$308 Cheap Flights from Gillette (GCC) to Chicago (ORD)

View $308 flight on Sat, Oct 11, 2025Opens in a new window

Popular airlines from Gillette, WY (GCC-Campbell County) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Gillette to Chicago (GCC-ORD)

Prices were available within the past 7 days and start at $308 for one-way flights and $454 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Oct 8 - Wed, Oct 22
GCC
Gillette
ORD
Chicago
$454 Roundtrip, found 3 days ago
$454
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 8 from Gillette to Chicago, returning Wed, Oct 22, priced at $454 found 3 days ago
United
Wed, Oct 8 - Wed, Oct 15
GCC
Gillette
ORD
Chicago
$462 Roundtrip, found 3 days ago
$462
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 8 from Gillette to Chicago, returning Wed, Oct 15, priced at $462 found 3 days ago
United
Tue, Nov 18 - Sat, Dec 6
GCC
Gillette
ORD
Chicago
$464 Roundtrip, found 4 days ago
$464
Roundtrip
found 4 days ago
Select United flight, departing Tue, Nov 18 from Gillette to Chicago, returning Sat, Dec 6, priced at $464 found 4 days ago
United
Wed, Oct 8 - Thu, Oct 16
GCC
Gillette
ORD
Chicago
$466 Roundtrip, found 3 days ago
$466
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 8 from Gillette to Chicago, returning Thu, Oct 16, priced at $466 found 3 days ago
United
Mon, Nov 24 - Thu, Dec 11
GCC
Gillette
ORD
Chicago
$468 Roundtrip, found 4 days ago
$468
Roundtrip
found 4 days ago
Select United flight, departing Mon, Nov 24 from Gillette to Chicago, returning Thu, Dec 11, priced at $468 found 4 days ago
United
Mon, Nov 24 - Sat, Dec 13
GCC
Gillette
ORD
Chicago
$470 Roundtrip, found 4 days ago
$470
Roundtrip
found 4 days ago
Select United flight, departing Mon, Nov 24 from Gillette to Chicago, returning Sat, Dec 13, priced at $470 found 4 days ago
United
Wed, Oct 8 - Mon, Oct 13
GCC
Gillette
ORD
Chicago
$484 Roundtrip, found 3 days ago
$484
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 8 from Gillette to Chicago, returning Mon, Oct 13, priced at $484 found 3 days ago
United
Thu, Nov 27 - Thu, Dec 11
GCC
Gillette
ORD
Chicago
$486 Roundtrip, found 4 days ago
$486
Roundtrip
found 4 days ago
Select United flight, departing Thu, Nov 27 from Gillette to Chicago, returning Thu, Dec 11, priced at $486 found 4 days ago
United
Thu, Nov 27 - Sat, Dec 13
GCC
Gillette
ORD
Chicago
$488 Roundtrip, found 4 days ago
$488
Roundtrip
found 4 days ago
Select United flight, departing Thu, Nov 27 from Gillette to Chicago, returning Sat, Dec 13, priced at $488 found 4 days ago
United
Wed, Oct 8 - Sun, Oct 12
GCC
Gillette
ORD
Chicago
$489 Roundtrip, found 3 days ago
$489
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 8 from Gillette to Chicago, returning Sun, Oct 12, priced at $489 found 3 days ago
Flights from Gillette (GCC) to Chicago (ORD)
Origin airport
Campbell County
Destination airport
O'Hare Intl.
Roundtrip price
$453
Distance
901 mi

Gillette to Chicago Flights

The cheapest times to fly from Gillette to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Gillette to Chicago are during the month of October. You can find some of the cheapest flights from Gillette to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Gillette to Chicago

Sunday is one of the best days to book for cheap flights from Gillette to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Gillette to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Gillette to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $308 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Gillette to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Gillette to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $308 or cheap return flight from $454 from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from GCC to ORD is October, when demand is low. Off-peak season is usually when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from GCC to ORD. Then, sort your results by "Price (lowest to highest)" to snag a good deal.
How many flights per day from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD)?
There aren't any daily direct flights from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time at all.
What day of the week has the most flights from GCC to ORD?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change based on a range of factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD)?
To land at O'Hare Intl. Airport (ORD) on time, choose a flight that leaves Campbell County Airport (GCC) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from GCC to ORD are usually more expensive. To lock in the best prices, start looking for flights as early as possible. That said, if you can play around with your travel dates, you may land a cheap fare just before your departure.
Is it cheaper to book a GCC to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a GCC to ORD flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one easy place will take the hassle out of planning your trip. Simply secure your flights and choose from our wide range of stays, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Campbell County Airport (GCC) to O'Hare Intl. Airport (ORD)?
If you reserved your GCC to ORD flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

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*Available to One Key members.