Magnificent Chicago

March 30 – April 2, 2026

 

Get ready for an unforgettable four-day, three-night getaway to the Windy City! From rich music history and world-class architecture to iconic shopping and vibrant cultural experiences, “Magnificent Chicago” is the perfect mix of sightseeing, history, music, and fun.

 

 

Trip Highlights

• Tour Chess Records – Walk the halls where legends like Muddy Waters, Etta James, and the Rolling Stones recorded their hits.

   

• Chicago City Highlight Tour – See the best of Chicago with a guided city tour.

   

• Chicago Cultural Center – Explore this stunning landmark featuring the world’s largest Tiffany stained glass dome.

   

• Free Time at Navy Pier – Shop, dine, or simply take in the lakeside views.

   

• Chicago History Museum – Dive into the city’s fascinating past and cultural impact.

   

• Chicago Architecture Cruise – View iconic skyscrapers and landmarks from the scenic Chicago River.

   

• Shop the Magnificent Mile – Find everything from luxury brands to unique Chicago treasures.

   

•  Dinner & Music at Buddy Guy’s Legends – Savor Cajun soul food and live blues in the world’s premier blues club.

 

 

Itinerary

Day 1 – Monday, March 30

• Depart for Chicago

   

• Check into your Chicago hotel for a three-night stay

Day 2 – Tuesday, March 31

• Guided City Highlight Tour

   

• Tour Chess Records

   

• Visit the Chicago Cultural Center

   

• Free time and dinner on your own at Navy Pier (B)

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Day 3 – Wednesday, April 1

• Explore the Chicago History Museum

   

• Included lunch at a local restaurant

   

• Chicago Architecture Cruise along the river

   

• Free time to shop the Magnificent Mile

   

• Dinner & live blues at Buddy Guy’s Legends (B, L, D)

 

Day 4 – Thursday, April 2

• Enjoy breakfast before returning home with great memories of your Chicago adventure. (B)

   

What’s Included

• 3 nights lodging in Chicago

   

• 3 breakfasts, 1 lunch, 2 dinners

   

• Admission to all listed attractions

• Comfortable motorcoach transportation

 

 

 

 

Timi's Tours offers Travel Protection through Trip Mate. The Pre-Existing Medical Condition Exclusion Waiver is available if Travel Protection is purchased at the same time you make your Timi's Tours deposit (or within 15 days). For questions about coverage please call our office.

 

Travel Insurance price per person:

Single: $170.93

Double: $143.87

Triple: $134.85

Quad: $125.83