Lakeshore Historic District Holidays from AU$1,156
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Lakeshore Historic District
Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was AU$1,671, price is now AU$1,156 per person
AU$1,156
per person
12 Jan - 19 Jan
found 1 day ago
Return direct flight included
Mexico City (MEX) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.
Reviewed on 8 Dec 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$3,270, price is now AU$2,044 per person
AU$2,044
per person
12 Jan - 19 Jan
found 1 day ago
Return direct flight included
Mexico City (MEX) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
All of the above. Staff was wonderful. Room was clean and comfortable. On site amenities were great and food was superb. Best espresso martini I’ve ever tasted.
Reviewed on 11 Dec 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was AU$1,908, price is now AU$1,239 per person
AU$1,239
per person
12 Jan - 19 Jan
found 1 day ago
Return direct flight included
Mexico City (MEX) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on 26 Nov 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Price was AU$1,745, price is now AU$1,185 per person
AU$1,185
per person
12 Jan - 19 Jan
found 1 day ago
Return direct flight included
Mexico City (MEX) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Love the staff here. Great stay all the way around!
I was in 2409. Quiet room.
Reviewed on 11 Dec 2025
Pendry Chicago
Downtown Chicago
Price was AU$1,909, price is now AU$1,319 per person
AU$1,319
per person
12 Jan - 19 Jan
found 1 day ago
Return direct flight included
Mexico City (MEX) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man,
Neither would get me a cab, they said to just stand outside
Reviewed on 4 Dec 2025
Our guide on where to stay in Lakeshore Historic District
Find the best Lakeshore Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Lakeshore Historic District
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Our pick of the best Lakeshore Historic District Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 17 Dec to 18 Dec
AU$176
17 Dec - 18 Dec
includes taxes & fees
8.4/10 Very Good! (5,355 reviews)
Very nice rooms and happy hour!
Reviewed on 6 Dec 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 11 Jan to 12 Jan
AU$143
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (3,461 reviews)
great hotel in a great city
Reviewed on 11 Dec 2025
Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (2,117 reviews)
Very friendly staffing. The room was clean, the location is very convenient, Restaurants bars, and landmarks on a walking distance of 2 blocks!
Reviewed on 8 Dec 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.
Discover the most popular places to visit in Lakeshore Historic District
Navy Pier
4.5/5(64 reviews)
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
4.5/5(73 reviews)
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
United Center
5/5(8 reviews)
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Activities
Wendella's 90-min Chicago River Architecture Tour
AU$69
per adult
94% of travellers recommend
Chicago Crime and Mob Bus Tour
AU$76
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.