Far Southeast Side Adults Only Holidays
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Top flight + Adults Only hotel deals in Far Southeast Side
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was AU$4,171, price is now AU$3,357 per person
AU$3,357
per person
13 Nov - 19 Nov
found 7 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (1,975 reviews)
loved our stay, great hotel and friendly staff
Reviewed on 3 Sep. 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$6,215, price is now AU$4,565 per person
AU$4,565
per person
13 Nov - 19 Nov
found 7 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!
Reviewed on 2 Sep. 2025
The Emily Hotel
Downtown Chicago
Price was AU$5,233, price is now AU$3,988 per person
AU$3,988
per person
13 Nov - 19 Nov
found 7 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.
Reviewed on 3 Sep. 2025
The Langham, Chicago
Downtown Chicago
Price was AU$6,845, price is now AU$5,249 per person
AU$5,249
per person
13 Nov - 19 Nov
found 7 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025
Pendry Chicago
Downtown Chicago
Price was AU$4,729, price is now AU$3,811 per person
AU$3,811
per person
13 Nov - 19 Nov
found 7 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
This hotel was lovely. The room was large and smelled divine. Everything was spotless, beds were comfy, location was excellent, staff were friendly and accommodating. Would definitely stay here again. :)
Reviewed on 4 Sep. 2025
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was AU$6,215, price is now AU$4,565 per person
AU$4,565
per person
13 Nov - 19 Nov
found 7 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!
Reviewed on 2 Sep. 2025
The Langham, Chicago
Downtown Chicago
Price was AU$6,845, price is now AU$5,249 per person
AU$5,249
per person
13 Nov - 19 Nov
found 7 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.