SHD - ORD

$209 Find Cheap Flights from Staunton to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Staunton to Chicago departing on 7/29. 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

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Everything you should know

Cheapest round-trip
$234
American Airlines
Fri 8/7Mon 8/10
SHD - ORD • Non-stop
Cheapest one-way
$209
American Airlines
Wed 7/29
SHD - ORD • Non-stop
Nonstop flights
You can fly direct with American Airlines. Average duration is 2h 09m
Direct flights
Direct flights
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Flight Deals

Cheap Flights from Staunton to Chicago (SHD-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Staunton to Chicago 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 Staunton to Chicago

Fri, Aug 7 - Mon, Aug 10
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
$234American Airlines
Sat, Jul 25 - Sat, Aug 1
American Airlines Logo
1:13 pm - 2:22 pm
SHD
-
ORD
2h 09mnonstop
American Airlines Logo
7:38 pm - 10:40 pm
ORD
-
SHD
2h 02mnonstop
$284American Airlines
Fri, Jul 17 - Wed, Jul 29
American Airlines Logo
1:13 pm - 2:22 pm
SHD
-
ORD
2h 09mnonstop
American Airlines Logo
5:57 pm - 9:00 pm
ORD
-
SHD
2h 03mnonstop
$309American Airlines
Thu, Aug 13 - Sun, Aug 16
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
$314American Airlines
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
6:00 am - 7:46 pm
SHD
-
ORD
38h 46m
1 stop
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
$331American Airlines
Fri, Jul 17 - Sun, Jul 19
American Airlines Logo
1:13 pm - 2:22 pm
SHD
-
ORD
2h 09mnonstop
American Airlines Logo
5:57 pm - 9:00 pm
ORD
-
SHD
2h 03mnonstop
$334American Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
6:41 pm - 12:33 pm
ORD
-
SHD
16h 52m
1 stop
$344American Airlines
Thu, Aug 13 - Sun, Aug 16
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
$348American Airlines
Sat, Oct 10 - Mon, Oct 12
American Airlines Logo
1:46 pm - 3:00 pm
SHD
-
ORD
2h 14mnonstop
American Airlines Logo
6:20 pm - 9:26 pm
ORD
-
SHD
2h 06mnonstop
$384American Airlines
Thu, Aug 13 - Sun, Aug 16
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
8:53 pm - 12:33 pm
ORD
-
SHD
38h 40m
1 stop
$389American Airlines
Booking Insights

KAYAK's insights & trends for Staunton to Chicago flights

Get data-powered insights and trends into flights from Staunton to Chicago 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 Staunton to Chicago?

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

When flying from Staunton to Chicago, you should consider leaving on a Friday and avoid Sundays if you are looking for the best rates. For your return to Staunton, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

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

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 $283, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$209
Flight from Staunton to Chicago

When to book flights from Staunton to Chicago

Are your dates flexible? Find out the best times to travel from Staunton to Chicago 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 Staunton to Chicago flights

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

    In the last 5 days, the lowest price for a flight from Staunton to Chicago O'Hare Intl Airport was $209 for a one-way ticket and $234 for a round-trip.

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

    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 Staunton to Chicago?

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

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

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

  • Which airline alliances offer flights from Staunton to Chicago?

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

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

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

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

    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 Staunton to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Staunton 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 Staunton to Chicago?

    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 Chicago with an airline and back to Staunton with another airline. Booking your flights between Staunton and ORD 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 Staunton to Chicago?

    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 Chicago from Staunton 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 Staunton to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $308 or less round-trip.

Prefer to fly direct from Staunton to Chicago?

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

Direct departures

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

Direct returns

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

Reviews of the top airline flying from Staunton to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Staunton to Chicago. 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 Staunton to Chicago? 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 11765 reviews
6.8Entertainment
7.9Crew
6.4Food
7.5Boarding
7.2Comfort
Airline reviews

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

6.0 GoodDanielle, Jun 2026
BHM - ORD
Read more American Airlines reviews

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

Biggest issue was original flight canceled and booked to another flight 6 hours earlier and received no notification

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

Information on your arrival and departure airports