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Top Chicago Luxury Hotels

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $667 per night
CA $667
CA $783 total
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $642 per night
CA $642
CA $753 total
includes taxes & fees
24 Dec - 25 Dec
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $446 per night
CA $446
CA $524 total
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
521 North Rush Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $235 per night
CA $235
CA $311 total
includes taxes & fees
3 Jan - 4 Jan 2025
Stay at this 4.5-star luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $238 per night
CA $238
CA $321 total
includes taxes & fees
16 Dec - 17 Dec
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the bar and the helpful ...
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $506 per night
CA $506
CA $594 total
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Loews Chicago Hotel

Loews Chicago Hotel

4.5 out of 5
455 North Park Drive, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $223 per night
CA $223
CA $306 total
includes taxes & fees
16 Dec - 17 Dec
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hotel Arista

Hotel Arista

4.5 out of 5
2139 City Gate Ln, Naperville, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $251 per night
CA $251
CA $291 total
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this 4.5-star luxury hotel in Naperville. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
21 East Bellevue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $189 per night
CA $189
CA $246 total
includes taxes & fees
3 Jan - 4 Jan 2025
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the bar and the helpful staff in our reviews. ...
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
12 South Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $215 per night
CA $215
CA $294 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition ...
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Free cancellation
The price is CA $174 per night
CA $174
CA $247 total
includes taxes & fees
16 Dec - 17 Dec
Stay at this 4.5-star luxury hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $182 per night
CA $182
CA $248 total
includes taxes & fees
3 Jan - 4 Jan 2025
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
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About Chicago Luxury Hotels

If you’re looking for a luxury vacation in Chicago, with plush bedding, designer toiletries, world-class concierge staff, and access to the best restaurants and spa treatments, Travelocity has everything you need. You can live it up like the rich and famous in a luxury hotel in Chicago with discounts and offerings from Travelocity. Now you can have all the luxury perks you want, and stay on the cheap. So live it up! A luxury hotel in Chicago can whisk you away without breaking the bank.

Chicago hotels essential information

Accommodation
4,908 hotels
Lowest Price
CA $174
Highest Price
CA $667
Popular hotels
Trump International Hotel & Tower Chicago, The Langham, Chicago, The Peninsula Chicago, The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago, Sofitel Chicago Magnificent Mile, Thompson Chicago, by Hyatt, Waldorf Astoria Chicago, Radisson Blu Aqua Hotel Chicago, Palmer House a Hilton Hotel, Chicago Athletic Association, a Hyatt Hotel, Loews Chicago Hotel, Hotel Arista

Recent Chicago hotel reviews by fellow wanderers

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very convenient!"
A verified traveller stayed at Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Types of hotels

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Areas of Chicago