
WELCOME TO CHICAGO
"WINDY CITY"
Get ready for an unforgettable adventure on our bus tour from Winnipeg to Chicago! Travel in comfort as we take you across the prairies and into the heart of the Windy City. Enjoy scenic views along the way while we handle all the driving—so you can sit back, relax, and enjoy the journey.
Once in Chicago, explore iconic landmarks like Millennium Park, the Magnificent Mile, and the Navy Pier. Indulge in world-class shopping, sample famous deep-dish pizza, or take in the stunning architecture along the Chicago River. The tour is designed for maximum fun and minimal stress, making it perfect for singles, families, or groups of friends.
JUNE 18 to JUNE 22, 2026
5 Days / 4 Nights
( All Excursions Included)
Your ticket includes comfortable bus transportation, luggage handling, Hotel Accommodations, daily breakfast and planned excursions. Make memories, see the sights, and experience the excitement of one of North America’s most vibrant cities!

NAVY PIER
Navy Pier is a popular waterfront destination located on Lake Michigan in Chicago, Illinois. Known for its lively atmosphere, it features attractions such as the Centennial Wheel, boat cruises, museums, shops, restaurants, and seasonal events.

RIVER CRUISE
A Chicago River Cruise offers a unique way to experience the city’s iconic architecture and vibrant skyline from the water. Travelers can glide along the Chicago River while learning about the history, design, and stories behind the city’s famous buildings.

FEDS MONEY MUSEUM
The “Fed’s Money Museum” usually refers to the Money Museum at a Federal Reserve Bank—a public museum run by one of the regional Federal Reserve Banks in the United States that teaches visitors about money, the economy, and the role of the Federal Reserve.

THE BEAN
The sculpture is made of highly polished stainless steel and shaped like a giant, reflective kidney bean. Its smooth surface mirrors the city skyline, clouds, and visitors, creating striking photo opportunities.
Size: It’s about 33 feet high, 66 feet long, and 42 feet wide, weighing over 110 tons.

360 CHICAGO
360 Chicago is an observation deck located on the 94th floor of the John Hancock Center in downtown Chicago, offering breathtaking panoramic views of the city, Lake Michigan, and the surrounding region. Height & Views: At 1,000 feet above ground, it provides 360-degree vistas, making it one of the best spots to see Chicago’s skyline.
Choose Group Pricing
4
Quad Occupancy
(PER ROOM)
June 18 - 22, 2026
(5 Days / 4 Nights)
Winnipeg, MB to Chicago, IL
Package Includes
Bus Transportation
On-Board Entertainment
Hotel Accommodations
Daily Breakfast
All Excursions
Pick-up / Drop-Off
Adult - $1223.43 PP+GST
(DEADLINE: ) MAY 1, 2026
3
Triple Occupancy
(PER ROOM)
June 18 - 22, 2026
(5 Days / 4 Nights)
Winnipeg, MB to Chicago, IL
Package Includes
Bus Transportation
On-Board Entertainment
Hotel Accommodations
Daily Breakfast
All Excursions
Pick-up / Drop-Off
Adult - $1368.43 PP+GST
(DEADLINE: ) MAY 1, 2026
2
Double Occupancy
(PER ROOM)
June 18 - 22, 2026
(5 Days / 4 Nights)
Winnipeg, MB to Chicago, IL
Package Includes
Bus Transportation
On-Board Entertainment
Hotel Accommodations
Daily Breakfast
All Excursions
Pick-up / Drop-Off
King Bed - $1583.43 PP+GST
2 Queen Bed - $1617.43 PP+GST
(DEADLINE: ) MAY 1, 2026
1
Single Occupancy
(PER ROOM)
June 18 - 22, 2026
(5 Days / 4 Nights)
Winnipeg, MB to Chicago, IL
Package Includes
Bus Transportation
On-Board Entertainment
Hotel Accommodations
Daily Breakfast
All Excursions
Pick-up / Drop-Off
King Bed - $2447.43 PP+GST
2 Queen Bed - $2484.43 PP+GST
(DEADLINE: ) MAY 1, 2026
K
Kids Rate
(Price will vary per age)
June 18 - 22, 2026
(5 Days / 4 Nights)
Winnipeg, MB to Chicago, IL
Package Includes
Bus Transportation
On-Board Entertainment
Hotel Accommodations
Daily Breakfast
All Excursions
Pick-up / Drop-Off
Starting - $717.93 PP+GST
(DEADLINE: ) MAY 1, 2026
HAMPTON INN & SUITES
Enjoy your stay with our partners
In the Illinois Medical District, just a 10-minute drive from downtown Chicago. Located across the street from Rush University and a mile from the United Center. The WNDR Museum is under two miles away. Enjoy the indoor pool, 24-hour fitness center, and a free hot breakfast during your stay.














