10 Best Chicago Multiday Tours in April 2026

Tour Types

Group tours
Small group tours
Independent tours

Physical Rating

relaxed
easy

Activities

City sightseeing
Cultural, religious and historic sites
Sightseeing Tours
Explorer

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

Duration

7 days23 days

Day Tour
Multiday Tour

Price

USD 1,366USD 6,915

Budget Tours
Luxury Tours

Start & End Location

1 Trip in Chicago during April 2026

Get a customized trip to Chicago in April 2026

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

Start planning your Trip

Recommended by

Historic Route 66 - April 2026

Trip customizable

Best price guaranteed

This tour will transport you back in time as you travel down America’s Main Street — Route 66. Begin your journey with a night in the Windy City as you explore the architectural treasures of Chicago. Continue your trip towards Oklahoma City and discover incredible limestone caves and breathtaking memorial bridges enroute. Drive towards the beautiful city of Albuquerque to explore New Mexico's Spanish Colonial past and Native American cultures. Uncover the fascinating art museums of America's oldest capital Sante Fe, revel over the brilliant Redrock Mesas of Petrified Forest National Park and bask in the breathtaking views of the Grand Canyon’s South Rim. Enjoy a full day in Vegas before you head towards the Mojave Desert for Calico Ghost Town, one of the few original mining camps of the Old West. Top your journey off and drive towards the Santa Monica Pier, where you can discover Hollywood landmarks such as the Universal Studios or Anaheim’s Disneyland Park.

Cultural, religious and historic sites

Tour Type

Independent Tour

Accommodation

Resort, Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Yosemite National Park, Albuquer

Yosemite National Park, Albuquerque, Chicago, Holbrook, Williams, Las Vegas, Los Angeles, St. Louis, MI, Springfield, Oklahoma City, Amarillo

Duration16 days

From

USD 1,942

View Tour

Upcoming Departures

Apr 01

10+ seats remaining

Apr 08

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

All Chicago Tours in April 2026

1 Trip in Chicago during April 2026

1 Trip in Chicago during April 2026

Get a customized trip to Chicago in April 2026

Historic Route 66 - April 2026