Braidwood 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 Braidwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,003, price is now CA $755 per person
CA $755
per person
Jun 22 - Jun 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!
Reviewed on May 5, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,968, price is now CA $1,453 per person
CA $1,453
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,122 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on Apr 27, 2026
Hilton Chicago O'Hare Airport
O'Hare
Price was CA $1,123, price is now CA $834 per person
CA $834
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (2,281 reviews)
Wonderful location, staff were very helpful and room was clean. Older hotel but well maintained. Pricey but worthwhile for convenience sake.
Reviewed on May 5, 2026
Braidwood Hotel Deals
Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from May 31 to Jun 1
CA $73
CA $84 total
May 31 - Jun 1
includes taxes & fees
6.8/10 (1,012 reviews)
This place is nasty. The bathtub has rust in it and the TV remote does not work.
Reviewed on May 5, 2026
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from May 11 to May 12
CA $123
CA $143 total
May 11 - May 12
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
I stayed over a month. Staff was also helpful and friendly. The only issue was my bedding was only changed three times.
Reviewed on May 5, 2026
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
151 N Joliet St Joliet IL
The price is CA $87 per night from Jun 9 to Jun 10
CA $87
CA $125 total
Jun 9 - Jun 10
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Had a great time rooms were clean and huge
Reviewed on May 5, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
