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Check availability on Chicago Luxury Hotels

Tonight
19 Sept - 20 Sept
Tomorrow
20 Sept - 21 Sept
Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct

Our top choices for Chicago luxury hotels

1. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
  • The Gwen invites travellers to indulge in city centre Chicago luxury with rooftop terrace and Mediterranean dining experiences.
Rp10.281.882
Rp12.752.375 total
includes taxes & fees
25 Sept - 26 Sept
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

2. Pendry Chicago

Pendry Chicago
Downtown Chicago
  • Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
Rp7.724.730
Rp9.913.607 total
includes taxes & fees
4 Oct - 5 Oct
Pendry Chicago

3. Viceroy Chicago

Viceroy Chicago
Downtown Chicago
  • Luxurious retreat in city centre Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
Rp8.474.473
Rp10.663.269 total
includes taxes & fees
5 Oct - 6 Oct
Viceroy Chicago

4. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
Rp6.783.556
Rp8.698.396 total
includes taxes & fees
3 Oct - 4 Oct
JW Marriott Chicago

5. Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
Rp7.298.538
Rp9.310.659 total
includes taxes & fees
16 Oct - 17 Oct
Renaissance Chicago Downtown Hotel

6. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
Rp5.931.172
Rp7.684.999 total
includes taxes & fees
26 Sept - 27 Sept
Hyatt Regency Chicago

7. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
  • Art deco elegance and city views blend at this city centre Chicago hotel near Michigan Avenue.
Rp6.730.282
Rp8.529.578 total
includes taxes & fees
4 Oct - 5 Oct
Sofitel Chicago Magnificent Mile

8. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
  • Riverside luxury with stellar Chicago Theatre views awaits at this city centre hotel.
Rp6.517.186
Rp8.381.711 total
includes taxes & fees
16 Oct - 17 Oct
The Westin Chicago River North

9. Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection
Downtown Chicago
Rp6.019.962
Rp7.157.133 total
includes taxes & fees
27 Sept - 28 Sept
Hotel EMC2, Autograph Collection

10. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
Rp6.019.962
Rp7.678.510 total
includes taxes & fees
18 Oct - 19 Oct
The Hoxton, Chicago
View all properties

Find out more about Chicago

Chicago (and vicinity)and its attractions for luxury travelers

For discerning travellers seeking luxury in the greater Chicago area, the vibrant neighbourhood of the Gold Coast is a standout. Here, you'll discover the historic Astor Street with its stunning brownstones and nearby the renowned Oak Street Beach, perfect for a leisurely stroll or a sun-soaked day by Lake Michigan. Don't miss the Art Institute of Chicago, home to an impressive collection of Impressionist and Post-Impressionist masterpieces, offering an enriching cultural experience. For a taste of sophistication, indulge in a meal at Alinea, one of the world's top restaurants, where culinary artistry meets exquisite flavours. The Chicago Riverwalk presents a scenic escape with upscale dining options along the water, ideal for a leisurely afternoon or an evening cocktail. Staying in the Gold Coast, you can enjoy luxury hotels with world-class amenities, attentive service, and easy access to explore the city's vibrant arts scene and shopping on the Magnificent Mile. After a day of culture and cuisine, retreat to your hotel for a pampering spa experience or a nightcap at the rooftop bar, soaking in stunning skyline views.

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Cons: Bathroom was a bit outdated. Tub difficult to get in and out of. Elevators are tiny. Pros: Friendly staff, easy to check in and out, valet parking easy to use, great breakfast buffet, used a second party vendor and had no complications, decent price, nice ambience, food hours went well beyond the norm, soft comfy beds-pillows-blankets."
Christy 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Outstanding experience in will plan to return every time im in Chicago"
JaNisa 2-night trip
Posted 1 hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good
"It was good for what we needed, there was a leak in the room but the problem was quickly addressed."
Samantha 3-night trip
Posted 4 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good
"There were a couple of things about this hotel that threw me for a loop (no in room coffee machine -- but plenty of coffee at the bar with choice of skim, half and half and cream; you first encounter the bar versus the registration area), but I would definitely stay here again, and for that I compliment the staff. Fatima greeted us at check in and immediately noticed my daughter had mobility issues and offered to change our room for an accessible one. Since this was my first overnight trip with my daughter I hadn't even thought of that! I appreciated that she saw a way to make our stay better and made it happen. Fatima also always had a smile on her face when we saw her and was always ready to answer any question. I didn't get the name of the doorman we interacted with the most (but I did get a photo with him!), which I regret. He was an older many who worked day shift and he touched my heart when he stayed by my daughter while I went to get our car from the parking garage. He didn't have to do that. The people definitely made this staff wonderful!"
Mary Louise 1-night trip
Posted 2 days ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Chicago?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O'Hare International Airport (ORD) Airport, and then treat yourself to a stay at one of 42 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Soldier Field and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Chicago?
L7 Chicago by LOTTE is a luxury hotel with in-room massages and valet parking, and it's a popular choice for Expedia travellers looking for an elegant place to stay. The Godfrey Hotel Chicago and InterContinental Chicago Magnificent Mile by IHG are other upscale choices for your trip.
How many luxury hotels are there in Chicago?
Lie in the lap of luxury during your getaway to Chicago in one of Expedia's 42 luxury hotels.
When can I expect good weather in Chicago?
Planning for the weather is a good way to make your trip to Chicago relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Soldier Field, Navy Pier and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Six Flags Great America and Michigan Avenue.
How can I get around Chicago?
It's easier to get around town comfortably when you know your options. You can take advantage of metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.

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