Cheap flight deals from Chicago (CHI) to Sheridan (SHR)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Sheridan economy flight packages

Price found within the past 48 hours. Click for updated prices.
Baymont Inn & Suites Sheridan
2.5-star property

Baymont Inn & Suites Sheridan

7.8/10 Good! (824 reviews)

Aug 10 - Aug 15

5 night stay

Chicago (ORD) to Sheridan (SHR)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Breakfast was terrible, didn’t activate keys for multiple night stay

Reviewed on Jun 16, 2025

Days Inn by Wyndham Sheridan
2.0-star property

Days Inn by Wyndham Sheridan

8.2/10 Very Good! (1,053 reviews)

Aug 10 - Aug 15

5 night stay

Chicago (ORD) to Sheridan (SHR)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
So, this was a mixed bag. The young woman at the check-in was delightful. The 3 young guys who were doing housekeeping and loudly dropping the F bomb in the hallway outside my door while gossiping about the other employees and the boss... well, I could have done without that. They clearly were renovating. I got the newly renovated room, which was nice, quite nice. But the hallways and stairwells showed signs of the work. I've stayed here twice in the past 2 years. Not sure if I would return. The flagrant disregard for guests by the cleaning staff was off putting.

Reviewed on Jun 6, 2025

Quality Inn
2.5-star property

Quality Inn

6.8/10 (496 reviews)

Aug 10 - Aug 15

5 night stay

Chicago (ORD) to Sheridan (SHR)

United • Roundtrip • Coach
per person
found 1 day ago
No frills place to sleep.

Reviewed on Jun 30, 2024

Don't see what you're looking for?
See all available trips from Chicago to Sheridan
View all trips

More About Flying To Sheridan from Chicago

Route Information for Flights from Chicago to Sheridan

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

Chicago to Sheridan

Low Cost Flights From Chicago to Sheridan

Tired of the endless online search for the cheapest flights from Chicago to Sheridan? Save the energy for your vacation by using Orbitz to plan your next air trip. Orbitz guarantees the lowest prices on Chicago to Sheridan flights, and our cutting-edge mobile tools mean you can search and book flights with your iPhone, Android phone, iPad, or tablet.

Book Discount Chicago to Sheridan Flights With Ease

Take advantage of amazing sales on international and domestic fares, including bargain flights from Chicago to Sheridan. Not only do you find cheap deals on Orbitz, we make researching and planning your trip online and booking your tickets a breeze. Our discount Chicago to Sheridan flights keep more money in your pocket for your travel adventures.

Plan Flights From Chicago to Sheridan Anywhere, Anytime

Planning your vacation has never been easier using the convenient Orbitz apps available for most mobile devices. If there are any changes or delays for Chicago to Sheridan flights, Orbitz customers receive instant free alerts via email or mobile phone text message. Change or cancel flights from Chicago to Sheridan anytime online or by calling our Customer Service representatives.

Frequent Flyer? Earn Miles and Points Through Orbitz!

Earn points or miles on your low fare Chicago to Sheridan flights with Orbitz, just as you would by booking directly with the airline. Be sure to include your frequent flyer details when you book qualifying flights from Chicago to Sheridan on the Orbitz website.

Frequently asked questions

Are there non-stop flights from Chicago to Sheridan?
Two carriers offer direct flights from O'Hare Intl. Airport (ORD) to Jackson Hole Airport --- United Airlines and American Airlines. They'll get you where you need to go in style.
What is the shortest flight from Chicago to Sheridan?
The quickest flight from O'Hare Airport to JAC is 4 hours and 7 minutes. Slip a few things into your carry-on to help pass the time, like that new best-seller or some playing cards.
What airlines fly from Chicago to Sheridan most frequently?
United Airlines (UA) offers 34 flights each month between O'Hare Intl. Airport (ORD) to Jackson Hole, WY (JAC). Your next grand adventure is just a few clicks away. If you can't find the right flight there, look up the fares with American Airlines (AA). This carrier is a terrific alternative and has 21 flights from Chicago to Sheridan every month.
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.

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.