Chicago April 2026 Tours and Trip packages

Traveling to Chicago in April 2026? We offer 15+ tours, trips and vacation packages to Chicago in April 2026. Our Chicago in April 2026 tour packages and trips have 100+ customer reviews. All the Chicago April 2026 tour packages and trips are carried out by hand-picked, qualified local and international Chicago tour operators.

Duration

7 days23 days

Day Tour
Multiday Tour

Tour Types

Group tours
Independent tours
Small group tours

Activities

City sightseeing
Cultural, religious and historic sites
Sightseeing Tours
Explorer

Physical Rating

relaxed
easy

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.

Guide Types

Guided Tours
Self Guided Tours

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Plan a multi-country or regional adventure across Chicago in April 2026, with help from a local expert.

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Start & End Location

Price

USD 1,366USD 6,915

Budget Tours
Luxury Tours

1 Trip in Chicago during April 2026

Route 66 From Chicago to LA - 12 days - April 2026

No booking fees

Best price guaranteed

Hit the open road on a westbound adventure along Route 66, from the skyscrapers of Chicago to the sun-soaked shores of Santa Monica. This 12 day tour isn’t just about the miles - it’s about the stories behind every roadside diner, neon sign, and quirky small town. Walk in Lincoln’s footsteps in Springfield, explore the depths of Meramec Caverns, stand beneath the Gateway Arch, and snap a photo at the Cadillac Ranch. From blue whales in Oklahoma to wild burros in Oatman, this is classic Americana at its most vivid. With iconic sights, local eats, and a deep dive into the soul of the Mother Road, it’s a one-of-a-kind road trip through the heart of the USA.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Los Angeles, Chicago, San Bernar

Los Angeles, Chicago, San Bernardino, Santa Monica, Springfield, St Louis, Tulsa, Oklahoma City, Amarillo, Albuquerque, Flagstaff

Duration12 days

View Tour

Upcoming Departures

Apr 18

10+ seats remaining

May 30

10+ seats remaining

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

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Tours and Trip Packages to Chicago in April 2026

Get a customized trip to Chicago in April 2026

1 Trip in Chicago during April 2026

1 Trip in Chicago during April 2026

Route 66 From Chicago to LA - 12 days - April 2026