$84 Cheap flight deals from Chicago (CHI) to Staunton (CHO)

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This Weekend's Flight Deals from Chicago to Staunton

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 17 - Wed, Jan 21
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$359 Roundtrip, found 6 days ago
$359
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jan 17 from O'Hare Intl. to Charlottesville-Albemarle, returning Wed, Jan 21, priced at $359 found 6 days ago

Airfares from $84 One Way, $165 Round Trip from Chicago to Staunton

Prices starting at $165 for return flights and $84 for one-way flights to Staunton were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Mar 18 - Sat, Mar 21
ORD
Chicago
CHO
Charlottesville
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Mar 18 from Chicago to Charlottesville, returning Sat, Mar 21, priced at $165 found 5 days ago
Wed, Mar 18 - Fri, Mar 20
ORD
Chicago
CHO
Charlottesville
$169 Roundtrip, found 5 days ago
$169
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Mar 18 from Chicago to Charlottesville, returning Fri, Mar 20, priced at $169 found 5 days ago
Sun, Feb 1 - Mon, Feb 2
MDW
Chicago
CHO
Charlottesville
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Feb 1 from Chicago to Charlottesville, returning Mon, Feb 2, priced at $179 found 5 days ago
Sun, Feb 1 - Mon, Feb 2
ORD
Chicago
CHO
Charlottesville
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Feb 1 from Chicago to Charlottesville, returning Mon, Feb 2, priced at $179 found 5 days ago
Sun, Feb 1 - Mon, Feb 2
MDW
Chicago
CHO
Charlottesville
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Feb 1 from Chicago to Charlottesville, returning Mon, Feb 2, priced at $199 found 6 days ago

Staunton economy flight packages

Price found within the past 48 hours. Click for updated prices.
Massanutten Resort
2.5-star property

Massanutten Resort

8/10 Very Good! (1,093 reviews)

Feb 19 - Feb 22

3 night stay

Chicago (MDW) to Weyers Cave (SHD)

Southwest Airlines • Roundtrip • Coach
Price was $380, price is now $380 per person
$380
per person
found 1 day ago
Spacious, clean, comfortable and reasonably priced place to stay near our kid's school for parents' weekend.

Reviewed on Oct 4, 2025

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More About Flying To Staunton from Chicago

Route Information for Flights from Chicago to Staunton

Origin Airport IATA Code
CHI
Destination Airport IATA Code
CHO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Staunton

It has never been easier to find cheap Chicago to Staunton flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.

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Get the Best Deals on Chicago to Staunton Flights

Finding great deals on flights from Chicago to Staunton is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Staunton vacation even more.

Pile Up Miles With Discount Air Tickets

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Frequently asked questions

Are there non-stop flights from Chicago to Staunton?
United Airlines will fly you nonstop from ORD to Charlottesville, VA (CHO-Charlottesville-Albemarle), so you won't have to worry about annoying stopovers or missing your next flight.
What is the shortest flight from Chicago to Staunton?
The trip from Chicago to Staunton can be as fast as 2 hours and 32 minutes. With a short and sweet flight time like this, why not round up some friends and take off on an impromptu getaway?
What airlines fly from Chicago to Staunton most frequently?
United Airlines is the most frequent airline operating on the Chicago to Staunton route. You can select from 43 flights each month with this carrier.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.