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2-Day Road Trip from Dallas to Chicago

2-Day Road Trip from Dallas to Chicago Itinerary

Last updated: 2024 Jun 14

Exploring Dallas Gems

Morning
Start your day with a visit to the George W. Bush Presidential Library and Museum. This museum offers a comprehensive look at the presidency of George W. Bush and includes fascinating exhibits on critical events during his tenure. It's an excellent way to understand more about American history and politics. For breakfast, head over to Ellen's, known for its delicious Southern comfort food and hearty breakfast options.
Afternoon
In the afternoon, explore the Dallas Arts District, one of the largest urban arts districts in the United States. The district is home to several museums and performance venues. Don't miss the Nasher Sculpture Center, which houses an impressive collection of modern and contemporary sculptures. For lunch, dine at Pecan Lodge, a highly-rated BBQ joint famous for its mouth-watering brisket and ribs.
Evening
Conclude your day with a visit to the iconic Reunion Tower GeO-Deck. The observation deck offers stunning panoramic views of Dallas' skyline, especially beautiful at sunset. For dinner, make your way to Uchi Dallas, where you can enjoy innovative Japanese cuisine in a chic setting.
Bedtime
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Chicago Highlights

Morning
Begin your day in Chicago with a visit to Millennium Park. This park is home to some of Chicago's most famous landmarks, including Cloud Gate (The Bean) and Crown Fountain. It's a great place for a morning stroll and some iconic photo opportunities. Grab breakfast at Lou Malnati's Pizzeria, known for its deep-dish pizza that is quintessentially Chicago.
Afternoon
In the afternoon, head over to the renowned Art Institute of Chicago. This world-class museum boasts an extensive collection of art from around the globe, including famous works like Grant Wood's 'American Gothic' and Georges Seurat's 'A Sunday on La Grande Jatte.' For lunch, try out Girl & The Goat, offering inventive small plates that have made it one of Chicago's top dining destinations.
Evening
Spend your evening at the lively Chicago Riverwalk, where you can enjoy scenic views along the river as well as various dining options and entertainment spots. For dinner, visit The Purple Pig, known for its Mediterranean-inspired dishes and vibrant atmosphere.
Bedtime
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