3-Night Golf and City Exploration Trip from Denver to Chicago

Day 1: Denver to Omaha Golf

Denver, Colorado to Omaha, Nebraska on May 23, 2025

7:30am

Breakfast at Snooze, an A.M. Eatery

Enjoy a hearty breakfast featuring creative pancakes and omelettes to fuel up for the travel and golf day ahead.
USD20, 1h

8:30am

Drive Denver to Omaha

Begin your 8-hour drive covering approximately 540 miles east towards Omaha, Nebraska.
USD0, 8h

5:30pm

Golf at Deer Creek Golf Club

Play an evening round at Deer Creek Golf Club in Omaha, a well-maintained course offering beautiful landscapes and a challenging game. Tee times available until 6:30pm.
USD70, 2h

8:00pm

Dinner at Block 16

Dine at renowned Block 16, known for innovative sandwiches and farm-to-table cuisine.
USD30, 1h
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Day 2: Omaha to Joliet Golf

Omaha, Nebraska to Joliet, Illinois on May 24, 2025

7:30am

Breakfast at The Waffle House

Have a quick yet delicious breakfast with classic waffles and breakfast staples to start your day.
USD15, 1h

9:00am

Drive Omaha to Joliet

Set out on a 6-hour 360-mile journey heading east towards Joliet, Illinois.
USD0, 6h

3:30pm

Golf at Sanctuary Golf Course

Enjoy a late afternoon golf session at Sanctuary Golf Course, widely praised for its scenic views and excellent facilities. Tee times available until 5pm.
USD60, 2h

6:30pm

Dinner at White Fence Farm

Savor a hearty meal of classic Midwestern dishes including fried chicken at this iconic restaurant known for generous portions.
USD25, 1h
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Day 3: Chicago Exploration

Chicago, Illinois on May 25, 2025

8:00am

Breakfast at Wildberry Pancakes and Cafe

Start your day with an assortment of fresh pancakes, crepes, and coffee in downtown Chicago.
USD20, 1h

9:30am

Visit Millennium Park

Explore iconic Millennium Park, see 'The Bean' sculpture, and enjoy the gardens and public art. Open 6am to 11pm daily.
Free, 1h

11:00am

Architectural River Cruise

Take a 90-minute architectural boat tour on the Chicago River to appreciate the city's famous skyline and rich history.
USD45, 1h30m

1:00pm

Lunch at Giordano's

Try authentic deep-dish Chicago-style pizza, a must-visit specialty.
USD25, 1h

2:30pm

Explore The Art Institute of Chicago

Visit one of the oldest and largest art museums in the US, with masterpieces from all over the world. Open 10am-5pm.
USD25, 2h

5:00pm

Walk along Navy Pier

Enjoy the lakeside views, shops, and rides at Navy Pier, which closes at 10pm.
Free, 1h

7:00pm

Dinner at The Signature Room at the 95th

Dine with spectacular views from the John Hancock Center, offering upscale American cuisine.
USD50, 1h30m
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