Eagle Vacation Packages
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Your Eagle Vacation
When a city escape is calling, answer it with a vacation package to Eagle. With all your travel arrangements taken care of before you leave, all you have to do here is concentrate on enjoying yourself. Make sure to spend time sightseeing during your trip to Eagle. Kettle Moraine Ranch and Old World Wisconsin are some top attractions to visit. No matter your travel plans or the size of your budget, putting together a tailored Eagle vacation is simple with Expedia.
Top Eagle Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,494, price is now CA $986 per person
CA $986
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Terrible attitude of the front desk clerk.
Room smelled bad, dirty carpet.
Reviewed on Jun 24, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,572, price is now CA $1,065 per person
CA $1,065
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,869, price is now CA $1,295 per person
CA $1,295
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (493 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
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,604, price is now CA $1,842 per person
CA $1,842
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
The hotel and location are beautiful but there needs to be much clearer signage as to where the entrance of the hotel is and the main lobby. Extremely confusing to travellers.
Reviewed on Jun 23, 2026
Eagle Hotel Deals
Harbor Shores on Lake Geneva
300 Wrigley Dr Lake Geneva WI
The price is CA $255 per night from Jun 29 to Jun 30
CA $255
CA $320 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (1,356 reviews)
"The staff were nice and helpful and the room and building were very clean and in great shape. The bed was comfortable. The view from our room was lovely. I’m rating the stay as only an ok because I didn’t feel like this was a $450 per night experience. The room was nothing special aside from the ..."
Reviewed on Jun 22, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jun 28 to Jun 29
CA $150
CA $174 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (913 reviews)
"The hotel was good. It was a little noisy in my room, but they put me on the top floor which apparently for club members and I’m not a club member so that was interesting. There’s no breakfast and the price was a little more than I wanted to pay but I couldn’t find anything better in the area."
Reviewed on Jun 24, 2026
Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $345 per night from Jul 7 to Jul 8
CA $345
CA $440 total
Jul 7 - Jul 8
includes taxes & fees
8.6/10 Excellent! (3,294 reviews)
"Everything was great while we were there. Unfortunately, my daughter got some sort of bacterial infection, most likely from being in the water and keeping a wet bathing suit on for too long."
Reviewed on Jun 22, 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.
