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Planning your Luxury Weekend in Chicago

Planning your Luxury Weekend in Chicago


A luxury weekend is always best spent somewhere that’s a true melting pot of cultures and experiences. A city like Chicago that not only has a taste for different cuisines but also great music makes it the perfect weekend or week-long getaway. With an abundance of museums, theatres and art galleries to choose from, it’s hard to know what to put on the itinerary first.

Shopping on the Magnificent Mile

Photo courtesy: Flickr

The Magnificent Mile is the place to go in Chicago if you’re looking for a bit of retail therapy and indulgence in one of this city’s most fashionable areas. The four-level shopping center known as The Shops at Northbridge exhibits a flagship Nordstrom and over 50 of the world’s biggest brands, which includes: BOSS Hugo Boss, Stuart Weitzman, Louis Vuitton, The Art of Shaving, Swatch and Lucky Brand.

There are 20 restaurants located in their center, perfect regardless if you’re looking for a light brunch or an all-out dinner occasion. Seafood, Asian traditional American and more are available depending on what you fancy.

Elysian Spa and Health Club

Photo courtesy: Waldorf Astoria Chicago

The Elysian Spa, or the Waldorf Astoria Chicago Spa & Health Club, is situated in a place of luxury: just above the open air courtyard of the Waldorf Astoria Chicago Hotel. An oasis of calm among the city, it comes with an array of facilities and treatments with staff who are devoted to improving your wellbeing.

This feeling of calm might also be down to its spaciousness. At 14,000ft, this spa is filled with saunas, steam rooms and whirlpools, 12 treatment rooms, hair and nail salons and much more including fitness and Pilates studios.

Fine dining

Photo courtesy: The Signature Room

The Signature Room at the 95th is a multi-award-winning restaurant that is situated on the rooftop of the John Hannon center and provides dreamy, movie-like views of Chicago while you dine. Their menus are pure luxury, with all the champagne and seafood you could wish for.

Alinea is also a luxury foodie’s dream, with modern architecture and modern thinking when it comes to their presentation:“The first floor gallery provides seating for 16 only. A multi-sensory 16-to-18 course menu combines fine dining with experimental moments.“

If waking up early after a night of fine dining and champagne sounds ideal, then you will want to round out your trip with luxurious transportation. Hiring a private jet is a great way to make your trip opulent from start to finish.

Studio Paris Club

No sticky floors or cheap mixers are to be found here: Studio Paris is host to an exclusive cocktail lounge and the feel of a premier, star-studded nightclub. It’s highly sought after in Chicago and boasts top-of-the-range sound systems and high quality audio-visual experiences. It’s had the likes of Avicii, Calvin Harris and Martin Garrix DJ at their club, making it the number one spot for music fans who like a classy drink with their experience. You might even be able to spot a few famous faces at Studio Paris, as it’s not just the locals who want to have a good time here.

You are truly spoiled for choice in The Windy City. Planning your day from start to finish is the best way to get round your must-sees and must-dos. Whether you spend the city break in the spa or making the most of the Magnificent Mile, you might just find yourself returning for more.

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About the author

Carmen Edelson is the Founder of Carmen's Luxury Travel. Carmen has been traveling the world for over a decade. Her travels allow her the opportunity to pursue her itch to travel to the best luxury destinations, and experience those first class tastes from around the world.


  1. Amber
    February 13, 2019 at 3:16 pm

    I have never made it to Chicago, but now you’ve made me want to hop on a plane there! It looks stunning and I need to eat at Alinea! A luxury trip there would be a dream come true!

    • Carmen Edelson
      February 15, 2019 at 1:49 pm

      Aw, I’m so glad to hear that! Thank you.

  2. Lara Dunning
    February 13, 2019 at 11:43 pm

    What a view from The Signature Room! Sounds like they have a great menu too, and I’m all about having a glass or two of champagne.

    • Carmen Edelson
      February 15, 2019 at 1:50 pm

      I am too, Lara!

