Wonder Lake Vacation Packages
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Your Wonder Lake Vacation
The best way to experience this interesting city is with a custom-made Wonder Lake vacation package. Base yourself in the neighborhood of Wilmot Mountain Ski Resort, which is great for cafes, bars and pubs and skiing or choose someplace else — our package deals are all about you. Every trip to Wonder Lake needs a well-thought-out itinerary. Fill yours with big-name attractions like McHenry County Courthouse, Petersen Park Beach and McCullom Lake. Your ultimate Wonder Lake vacation is only clicks away. Browse airfares, hotels and more on Expedia for a trip that's tailored just for you.
Top Wonder Lake Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,126, price is now CA $837 per person
CA $837
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (420 reviews)
Great location off the highway. Short travel distance into downtown Chicago. Great stay!
Reviewed on Jun 19, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,999, price is now CA $1,337 per person
CA $1,337
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (489 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.
Reviewed on Jun 11, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,887, price is now CA $1,262 per person
CA $1,262
per person
Aug 27 - Aug 31
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,019 reviews)
I loved how simple and easy it was to access everything.
Reviewed on Jun 16, 2026
The Emily Hotel
Downtown Chicago
Price was CA $1,296, price is now CA $921 per person
CA $921
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,327 reviews)
We stayed at this hotel for a small wedding venue. I booked the larger room and was glad I did. The hotel was close for walking to restaurants and some bars. The front desk was very friendly and helpful.
Reviewed on Jun 19, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,424, price is now CA $1,035 per person
CA $1,035
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
Great location and food court in area. Great for family fun
Reviewed on Jun 17, 2026
Wonder Lake Hotel Deals
Harbor Shores on Lake Geneva
300 Wrigley Dr Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Jun 21 to Jun 22
CA $253
CA $319 total
Jun 21 - Jun 22
includes taxes & fees
9.2/10 Wonderful! (1,344 reviews)
"The staff was wonderful, very helpful very professional. The rooms were clean. The pool was very nice."
Reviewed on Jun 18, 2026
Abbey Resort and Avani Spa
269 Fontana Boulevard Fontana WI
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jun 30 to Jul 1
CA $194
CA $252 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (1,910 reviews)
"Be prepared for a resort fee upon arrival of $180 even after you paid in full and booked online Rooms were outdated and hallways smelled funky Pool was fun for the kids- they had it all to themselves."
Reviewed on Jun 18, 2026
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $344 per night from Jul 7 to Jul 8
CA $344
CA $439 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (3,290 reviews)
"Immaculate property! Super fun for both the kiddos and adults!! Highly recommended!"
Reviewed on Jun 18, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
