Lakeside Holidays
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Top Flight + Hotel Deals in Lakeside
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,678, price is now €1,094 per person
€1,094
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
From staff to room it was a amazing experience.
Reviewed on 18 Dec 2025
The Peninsula Chicago
Downtown Chicago
Price was €1,753, price is now €1,277 per person
€1,277
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Room was spotless and amazing. It was so luxurious and took a bath in the tub with the TV. Appreciated the upgrade and Service. The tea and breakfast were also lovely. It was an amazing stay for Christmas festivities in Chicago. It’s the best hotel!
Reviewed on 19 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €869, price is now €637 per person
€637
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (326 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on 18 Dec 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €941, price is now €704 per person
€704
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Overall good experience. My room was not cleaned one of the nights because the maid didn’t come until late but we were already in our room. Also, the $25/night resort fee was not properly explained to me, didn’t make much sense at all honestly. Property is nice and in a great location but i wouldn’t stay here again
Reviewed on 19 Dec 2025
Top hotels in Lakeside
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside MI
9.2/10 Wonderful! (55 reviews)
Great property. Just as advertised. Hope to come back soon
Reviewed on 26 Sept 2025
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is €103 per night from 1 Jan to 2 Jan
€103
1 Jan - 2 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,870 reviews)
Everything was great.
Reviewed on 14 Dec 2025
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundable
The price is €88 per night from 23 Dec to 24 Dec
€88
23 Dec - 24 Dec
includes taxes & fees
9.2/10 Wonderful! (1,644 reviews)
The room was very nice and very clean. The staff everywhere was helpful and friendly.
Reviewed on 13 Dec 2025
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.
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