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Top Round Lake Beach Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,254, price is now CA $794 per person
CA $794
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,066, price is now CA $1,229 per person
CA $1,229
per person
Oct 30 - Nov 2
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump
Reviewed on Aug. 29, 2025

Pendry Chicago
Downtown Chicago
Price was CA $1,883, price is now CA $1,120 per person
CA $1,120
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025


Level Chicago - River North
Downtown Chicago
Price was CA $1,634, price is now CA $1,060 per person
CA $1,060
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (672 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.
Reviewed on Aug. 25, 2025
Round Lake Beach Hotel Deals

DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83, Mundelein, IL
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Sep 28 to Sep 29
CA $154
CA $171 total
Sep 28 - Sep 29
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
"The staff was outstanding as always. Valeria was extremely helpful. Thank you for a great stay!"
Reviewed on Aug. 25, 2025

Hyatt Regency Deerfield
1750 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Sep 12 to Sep 13
CA $164
CA $185 total
Sep 12 - Sep 13
includes taxes & fees

Embassy Suites by Hilton Chicago North Shore Deerfield
1445 Lake Cook Rd, Deerfield, IL
The price is CA $198 per night from Sep 4 to Sep 5
CA $198
CA $225 total
Sep 4 - Sep 5
includes taxes & fees
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.