
Lakeside Holidays
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Top Flight + Hotel Deals in Lakeside
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
6 Sept - 11 Sept
found 17 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip.
The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.
Reviewed on 21 Jul 2025


LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
6 Sept - 11 Sept
found 17 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9.4/10 Exceptional! (3,357 reviews)
The room was luxurious and pleasant. Location perfect for reaching any activity whether on business or personal visit. Love it!! ❤️💃
Reviewed on 28 Jul 2025


Level Chicago - River North
Downtown Chicago
Save 100% on your flight
per person
6 Sept - 11 Sept
found 17 hours ago
Return flight included
Las Vegas (LAS) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).
Reviewed on 27 Jul 2025
Top hotels in Lakeside

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside
9.2/10 Wonderful! (52 reviews)
"Wonderful"
Reviewed on 13 Jul 2025

Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
8/10 Very Good! (1,646 reviews)
"Fair price. Great location. Clean. Would stay again"
Reviewed on 29 Jul 2025

Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
9.2/10 Wonderful! (1,433 reviews)
"Great stay overall"
Reviewed on 27 Jul 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.