Lakeside Holidays
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Top Flight + Hotel Deals in Lakeside
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was €5,158, price is now €4,580 per person
€4,580
per person
6 Jun - 11 Jun
found 1 day ago
Return direct flight included
Larnaca (LCA) to Chicago (ORD)
8.2/10 Very Good! (2,655 reviews)
The hotel Felix was perfect . Walking distance to everything I wanted to do . Friendly staff and great accommodations.
Reviewed on 5 May 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €6,033, price is now €5,127 per person
€5,127
per person
6 Jun - 11 Jun
found 1 day ago
Return direct flight included
Larnaca (LCA) to Chicago (ORD)
9.4/10 Exceptional! (3,670 reviews)
Very clean room, kind and courteous staff. Would definitely stay again!
Reviewed on 3 May 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €5,883, price is now €5,019 per person
€5,019
per person
6 Jun - 11 Jun
found 1 day ago
Return direct flight included
Larnaca (LCA) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Thank you to Javon who was super helpful in our check in . The staff was so nice and accommodating. Additional linens were delivered in less than 5 minutes and then even extended our check out to 1pm. I will definitely be back when I’m in Chicago to try to catch fireworks. Our corner room was outstanding and breathtaking
Reviewed on 3 May 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €6,140, price is now €5,258 per person
€5,258
per person
6 Jun - 11 Jun
found 1 day ago
Return direct flight included
Larnaca (LCA) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
I love everything in the hotel everything
Reviewed on 4 May 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was €5,359, price is now €4,786 per person
€4,786
per person
6 Jun - 11 Jun
found 1 day ago
Return direct flight included
Larnaca (LCA) to Chicago (ORD)
9.2/10 Wonderful! (1,392 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on 14 Apr 2026
Top hotels in Lakeside
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Lakeside MI
10/10 Exceptional! (138 reviews)
Great place. Beautiful home and perfect location to New Buffalo, Lakeside, and other places. The owner was very responsive and helpful. Strongly recommend this home.
Reviewed on 9 Nov 2025
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside MI
9.2/10 Wonderful! (67 reviews)
Wonderful stay for a bigger group! We had a great experience at this property. We were especially lucky that the other side of the cottage was empty during our stay, so we had extra privacy and didn’t need to share the backyard or jacuzzi with other guests. The location is beautiful, with easy beach ...
Reviewed on 27 Apr 2026
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is €100 per night from 19 May to 20 May
€100
19 May - 20 May
includes taxes & fees
8.4/10 Very Good! (2,050 reviews)
Clean and well lit
Reviewed on 4 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.
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