Winnetka Packages (Flight + Hotel)
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Top hotels in Winnetka
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿2,836 per night from 21 Jan to 22 Jan
฿2,836
฿3,329 total
21 Jan - 22 Jan
includes taxes & fees
8/10 Very Good! (9,789 reviews)
Really interesting place, great price for the location too. Staff was very friendly.
Reviewed on 19 Jan 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿4,075 per night from 1 Feb to 2 Feb
฿4,075
฿5,701 total
1 Feb - 2 Feb
includes taxes & fees
8.4/10 Very Good! (2,551 reviews)
Did not have breakfast
Reviewed on 19 Jan 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿3,306 per night from 9 Feb to 10 Feb
฿3,306
฿3,881 total
9 Feb - 10 Feb
includes taxes & fees
8.4/10 Very Good! (5,575 reviews)
The staff were great! The room was pretty clean. The breakfast was amazing and, the kids loved to pool. The only issue we had was the elevator wait times. As that they were busy it made for long elevator wait times.
Reviewed on 19 Jan 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.
Popular places to visit
Wrigley Field
4.5/5(40 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
4/5(125 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Millennium Park
4.5/5(147 reviews)
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
What to do in Winnetka
Skydeck - Willis Tower Admission
฿1,384
per adult
98% of travellers recommend
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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.
