Chicago: The Ultimate 3-Day Weekend Getaway Guide Day 1 & 2

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Published May 26, 2026

3 days in Chicago & I think I’m in love ?✨ From skyline views to the deep‑dish, here’s everything we did (and a few tips if you’re planning a trip!):⁣ ⁣ 1.?Brunch at Beatrix – fresh food and good service, perfect weekend start. Tip: book ahead, it fills up fast!⁣ ⁣ 2. Strolled the Magnificent Mile – shopping, historic buildings & a Garrett Popcorn stop (didn’t film but it was so good )⁣ ?️ ⁣ 3. Chicago Riverwalk – cutest skyline views for photos. Many restaurants & bars along the river to stop and rest.⁣ ?️ ⁣ 4. “The Bean” in Millennium Park – touristy? Yes. Worth it? Absolutely. Go early for no crowds.⁣ ⁣ 5. Architecture River Cruise – history + gorgeous views = a must. Perk: there are drinks and snacks served on the boat for purchase!⁣ ? ⁣ 6. Giordano’s deep dish – cheesy, saucy perfection. FYI if you are in a rush, Order ASAP, it takes ~45 min to bake. ⁣? ⁣ Chicago, you have my heart, Save and follow for more 3-day Itineraries ?

Category: Romance Tourism Vlogs

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Chicago: The Ultimate 3-Day Weekend Getaway Guide Day 1 & 2

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