Wilmette Holidays
Photo by Shirley Jimenez Romero
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Wilmette
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was €643, price is now €383 per person
€383
per person
30 Oct - 2 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
The WIt was everything. The Roof at the Wit, was amazing, be sure to make reservations. I love this hotel and Chicago it was safe and close to everything!!
Reviewed on 26 Sept 2025
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was €881, price is now €490 per person
€490
per person
30 Oct - 2 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Nice rooms and excellent service!
Reviewed on 24 Sept 2025
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,359, price is now €797 per person
€797
per person
30 Oct - 2 Nov
found 1 day ago
Return flight included
New York (JFK) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Fantastic stay with excellent staff ! Would 100% recommend and will be returning the next time we are in Chicago.
Reviewed on 27 Sept 2025
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was €749, price is now €443 per person
€443
per person
30 Oct - 2 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
Always a pleasure to stay here!
Reviewed on 27 Sept 2025
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was €850, price is now €508 per person
€508
per person
30 Oct - 2 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
The Emily Hotel was in a convenient area of Chicago close to the family wedding we were attending in mid-September.
Rooms were clean modern and had loads of desk space but no dressers or nightstands.
Staff was helpful in telling us about the nearby parking garage beneath the Google building across the street. We parked our car there for $57/ day vs Valet for $85 (with unlimited in and) at The Emily.
We would stay there again.
Reviewed on 26 Sept 2025
Top hotels in Wilmette
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
7.8/10 Good! (9,265 reviews)
"Big hotel with lots of floors."
Reviewed on 22 Sept 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €144 per night from 28 Oct to 29 Oct
€144
28 Oct - 29 Oct
includes taxes & fees
7.8/10 Good! (2,388 reviews)
"It felt cozy and comfortable. The room was a little bit dusty and the night light was not working."
Reviewed on 24 Sept 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €161 per night from 20 Oct to 21 Oct
€161
20 Oct - 21 Oct
includes taxes & fees
8.8/10 Excellent! (2,962 reviews)
"Hotel was very nice but the parking was ridiculous, $80 for valet parking per day. Luckily a staff member directed us to a parking garage right across the street for $45. There is a lot to see within walking distance. Some of the staff weren't very friendly."
Reviewed on 25 Sept 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.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Wilmette
Wendella's 90-min Chicago River Architecture Tour
€38
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
€38
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
