Braidwood Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Braidwood Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile
Downtown Chicago
$1,087
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
$1,189
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!
Reviewed on Sep 2, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
$1,212
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Sports Illustrated Resorts Chicago
Downtown Chicago
$1,168
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$1,159
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Room is small, but it is appropriate for someone like me who solo travels. I had a good time!
Reviewed on Sep 2, 2026
Stay One Chicago
Downtown Chicago
$1,607
per person
Oct 20 - Oct 25
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, private pools, and 3 restaurants. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Top Hotel Deals
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
Stay at this hotel in Joliet. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
151 N Joliet St Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, 3 restaurants, and a fitness center. Our guests praise the helpful staff and the clean ...
Best Western Joliet Inn & Suites
4380 Enterprise Drive Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Super 8 by Wyndham Joliet
1806 McDonough St Joliet IL
Stay at this hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham Shorewood
19715 NE Frontage Rd Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Super 8 by Wyndham Morris
70 Green Acres Dr Morris IL
Book a stay at this business-friendly motel in Morris. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Echo Bowling Lanes and Grundy County ...
Comfort Inn Morris I-80
70 Gore Rd Morris IL
Book a stay at this business-friendly hotel in Morris. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Days Inn & Suites by Wyndham Morris/I-80
80 Hampton Road Morris IL
Book a stay at this business-friendly hotel in Morris. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Motel 6 Joliet, IL - I-80
1850 McDonough Road Joliet IL
Stay at this motel in Joliet. Enjoy free WiFi, free parking, and room service. Popular attractions Route 66 Raceway and Billie Limacher Bicentennial Park are ...
Comfort Inn Joliet West I-80
1520 Commerce Lane Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn & Suites - Joliet Southwest by IHG
1471 Rock Creek Blvd Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Baymont by Wyndham Joliet
1730 MCDONOUGH STREET Joliet IL
Book a stay at this business-friendly hotel in Joliet. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Route 66 Raceway and Billie Limacher ...
City Express By Marriott Manteno
380 South Cypress St Manteno IL
Book a stay at this business-friendly hotel in Manteno. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
MainStay Suites Joliet I-80
135 S Larkin Ave Joliet IL
Stay at this hotel in Joliet. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Route 66 Raceway and Billie Limacher Bicentennial ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 14 - Wed, Oct 21
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$168
Roundtrip
found 2 days ago
Wed, Oct 14 - Wed, Oct 21
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$203
Roundtrip
found 2 days ago
Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217
Roundtrip
found 1 hour ago
Tue, Oct 13 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217
Roundtrip
found 1 hour ago
Thu, Oct 1 - Sun, Oct 4
LAX
Los Angeles Intl.
MDW
Midway Intl.
$287
Roundtrip
found 1 day ago
Best points of interest in Braidwood
- Route 66 Raceway Vacations
- Chicagoland Speedway Vacations
- Harrah's Casino Vacations
- Rialto Square Theater Vacations
- Hollywood Casino Joliet Vacations
- Olivet Nazarene University Vacations
- Kankakee River State Park Vacations
- Joliet Junior College Vacations
- Grundy County Speedway Vacations
- University of St. Francis Vacations
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