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North America tours
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September 2026 tours
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Tours and Trip Packages to Chicago in September 2026

Traveling to Chicago in September 2026? We offer 25+ tours, trips and vacation packages to Chicago in September 2026. Our Chicago in September 2026 tour packages and trips have 100+ customer reviews. All the Chicago September 2026 tour packages and trips are carried out by hand-picked, qualified local and international Chicago tour operators.

Activities include

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Physical Rating

relaxed
easy

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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

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Explorer

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Duration

7 days23 days

Day Tour
Multiday Tour

1 Trip in Chicago during September 2026

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Price

USD 1,366USD 5,260

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Chicago To L.a - September 2026

Chicago to L.A - September 2026

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Best price guaranteed

Dreaming of the great American road trip? “Chicago to L.A” is an 11-day tour that captures the spirit of cross-country adventure, guiding you from the urban buzz of Chicago to the sun-drenched coast of Los Angeles. Journey through Yellowstone’s geothermal wonders, marvel at Mount Rushmore, and discover the surreal beauty of Bryce Canyon. Downtown Chicago’s famed architecture, Salt Lake City’s Temple Square, and a host of other iconic stops round out the itinerary. Perfect for families, young adults, and seniors, this easy tour balances city sightseeing with natural marvels, all in the comfort of a guided group. The unique selling point: The chance to experience the breadth of the USA’s landscapes and landmarks, all in one seamless, unforgettable trip package.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

13-99 yrs

Operated in

english

Destinations

Los Angeles, Chicago, Las Vegas

Los Angeles, Chicago, Las Vegas, Sioux Falls, Rapid City, Cody, Yellowstone National Park, Salt Lake City, Bryce Canyon, Flagstaff

Duration11 days

Upcoming Departures

Sep 09

10+ seats remaining

Sep 30

10+ seats remaining