Uptown Holidays
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Price found within the past 48 hours. Click for updated prices.
- Swissotel - Chicago
Jul 7 - Jul 12Swissotel - Chicago + Flight
Downtown Chicago5 nights9.0/10 - Wonderful (3,337 reviews)"Great location!"Reviewed May 23, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • 1 stop ORD - DUB • 1 stop£1,126£767found 1 day agoper traveller - Level Chicago Fulton Market
Jul 7 - Jul 12Level Chicago Fulton Market + Flight
Downtown Chicago5 nights9.2/10 - Wonderful (488 reviews)"Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely."Reviewed May 22, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • 1 stop ORD - DUB • 1 stop - Sable at Navy Pier Chicago, Curio Collection by Hilton
Jul 7 - Jul 12Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago5 nights9.4/10 - Exceptional (2,511 reviews)"Walls are paper thin. We literally heard snoring all night from the room next to us. Also, the smell of cigarette smoke kept coming into our room. Rooms were nice and clean. The view was 🔥."Reviewed May 23, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • 1 stop ORD - DUB • 1 stop£1,427£1,009found 1 day agoper traveller - Fairmont Chicago at Millennium Park
Jul 7 - Jul 12Fairmont Chicago at Millennium Park + Flight
Downtown Chicago5 nights8.8/10 - Excellent (2,165 reviews)"Amazing staff. Clean rooms!"Reviewed May 21, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • 1 stop ORD - DUB • 1 stop£1,113£810found 1 day agoper traveller - Hotel Felix River North/Magnificent Mile
Jul 7 - Jul 12Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago5 nights8.2/10 - Very good (2,718 reviews)"The bed was comfortable the room was small but very clean the staff was friendly"Reviewed May 24, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • 1 stop ORD - DUB • 1 stop£1,087£796found 1 day agoper traveller
Top hotels in Uptown
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is £126 per night from 17 Jun to 18 Jun
£126
17 Jun - 18 Jun
includes taxes & fees
Days Inn by Wyndham Waukegan
630 N Green Bay Road Waukegan IL
Fully refundableReserve now, pay when you stay
The price is £64 per night from 7 Jun to 8 Jun
£64
7 Jun - 8 Jun
includes taxes & fees
8.2/10 Very Good! (165 reviews)
"No elevators, no towels, small rooms"
Reviewed on 24 May 2026
Best Western Executive Inn Kenosha/Pleasant Prairie
7220 122nd Ave Kenosha WI
Fully refundableReserve now, pay when you stay
The price is £87 per night from 25 May to 26 May
£87
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"The staff was very interested in their patrons checking in…..even had chicken noodle soup being offered."
Reviewed on 21 May 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Elsie Mae's Canning
Enjoy an outing to Elsie Mae's Canning during your stay in Kenosha. Wander the lakeside and beaches in the area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.