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Chicago Weekend Getaway with Mom Itinerary
Last updated: 2024 Jun 14Iconic Chicago Sights and River Cruise
Morning
Start your day with a classic breakfast at Lou Mitchell's, a historic diner. Afterward, take a leisurely walk to soak in the city vibes at the Route 66 Sign and then head to The Bean in Millennium Park for some iconic photos with your mom.
Afternoon
For lunch, enjoy a casual meal at Pequod's Pizza, known for its delicious deep-dish pizza. Afterward, spend the afternoon at Navy Pier, exploring the shops and taking in the views. Then, embark on the Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's stunning architecture.
Evening
In the evening, have a unique experience at the Green Mill, a historic jazz club. Enjoy the live music and vibrant atmosphere with your mom.
Bedtime
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4.90Route 66 Sign
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4.90Route 66 Sign
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4.61The Bean
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4.61The Bean
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Comedy and Magic in the Windy City
Morning
Start your day with a leisurely brunch at The Purple Pig, known for its Mediterranean-inspired dishes.
Afternoon
After brunch, take a stroll around the city and enjoy the bustling streets. For a late afternoon snack, stop by Xoco for some delicious Mexican cuisine.
Evening
In the evening, immerse yourself in the world of comedy at the Second City Comedy Club. Laugh the night away with a stellar performance. After the show, end your trip on a magical note at the Magic Lounge, where you can enjoy a unique blend of magic and cocktails.
Bedtime
Find amazing hotels in Chicago.
4.71Second City Comedy Club
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4.71Second City Comedy Club
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4.71Magic Lounge
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4.71Magic Lounge
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