
Far North Side Luxury Holidays
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Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was €1,017, price is now €689 per person
€689
per person
2 Mar - 7 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
I wouldn’t say a 5 star hotel I would say 3.5 because their was no microwave access in room or no where on property no valet parking had to park across the street in self parking deck for $55 per night and it wasn’t throughly explained how parking went in parking deck so we end up paying extra for parking plus the $55 per night. They only give you 10/15 min to park in front of hotel to unload and load. There were no robes in room, tv was hard to work, covers on bed was paper thin. You cant bring breakfast upstairs you have to be seated.
Reviewed on 14 Jan 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,702, price is now €1,115 per person
€1,115
per person
2 Mar - 7 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing
Reviewed on 13 Jan 2026


Level Chicago – Old Town
Downtown Chicago
Price was €1,099, price is now €785 per person
€785
per person
2 Mar - 7 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
I stayed 5 nights total, 4 nights in a two BR, 1 bath with a balcony and the last night in a one BR. The 2BR was great. It faced East, received a lot of sunlight, was clean, modern and the bed was very comfortable. The gym had what I needed too. actually liked sleeping with the sound of the el nearby because I used to live in the area. I did not give it 5 stars because the walls are super thin. Someone had a party next to me and it was impossible to sleep hearing voices straight through the walls. Being a newer building, I don’t think the best quality appliances or fixtures were chosen. My ice machine wasn’t working and the heat/fan only worked in certain areas in the 2BR. Additional lighting should be added. The 1BR shower fixtures and drain needed some attention. That said, Mihajlo and the front desk staff were very helpful and attentive and helped me with whatever I needed. The 1BR seemed more like a studio to m. I’d prefer to book directly through Level, but it was a better price with Expedia. I still thought it was pricey but I was overall happy with my stay.
Reviewed on 12 Jan 2026

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Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,702, price is now €1,115 per person
€1,115
per person
2 Mar - 7 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing
Reviewed on 13 Jan 2026

The Peninsula Chicago
Downtown Chicago
Price was €1,778, price is now €1,334 per person
€1,334
per person
2 Mar - 7 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff was great. Everybody was friendly. The room was beautifully appointed, although maybe a little too heavy on electronics. I don't think every light switch needs to be a touch pad. And there were one or two things we couldn't figure out, such as the lighted mirror on the credenza: don't know where the controls for that were hiding. These are minor issues and do not take away from the splendid funishings in the room.
Reviewed on 11 Jan 2026

Nobu Hotel Chicago
Downtown Chicago
Price was €1,521, price is now €1,365 per person
€1,365
per person
2 Mar - 7 Mar
found 23 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (748 reviews)
Room was great and spacious. Service was great. The pool and sauna were nice also.
Reviewed on 13 Jan 2026
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