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Chicago

Highlights

  • 3 night stay at the Millennium Knickerbocker

  • Guided Chicago City Tour

  • Broadway Show

  • Chicago River Architectural Tour

  • Millennium Park & Cloud Gate

  • Art Institute of Chicago

  • Willis Tower Sky Deck Panoramic Views

  • Immersive Flyover Chicago Attraction

  • Navy Pier Attractions

  • Lake Michigan Dinner Cruise

  • Unique Chicago Food

  • Frank Lloyd Wright Home & Studio

 

 

PER PERSON PRICING

Iowa, Minnesota, Indiana

& Chicago Area Departures

July 13 - 16

Double Occupancy

$1,990

Single Occupancy

$2,265

Triple/Quad Occupancy

$1,765

 

 

Includes

  • Luxury motorcoach transportation

  • Lodging as listed on itinerary

  • Luggage handling for one (1) suitcase per person, if available

  • Tickets/admissions to listed attractions (Unless listed as "Optional" or "On your own")

  • Gratuities for local guides

  • Meals as listed on itinerary

  • Guidance of a professional tour manager

 

Activity Level - 2

Average physical activity with some stairs, standing, and short distance walking.

July 13

* Take advantage of convenient departure options in INDIANA, ILLINOIS, IOWA, or MINNESOTA as we make our way to Downtown Chicago.
* Admire the vibrant "Windy City" sights and sounds on our Lake Michigan dinner cruise.
* For the duration of our trip, we will be overnighting at the Millennium Knickerbocker Hotel in Chicago.

D

July 14

* A guided city tour will start our day, showcasing Chicago’s unique blending of an energetic city vibe with the natural beauty of its parks and lakefront.
* No visit to Chicago would be complete without a visit to Millennium Park & Cloud Gate ("The Bean").
* Dine at Giordano’s, a classic Chicago experience known for its deep-dish pizza.
* Our visit to the Willis Tower Skydeck (formerly the Sears Tower) offers one of the highest views in the U.S., with a 360-degree panorama spanning four states.
* Take in sights along Chicago's Riverwalk. Then, enjoy dinner on your own before a Broadway performance (TBD).

B, L

July 15

* Relax on our guided river architectural tour, taking in iconic buildings both old and new. See why Chicago is known as the birthplace of modern architecture and how its skyline has evolved over time.
* Two large bronze lions welcome us to the Art Institute of Chicago, one of the oldest and largest museums in the U.S.
* "Holy Cow!" (a famous Harry Caray catchphrase), our lunch stop at Harry Caray’s Restaurant is sure to be a treat!
* A truly unique and immersive experience filled with Chicago’s most notable sights, sounds, and skyline views awaits us at the Flyover Chicago attraction.
* Enjoy free time on Navy Pier, offering a wide range of activities for you, and enjoy dinner on your own.

B, L

July 16

* This morning, we'll travel to the home and studio of Frank Lloyd Wright, who many consider to be our country's greatest architect, for a guided tour.
* After lunch on your own at Portillo's, a Legacy traveler favorite, we start our journey home with wonderful memories and photos to share with family and friends.

B

B=Breakfast, L=Lunch, D=Dinner

Below is a list of pick-up points available on this tour.

Below is a list of pick-up points available on this tour.

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Name Address
IA-Coralville Coral Ridge Mall - 1451 Coral Ridge Ave
IA-Decorah Legacy Tour & Travel office - 703 Dudley St
IA-Newton Hawkeye Stages - 300 E 17th St S
IA-Waterloo Hawkeye Stages - 3315 Titan Trail
IL-Alsip DoubleTree Hotel - 5000 W 127th St
IL-Chicago Area At Home PickUp - for those that qualify
IL-Rockford WalMart Super Center - 7219 Walton St
IN-Metro Chicago Home PickUp - Lake,Porter,LaPorte counties
IN-Mishawaka Legacy T&T office - 620 W Edison Rd
MN-Byron Legacy Travel Office - 1153 Tompkins Dr NE

Please select the number of passengers that will be travelling

From Price Book Now Call Back Telephone Favorites
Jul 13 2026 $1,990.00 Loading
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