Bannockburn 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
Price found within the past 48 hours. Click for updated prices.
- Holiday Inn & Suites Chicago - Downtown by IHG
Jul 8 - Jul 12Holiday Inn & Suites Chicago - Downtown by IHG + Flight
Downtown Chicago4 nights8.6/10 - Excellent (1,009 reviews)"nice room"Reviewed May 29, 2026Roundtrip • Toronto (YTZ) - Chicago (MDW)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $1,239CA $902found 1 day agoper traveller - Level Chicago Fulton Market
Jul 8 - Jul 12Level Chicago Fulton Market + Flight
Downtown Chicago4 nights9.2/10 - Wonderful (490 reviews)"Amazing place"Reviewed May 26, 2026Roundtrip • Toronto (YTZ) - Chicago (MDW)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $1,682CA $1,045found 1 day agoper traveller - Sable at Navy Pier Chicago, Curio Collection by Hilton
Jul 8 - Jul 12Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago4 nights9.4/10 - Exceptional (2,515 reviews)"Without a doubt, the view of the pier and city skyline was the BEST part of this hotel experience. The room was pretty large and had a great sitting area to read, gaze at the water, people watch, and relax. The hotel staff was nice and helpful. Everything I needed and wanted to do for this trip was at the Navy Pier so the Sable Hotel checked all my boxes."Reviewed May 28, 2026Roundtrip • Toronto (YTZ) - Chicago (MDW)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $1,936CA $1,288found 1 day agoper traveller - Swissotel - Chicago
Aug 10 - Aug 14Swissotel - Chicago + Flight
Downtown Chicago4 nights9.0/10 - Wonderful (3,359 reviews)"Staff was so helpful"Reviewed May 29, 2026Roundtrip • Montreal (YUL) - Chicago (ORD)YUL - ORD • 1 stop ORD - YUL • 1 stopCA $1,657CA $1,166found 1 day agoper traveller - Fairmont Chicago at Millennium Park
Jul 8 - Jul 12Fairmont Chicago at Millennium Park + Flight
Downtown Chicago4 nights8.8/10 - Excellent (2,169 reviews)"We had reserved a king bed, but since we checked in later in the evening, I guess none were available and my wife and I ended up with twin beds instead. Overall, our experience with the front desk staff was mixed — some were very friendly and helpful, while others were not."Reviewed May 30, 2026Roundtrip • Toronto (YTZ) - Chicago (MDW)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $1,431CA $1,028found 1 day agoper traveller
Where to stay in Bannockburn
Find the best Bannockburn areas and neighborhoods for the activities you enjoy most. Learn more about Bannockburn
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.
Bannockburn Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Jun 28 to Jun 29
CA $219
CA $250 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,595 reviews)
"We really enjoyed our stay at the Hyatt Regency O’Hare. The rooms were comfortable, clean and well fitted out. The two restaurants where we dined were very nice as well. The food was delicious at both. Everywhere in the hotel the service was just top notch. Everyone was so kind and helpful. ..."
Reviewed on May 30, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $371 per night from Jun 20 to Jun 21
CA $371
CA $436 total
Jun 20 - Jun 21
includes taxes & fees
8.4/10 Very Good! (2,304 reviews)
"It was a clean room but in AM ready to go in bathroom and who comes out of the bathroom was a large brown cockroach! Yikes!"
Reviewed on May 29, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
The price is CA $186 per night from Jun 21 to Jun 22
CA $186
CA $215 total
Jun 21 - Jun 22
includes taxes & fees
9/10 Wonderful! (2,972 reviews)
"Rooms are great, the area is very accessible and the staff was very helpful. However, The parking is not free which made things less convenient. Other than that, I enjoyed my stay."
Reviewed on May 29, 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.
Frequently asked questions
Discover the most popular places to visit in Bannockburn
Wrigley Field
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Michigan Avenue
4.5/5(20 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Things to do
Skydeck - Willis Tower Admission
CA $60
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.