
Braidwood Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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
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Top Braidwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.

JW Marriott Chicago
Downtown Chicago
Price was CA $1,039, price is now CA $707 per person
CA $707
per person
May 1 - May 3
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Bottle of waters were not stocked in the refrigerator.
Reviewed on Jan 6, 2026

La Banque Hotel
Price was CA $1,044, price is now CA $743 per person
CA $743
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.
Reviewed on Jan 26, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,155, price is now CA $828 per person
CA $828
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Montreal Metropolitan Airport (YHU) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everything was amazing, specially the breakfast buffet.
Reviewed on Feb 7, 2026

Level Chicago - River North
Downtown Chicago
Price was CA $949, price is now CA $708 per person
CA $708
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Montreal Metropolitan Airport (YHU) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
Great stay. Would come again.
Reviewed on Jan 19, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,362, price is now CA $1,032 per person
CA $1,032
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026
Braidwood Hotel Deals

Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
Fully refundableReserve now, pay when you stay
6.6/10 (1,006 reviews)
Everything
Reviewed on Feb 2, 2026

Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Feb 15 to Feb 16
CA $113
CA $131 total
Feb 15 - Feb 16
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
Rooms are very clean, hotel staff is all very friendly and accommodating. Breakfast and breakfast staff are great!
Reviewed on Feb 5, 2026

La Quinta Inn & Suites by Wyndham Shorewood
19715 NE Frontage Rd Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Feb 10 to Feb 11
CA $133
CA $154 total
Feb 10 - Feb 11
includes taxes & fees
9/10 Wonderful! (912 reviews)
Good location, easy to get to. Easy trip to the city from the hotel as well.
Reviewed on Jan 25, 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.







