SHD - ORD

$185 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 8/5. 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 Chicago O'Hare Intl Airport

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

Cheapest round-trip
$234
American Airlines
Thu 8/13Sun 8/16
SHD - ORD • Non-stop
Cheapest one-way
$185
American Airlines
Wed 8/5
SHD - ORD • 1 stop
Nonstop flights
Every day
You can fly direct with American Airlines. Average duration is 2h 12m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
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

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
$234American Airlines
Fri, Aug 14 - Wed, Aug 19
American Airlines Logo
1:03 pm - 2:15 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
1:15 pm - 12:33 pm
ORD
-
SHD
22h 18m
1 stop
$294American Airlines
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
1:09 pm - 2:21 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
6:20 pm - 9:20 pm
ORD
-
SHD
2h 00mnonstop
$309American Airlines
Sat, Aug 15 - Thu, Aug 20
American Airlines Logo
6:00 am - 7:46 pm
SHD
-
ORD
14h 46m
1 stop
American Airlines Logo
6:07 pm - 9:11 pm
ORD
-
SHD
2h 04mnonstop
$312American Airlines
Fri, Jun 26 - Sat, Jun 27
American Airlines Logo
1:09 pm - 2:21 pm
SHD
-
ORD
2h 12mnonstop
American Airlines Logo
7:45 pm - 10:45 pm
ORD
-
SHD
2h 00mnonstop
$334American Airlines
Thu, Jul 23 - Mon, Jul 27
American Airlines Logo
1:13 pm - 2:22 pm
SHD
-
ORD
2h 09mnonstop
American Airlines Logo
5:45 pm - 12:43 pm
ORD
-
SHD
17h 58m
1 stop
$370American Airlines
Fri, Aug 14 - Wed, Aug 19
American Airlines Logo
6:00 am - 12:15 pm
SHD
-
ORD
31h 15m
1 stop
American Airlines Logo
5:05 am - 12:33 pm
ORD
-
SHD
30h 28m
1 stop
$372American 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
$384American Airlines
Sat, Aug 15 - Thu, Aug 20
American Airlines Logo
6:00 am - 7:46 pm
SHD
-
ORD
14h 46m
1 stop
American Airlines Logo
8:54 am - 12:33 pm
ORD
-
SHD
26h 39m
1 stop
$390American Airlines
Wed, Jul 15 - Fri, Jul 17
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
$413American 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 $333, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$185
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 $185 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 $233 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 11635 reviews
7.2Comfort
6.4Food
7.9Crew
6.9Entertainment
7.5Boarding
Airline reviews

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

4.0 OkayAnonymous, Jun 2026
DEN - ORD
Read more American Airlines reviews

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

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

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

Information on your arrival and departure airports