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$511+ Cheap flights from Gillette (GCC) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
GCC — CHI
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Gillette to Chicago

Cheapest flights from Gillette to Chicago
Explore the most affordable flight options available from Gillette to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:18 pm
GCC
-
ORD
1 stop8h 34m
United Airlines
Sat 2/285:50 pm
ORD
-
GCC
1 stop27h 55m
United Airlines
Deal found 2/2$511
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/181:18 pm
GCC
-
ORD
1 stop8h 35m
United Airlines
Sun 2/228:07 pm
ORD
-
GCC
1 stop17h 34m
United Airlines
Deal found 2/3$550
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/271:17 pm
GCC
-
ORD
1 stop9h 35m
United Airlines
Sun 3/297:00 am
ORD
-
GCC
1 stop11h 18m
United Airlines
Deal found 2/2$596
This United Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:05 am
GCC
-
ORD
1 stop14h 47m
United Airlines
Mon 2/2310:35 am
ORD
-
GCC
1 stop11h 10m
United Airlines
Deal found 2/4$624
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/37:00 am
GCC
-
ORD
2 stops10h 55m
United Airlines
Sat 2/73:35 pm
ORD
-
GCC
2 stops22h 07m
United Airlines
Deal found 2/1$768

Find flight deals from Gillette to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Gillette (GCC) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$511
(United Airlines)
Provider with most accurate pricing for Gillette Campbell County-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gillette Campbell County-Chicago (CHI) flights.
Search Deals
From Gillette Campbell County to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gillette to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Gillette to Chicago that are best for you.

Fly from

Gillette

Fly to

Chicago

Route

Depart

Return

Price

GilletteChicago

GCC - ORD

GCCORD

Gillette Campbell County

Tue 2/24

1:18 pm-10:52 pm

1 stop8h 34m

Chicago O'Hare Intl

Sat 2/28

5:50 pm-8:45 pm

1 stop27h 55m

$511

GilletteChicago

GCC - ORD

GCCORD

Gillette Campbell County

Wed 2/18

1:18 pm-10:53 pm

1 stop8h 35m

Chicago O'Hare Intl

Sun 2/22

8:07 pm-12:41 pm

1 stop17h 34m

$550

GilletteChicago

GCC - ORD

GCCORD

Gillette Campbell County

Fri 3/27

1:17 pm-11:52 pm

1 stop9h 35m

Chicago O'Hare Intl

Sun 3/29

7:00 am-5:18 pm

1 stop11h 18m

$596

GilletteChicago

GCC - ORD

GCCORD

Gillette Campbell County

Thu 2/19

7:05 am-10:52 pm

1 stop14h 47m

Chicago O'Hare Intl

Mon 2/23

10:35 am-8:45 pm

1 stop11h 10m

$624

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Compare providers for flights from Gillette to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Gillette to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Gillette-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Gillette-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Gillette-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Gillette-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Gillette-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Gillette to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Gillette with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Gillette to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Gillette to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Gillette to Chicago?

    Gillette Campbell County (GCC) is the airport you will fly out of if you book a flight from Gillette to Chicago. You should not have trouble finding flights to Chicago from Campbell County; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the Gillette airport to Chicago. It is only a 4.4 mi journey to Campbell County (GCC) from Gillette’s city center.

  • How long is the flight from Gillette to Chicago?

    There are many flights that can get you from Gillette to Chicago in 8h 34m. Fly via United Airlines to get the fastest option. There are 901 mi between Gillette and Chicago.

  • Can I find deals for flights from Gillette to Chicago that include hotel bookings?

    Yes. In addition to deals on Gillette to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Gillette to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Gillette to Chicago.

  • Can I find deals for business class flights from Gillette to Chicago?

    Yes. Cheapflights offers flight deals from Gillette to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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