sat 7/11
ORD - SHD • Non-stop
Nonstop flights
Every day
You can fly direct with American Airlines. Average duration is 2h 03m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Staunton!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Staunton (ORD-SHD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Staunton that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Staunton

Wed, Sep 9 - Sun, Sep 13
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
$234American Airlines
Tue, Nov 17 - Sun, Nov 22
American Airlines Logo
5:50 pm - 8:50 pm
ORD
-
SHD
2h 00mnonstop
American Airlines Logo
12:45 pm - 1:45 pm
SHD
-
ORD
2h 00mnonstop
$254American Airlines
Fri, Aug 21 - Fri, Aug 28
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
Sun, Jul 5 - Sun, Jul 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
$309American Airlines
Wed, Sep 9 - Sun, Sep 13
American Airlines Logo
9:00 am - 12:34 pm
ORD
-
SHD
50h 34m
1 stop
American Airlines Logo
1:05 pm - 2:19 pm
SHD
-
ORD
2h 14mnonstop
$342American Airlines
Wed, Aug 19 - Sun, Aug 23
American Airlines Logo
5:49 pm - 12:33 pm
ORD
-
SHD
41h 44m
1 stop
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
$347American Airlines
Tue, Nov 17 - Sun, Nov 22
American Airlines Logo
4:05 pm - 12:15 pm
ORD
-
SHD
19h 10m
1 stop
American Airlines Logo
12:45 pm - 1:45 pm
SHD
-
ORD
2h 00mnonstop
$362American Airlines
Sun, Aug 23 - Thu, Aug 27
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
$413American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
5:52 pm - 12:32 pm
ORD
-
SHD
17h 40m
1 stop
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
$427American Airlines
Fri, Aug 21 - Tue, Aug 25
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
American Airlines Logo
6:00 am - 6:55 pm
SHD
-
ORD
13h 55m
2 stops
$437American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Staunton flights

Get data-powered insights and trends into flights from Chicago to Staunton to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Staunton?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Staunton clicked on KAYAK for each day over the last 12 months.

For Chicago to Staunton, Friday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Staunton back to Chicago, the best deals are generally found on Thursday, with Sunday being the most expensive.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Staunton?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $308, prices are generally cheapest when you fly direct.

Find deals

Good to know

Cheapest flight$204
Flight from Chicago to Staunton

When to book flights from Chicago to Staunton

Are your dates flexible? Find out the best times to travel from Chicago to Staunton based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Staunton flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Staunton?

    In the last 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Staunton was $204 for a one-way ticket and $234 for a round-trip.

  • Do I need a passport to fly between Chicago and Staunton?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Staunton?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Staunton flight route.

  • Which aircraft models fly most regularly from Chicago to Staunton?

    The Canadair (Bombardier) Regional Jet 700 is the aircraft model that flies most regularly on the Chicago to Staunton flight route.

  • Which airline alliances offer flights from Chicago to Staunton?

    oneworld is the only airline alliance operating flights between Chicago and Staunton.

  • On which days can I fly direct from Chicago to Staunton?

    There are nonstop flights from Chicago to Staunton on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Staunton?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Staunton.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Staunton?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Staunton from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Staunton?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Staunton with an airline and back to Chicago with another airline. Booking your flights between Chicago and SHD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Staunton?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Staunton from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Staunton

  • Looking for a cheap flight? 25% of our users found flights on this route for $233 or less round-trip.

Prefer to fly direct from Chicago to Staunton?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Staunton Shenandoah Valley.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Staunton Shenandoah Valley Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Staunton Shenandoah Valley

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Staunton Shenandoah Valley to Chicago O'Hare Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from Chicago to Staunton

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Staunton. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Staunton? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11670 reviews
6.4Food
7.5Boarding
7.2Comfort
7.9Crew
6.8Entertainment
Airline reviews

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

2.0 MediocreGirish, Jun 2026
ORD - DFW
Read more American Airlines reviews

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

Everything you need to know for your flight from Chicago to Staunton

Information on your arrival and departure airports

Chicago (ORD)
Staunton (SHD)