Search cheap flights from Chicago to Gillette in the next 3 months. Based on Trip.com's latest 7-day data, one-way fares start at MYR 1,190, and round-trip tickets start at MYR 2,866.

Displayed flight fares from Chicago to Gillette are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Chicago to Gillette Flight Details

The distance between Chicago and Gillette is about 1,475.89 km. Based on Trip.com's latest data, travel demand is highest in July. The off-season for travel is November.

Cheapest one-way flight priceMYR 1,190
Cheapest return ticket priceMYR 2,866
Cheapest monthNovember
Peak season for travelJuly
Flight distance1,475.89 km

When is the cheapest time to book flights from Chicago to Gillette?

The cheapest time to fly from Chicago to Gillette: Dec 14 to Dec 21 — one-way prices start at MYR 1,189.

Cheapest flights
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  • 714
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  • 2128
  • Jan

    284
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  • 1825
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    251
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  • Mar

    221
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • What are the cheapest flights from Chicago to Gillette (CHI-GCC)?

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as MYR 1,190 on Cheapest nonstop routes (e.g. MDW to GCC on Mon, Dec 15), while American Airlines offers Cheapest nonstop round-trips from MYR 2,866 departing on Sat, Jan 3 and returning on Sun, Jan 4.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Gillette is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Chicago to Gillette, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Mon, Dec 15, with one-way flights priced at just MYR 1,190.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Frontier Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Gillette travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to Gillette is November, when demand for travel is lower.
  • After crunching the numbers on our December flight calendar, it's currently cheapest to fly from Chicago to Gillette on December 22, 2025 with United Airlines, with prices starting at MYR 3,017.
  • The time difference between Gillette and Chicago is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.