South Wayne Vacation Packages
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Top South Wayne Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,158, price is now CA $772 per person
CA $772
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Room was slightly small and there was no microwave. But for the most part enjoyed my stay.
Reviewed on Apr 15, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,477, price is now CA $997 per person
CA $997
per person
May 21 - May 24
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .
Reviewed on Apr 17, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,268, price is now CA $1,580 per person
CA $1,580
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on Apr 7, 2026
Fairmont Chicago at Millennium Park Gold Experience
Downtown Chicago
Price was CA $2,331, price is now CA $1,642 per person
CA $1,642
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (138 reviews)
My wife and I really enjoyed our stay at this location. The accommodations were very nice. However, what really stuck out was the hotel staff, its the best that we have experienced.
Reviewed on Sep 5, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $1,295, price is now CA $931 per person
CA $931
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,530 reviews)
Staff was very friendly and attentive. Great location
Reviewed on Apr 17, 2026
South Wayne Hotel Deals
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 6 to May 7
CA $109
CA $120 total
May 6 - May 7
includes taxes & fees
9/10 Wonderful! (846 reviews)
Nice staff, breakfast was a plus!
Reviewed on Apr 16, 2026
Hampton Inn Freeport
109 S Galena Ave Freeport IL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Apr 26 to Apr 27
CA $156
CA $173 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (465 reviews)
Clean room staff and parking was ok
Reviewed on Apr 13, 2026
Baymont by Wyndham Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Apr 22 to Apr 23
CA $130
CA $144 total
Apr 22 - Apr 23
includes taxes & fees
8/10 Very Good! (733 reviews)
Place was under heavy construction and should of been shut down,non licensed workers performing the remodeling work and making a big mess,dont stay here to save a few bucks
Reviewed on Apr 3, 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.