  3. Jade
    February 14, 2019 at 2:46 am

    Omg this place looks amazing I need to go here…. Amazing post thanks for sharing

    • Carmen Edelson
      February 15, 2019 at 1:50 pm

      You’re very welcome, Jade! Happy to share.

  4. Maggie
    February 14, 2019 at 7:24 pm

    I’ll be honest – I do not like Chicago at all. Haha. But if I ever got to take a luxury trip there, my opinion might change! I actually went to the Signature Room the last time I was there because a friend said it has the best view of the city, and I think she was right! What an amazing place!

    • Carmen Edelson
      February 15, 2019 at 1:52 pm

      Sometimes you need to give a place two or three chances before discovering what you like there! And your friend is right about the views 🙂

  5. Jas
    February 15, 2019 at 11:12 am

    The Elysian Spa sounds absolutely wonderful! So does the Signature Room. I mean, look at those views! Now I totally wish I’d known about these places when I was last in Chicago. Although it definitely was a lot rainier and gloomy when I went as compared to your photos here so now I might just have to revisit!

    • Carmen Edelson
      February 15, 2019 at 1:52 pm

      Now you have a couple reasons to return – hopefully in nicer weather 🙂

  6. Kevin | Caffeinated Excursions
    February 15, 2019 at 4:56 pm

    I love Chicago and your post is making me nostalgic! It’s tough to tackle such a big city with so much to do, and I love how you focus on just a couple of ideas instead of trying to encompass everything. I haven’t heard of the Signature Room before, but it looks really good. I’ll have to keep that in mind for the next time I’m there!
    Kevin | Caffeinated Excursions recently posted…Holbox: Mexico’s Most Stunning Beach You’ve (Probably) Never Heard OfMy Profile

    • Carmen Edelson
      February 19, 2019 at 4:51 pm

      Thank you for this lovely comment, Kevin! I appreciate you taking the time.

  7. Carol Colborn
    February 15, 2019 at 6:20 pm

    A luxury trip to Chicago doesn’t at all sound like a bad idea, even during winter!

    • Carmen Edelson
      February 19, 2019 at 4:51 pm

      As long as you avoid the polar vortex 😉

  8. Whitty
    March 23, 2019 at 6:25 am

    I love staying at the Waldorf. It’s a true luxury property. To die for.

    • Carmen Edelson
      March 23, 2019 at 11:37 pm

      That’s a wonderful property!

  9. Ivana Split
    April 10, 2019 at 12:24 pm

    I’d love to visit Chicago some day. I heard that people there are super friendly.

    • Carmen Edelson
      April 17, 2019 at 2:08 pm

      Yes, you’ve heard correctly!

  10. Shannon Skinner
    April 11, 2019 at 9:58 am

    Amazing suggestions! I can’t wait to visit some day x

    Shannon |

    • Carmen Edelson
      April 17, 2019 at 2:09 pm

      I hope you have fun when you do visit, Shannon!

  11. Charlie Brown
    December 15, 2020 at 8:01 am

    I totally agree with you. Studio Paris with Martin Garrix DJ is a treat to watch!
    Charlie Brown recently posted…DJ Controller vs Mixer – What’s The Main Difference Between Two?My Profile

    • Carmen Edelson
      January 4, 2021 at 4:33 pm

      Thanks for reading, Charlie 🙂

  12. sameedh
    June 24, 2021 at 1:05 pm

    The Signature Room and the Paris Club can surely make a great day and a wonderful evening! Thanks for sharing this article!

    • Carmen Edelson
      June 25, 2021 at 2:36 pm

      Thanks for reading, I love Chicago!

  13. Doroty
    August 23, 2021 at 5:15 pm

    These places look amazing. I really hope I can travel soon.
    Doroty recently posted…The best of Rock and Metal in 8D AudioMy Profile

    • Carmen Edelson
      August 23, 2021 at 11:26 pm

      I hope you can too, Dorothy!

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