Discover upscale places to visit in Chicago in this travel guide. You will be wowed by Chicago's luxe & upscale offerings from restaurants to retail.

Luxe lives in Chicago but it doesn't come cheap. So get out your plastic and be ready to be wowed by the city's upscale offerings.

DAY 1: Shop "The Mile," Fly High Like a VIP & Take a Bespoke Tour

Chicago Helicopter ToursDiscover upscale places to visit in Chicago in this travel guide. You will be wowed by Chicago's luxe & upscale offerings from restaurants to retail.


❏ Have an indulgent breakfast at Travelle on the second floor of The Langham, Chicago.

❏ Walk off those calories on a shopping excursion to the upscale malls and designer boutiques on The Magnificent Mile along Michigan Avenue, Oak and Rush streets.

❏ Take a luxury tour with Bespoke Experiences. Whether you seek high class or low-brow, skyscrapers or underground, snowy winters or sunny summers, they'll utilize their resources, network and skills to engage and entice your private small group during your custom excursion.


❏ Have the quail with trahana and porcini stuffing at The Purple Pig.

❏ Then marvel at the city while flying above it during a private helicopter tour with Chicago Helicopter Experience or Vertiport Chicago.


❏ Set aside about three hours to dine at Alinea (purchase your tickets in advance) where each course borders on a magical work of art.

❏ Top your lavish evening off with a nightcap at The Aviary.

❏ Then get some much-needed rest at The Langham, Chicago in the Infinity Suite.


DAY 2: Fine Arts and Fine Steaks

Lyric Opera of Chicago


❏ Craft your own trip with Noble Private Art Tours. At galleries such as R.S. Johnson Fine ArtRichard Gray Gallery and Joel Oppenheimer, Inc. you may be able to purchase some Audubon prints or David Hockney and Roy Lichtenstein works.


❏ Rest up for dinner with a spa treatment at the Allyu Spa where the menu includes chakra balancing and sauna therapy.


❏ See a performance at The Harris Theater for Music and Dance or Lyric Opera of Chicago.

❏ Relish a late dinner at RPM Steak.


DAY 3: High Fashions, Bargain Prices

Fashion Outlets of Chicago


❏ Rent a luxury vehicle with Windy City Limousine or M&M Limousine and spend the day at Fashion Outlets of Chicago.


❏ Have dinner at Intro where guest chefs create upscale tasting menus.


Plus... 6 Luxe Hotel Spas

Chuan Spa The Langham

  1. The Peninsula's Uplifting Mint Experience is about upscale warmth.
  2. Four Seasons Spa's Bamboo Massage stimulates your body with sticks.
  3. The Spa at the Trump uses gemstones - diamonds, emeralds, rubies and sapphires - to balance chakras.
  4. JW Marriott's Spa at JW offers a variety of therapies including couples massages.
  5. Enjoy holistic work at Langham's Chuan Spa.
  6. The Waldorf Astoria Spa & Health Club offers extensive services such as the five-hour Restore Package, which includes a massage, facial, pedicure and lunch.


Plus... 6 Posh Hotel Suites


Chicago's foremost hotels offer attention to detail and five-star service you have to see to believe.

  1. The 3,160-square-foot Presidential Suite at the Waldorf Astoria Chicago has two terraces overlooking the Gold Coast, a fully equipped kitchen, stocked pantry, dining room and living room with a fireplace.
  2. The Ritz-Carlton Chicago neighbors superb shopping on The Magnificent Mile and offers on-site yoga, Pilates and water aerobics, along with children's bathrobes, a spa, sauna and steam room.
  3. Sunset views, a wet bar and dual-head shower come standard with Park Hyatt Chicago's fur- and leather-trimmed Bottega Veneta Suite.
  4. The Peninsula Chicago's Peninsula Suite claims its own wing, a living room, dining room (which can seat 10), a wraparound terrace facing Lake Michigan and even a baby grand piano.
  5. For jaw-dropping vistas, Trump International Hotel & Tower Chicago suites have 10-foot floor-to-ceiling windows, a fireplace, and one-, two- and three-bedroom accommodations.
  6. InterContinental Chicago's two-story Presidential Suite is more like a home than a hotel room. The 1,700-square-foot space includes a media lounge, library, dining and living room and full kitchen.


Related Listings

The Magnificent Mile® Association
625 N. Michigan Ave., Ste. 401
Chicago, IL 60611
(312) 642-3570

The Spa at Trump®
401 N. Wabash Ave.
Chicago, IL 60611
(312) 588-8020

Waldorf Astoria Chicago
11 E. Walton St.
Chicago, IL 60611
(312) 646-1300

InterContinental Chicago Magnificent Mile
505 N. Michigan Ave.
Chicago, IL 60611
(312) 944-4100

The Peninsula Chicago
108 E. Superior St.
Chicago, IL 60611
(312) 337-2888

Trump International Hotel & Tower Chicago
401 N. Wabash Ave.
Chicago, IL 60611
(312) 588-8000

The Langham, Chicago
330 N. Wabash Ave.
Chicago, IL 60611
(312) 923-9988

Chicago Helicopter Experience
2420 S. Halsted St.
Chicago, IL 60608
(855) 414-8687

Noble Private Art Tours
1824 N. Sedgwick St.
Chicago, IL 60614
(773) 680-7823

RPM Steak
66 W. Kinzie St.
Chicago, IL 60654
(312) 284-4990

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M&M Limousine
233 S. Wacker Drive
Chicago, IL 60606
(312) 254-9909

Windy City Limousine
2801 S. 25th Avenue
Broadview, IL 60155
(847) 916-9300

The Harris Theater for Music and Dance
205 E. Randolph Dr.
Chicago, IL 60601
(312) 334-2400

Four Seasons Hotel Chicago
120 E. Delaware Pl.
Chicago, IL 60611
(312) 280-8800

Park Hyatt Chicago
800 N. Michigan Ave.
Chicago, IL 60611
(312) 335-1234

The Ritz-Carlton, Chicago
160 E. Pearson St.
Chicago, IL 60611
(312) 266-1000

JW Marriott Chicago
151 W. Adams St.
Chicago, IL 60603
(312) 660-8200

Fashion Outlets of Chicago
5220 Fashion Outlet Way
Rosemont, IL 60018
(847) 928-7500

Villa D' Citta
2230 N. Halsted St.
Chicago, IL 60614
(312) 771-0696

Travelle Kitchen + Bar at The Langham
330 N. Wabash Ave.
Chicago, IL 60611
(312) 923-7705

Lyric Opera of Chicago
20 N. Wacker Dr., Ste. 860
Chicago, IL 60606
(312) 827-5600

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