The Perfect Solo Weekend in ChicagoAfter solo traveling Chicago, I can confidently say it’s one of the best (if not THE best) city in the USA for a solo trip. But whether you’re going alone, or with someone, here’s what you’ll want to do during your 48 hours in the city. Authorssolowithsav
DestinationsChicagoItinerary

Day 1

Virgin Hotels Chicago
My pick for where to stay in Chicago because it’s walkable to all the main attractions, close to public transportation, in a safe area, and has multiple restaurants on property!
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Riverwalk
In my opinion, the most beautiful part of the city
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Millennium Park
Where you’ll find the iconic “Bean” monument!
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Grant Park
Beautiful park along Lake Michigan, also located in the heart of the city.
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Navy Pier
Whether you’re going on the ferris wheel or just walking around, this is an iconic Chicago spot to check out!
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Giordano's
If you want to try the famous Deep-Dish Chicago pizza, this is the spot to do it!
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Day 2

Good Ambler
A super cute, trendy cafe in the cool neighborhood of West Loop
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Lakefront Trail
A great place for a casual walk along the stunning Lake Michigan!
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Chicago Architecture River Cruise
My favorite activity to do on a trip to Chicago!
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Time Out Market Chicago
A great spot for lunch located in the trendy neighborhood of West Loop
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Willis Tower
A trip to the city isn’t complete until you’ve been to the top of the Willis Tower!
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Miss Ricky's
The delicious restaurant on property at Virgin Hotels Chicago
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Cindy's Rooftop
If you want a cool, trendy rooftop bar/restaurant this is the place to go!
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Day 3

Kapéj Coffee Roasters
Quaint coffee shop in Lincoln Park
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Lincoln Park
A gorgeous park with stunning skyline views, also close to the Old Town part of Chicago. If you like zoos there is also a free zoo in the area!
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North Avenue Beach
The best skyline views in the city! There is also a beach here perfect for summer months.
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