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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $960, price is now CA $667 per person
CA $667
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Great location, we were able to walk everywhere we wanted to see. The red line is about a 10 minute walk if you are heading to Wrigley.
Reviewed on Jun 26, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,991, price is now CA $2,125 per person
CA $2,125
per person
Aug 3 - Aug 8
found 13 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,181, price is now CA $887 per person
CA $887
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Braidwood Hotel Deals
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $102 per night from Jul 20 to Jul 21
CA $102
CA $119 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Hotel was super nice and clean. The pool was super cold though."
Reviewed on Jun 25, 2026
Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $75 per night from Jun 28 to Jun 29
CA $75
CA $87 total
Jun 28 - Jun 29
includes taxes & fees
6.8/10 (1,003 reviews)
"The room smell like somebody had just smoked a cigarette in there. The hairdryer was not plugged in because it wasn’t working because the wall outlet was cracked and wouldn’t reset - I notified reception and I don’t think they gave any Fs"
Reviewed on Jun 26, 2026
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
151 N Joliet St Joliet IL
The price is CA $91 per night from Jul 26 to Jul 27
CA $91
CA $130 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"The room is a good size. However there are only 2 chairs and a small table, plenty of room for at least a love seat in addition. The refrigerator didn't work. The coffee pot didn't work. The toilet flushed for 5 seconds every 3 minutes. Parking in the garage, which was recommended by the lady at ..."
Reviewed on Jun 26, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
