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Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was HK$8,633, price is now HK$5,617 per person
HK$5,617
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Clean rooms and friendly staff. Centrally located. Breakfast is a feast. One of the best hotel breakfasts I have experienced. Roof top bar has a terrific view of the City and perfect for an evening cocktail. They don't have their own parking. I think this is typical for downtown so I recommend figuring that out before you arrive.
Reviewed on 24 Sept 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was HK$14,885, price is now HK$9,029 per person
HK$9,029
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.
Reviewed on 24 Sept 2025

The Emily Hotel
Downtown Chicago
Price was HK$10,945, price is now HK$6,983 per person
HK$6,983
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I was so disappointed in my stay at the Emily. For almost $500/night I was expecting nice, spacious rooms. The room was so small, the sink was in the hallway, the bed was so uncomfortable, dingy design. I’ve stayed at better Aloft or Moxy rooms. The food at Fora, the hotel restaurant, is uninspired and unseasoned. The brunch chiliques were bland. Skip this hotel in west loop and stay at the hoxton instead
Reviewed on 22 Sept 2025

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was HK$9,254, price is now HK$5,936 per person
HK$5,936
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The room was perfect and the front staff were exceptional. Our stay was amazing!
Reviewed on 21 Sept 2025

Swissotel - Chicago
Downtown Chicago
Price was HK$9,756, price is now HK$6,266 per person
HK$6,266
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
Stay was quiet for the short time we were in the room. We used offsite parking that was much cheaper than self parking at hotel.
Reviewed on 23 Sept 2025
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Trump International Hotel & Tower Chicago
Downtown Chicago
Price was HK$14,885, price is now HK$9,029 per person
HK$9,029
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.
Reviewed on 24 Sept 2025
Don't see what you're looking for?
See all available trips from Columbus to Northwest Side
View all tripsPrice found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was HK$9,254, price is now HK$5,936 per person
HK$5,936
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The room was perfect and the front staff were exceptional. Our stay was amazing!
Reviewed on 21 Sept 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was HK$14,885, price is now HK$9,029 per person
HK$9,029
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
The hotel was above the expectations and river view was fabulous also staff were incredibly awesome specially the front dest employee Natalia she was helpful, smiling and welcoming.
Reviewed on 24 Sept 2025

The Emily Hotel
Downtown Chicago
Price was HK$10,945, price is now HK$6,983 per person
HK$6,983
per person
2 Nov - 6 Nov
found 18 hours ago
Return flight included
San Juan (SJU) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
I was so disappointed in my stay at the Emily. For almost $500/night I was expecting nice, spacious rooms. The room was so small, the sink was in the hallway, the bed was so uncomfortable, dingy design. I’ve stayed at better Aloft or Moxy rooms. The food at Fora, the hotel restaurant, is uninspired and unseasoned. The brunch chiliques were bland. Skip this hotel in west loop and stay at the hoxton instead
Reviewed on 22 Sept 2025
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