
Winnetka Packages (Flight + Hotel)
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Save up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Winnetka

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is ฿6,116 per night from 14 Sept to 15 Sept
฿6,116
฿7,179 total
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (8,943 reviews)
"It takes around 20min for the hot shower to come out."
Reviewed on 17 Aug 2025

The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿4,901 per night from 3 Sept to 4 Sept
฿4,901
฿5,753 total
3 Sept - 4 Sept
includes taxes & fees
8.2/10 Very Good! (1,189 reviews)
"Nice location near the pier"
Reviewed on 17 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is ฿5,223 per night from 3 Sept to 4 Sept
฿5,223
฿6,132 total
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,714 reviews)
"Kids really enjoyed the pool. Breakfast was good as well"
Reviewed on 17 Aug 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.
Popular places to visit

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
What to do in Winnetka

Chicago By Night River & Lake Cruise
฿1,474
per adult
96% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
฿1,327
per adult
94% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.