
West Lawn Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 West Lawn
Price found within the past 48 hours. Click for updated prices.

Pendry Chicago
Downtown Chicago
Price was CA $1,344, price is now CA $983 per person
CA $983
per person
Jan 21 - Jan 24
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.
Reviewed on Nov 8, 2026




Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $3,001, price is now CA $2,200 per person
CA $2,200
per person
Dec 16 - Dec 21
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Very good service
Reviewed on Nov 9, 2026
Where to stay in West Lawn
Find the best West Lawn areas and neighborhoods for the activities you enjoy most. Learn more about West Lawn

Downtown Chicago
4 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.
West Lawn Hotel Deals

Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
The price is CA $148 per night from Dec 6 to Dec 7
CA $148
CA $188 total
Dec 6 - Dec 7
includes taxes & fees

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 22 to Nov 23
CA $164
CA $195 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (10,141 reviews)
"Honestly, for the price I think this place was so disappointing. The AC didnt work, pillows had dust on them, Walls were chipped and dirty. Carpet was dirty i didnt even want to take my shoes off. Tv SUCKED. Elevator took forever. Ice machine was broken on all floors."
Reviewed on Nov 9, 2026

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 11 to Nov 12
CA $164
CA $195 total
Nov 11 - Nov 12
includes taxes & fees
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.
Frequently asked questions
Stay near popular West Lawn attractions
Things to do

Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











