Braidwood Vacations
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Braidwood Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $823, price is now $628 per person
$628
per person
Dec 30 - Jan 4
found 3 hours ago
Roundtrip flight included
New York (LGA) 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.
This boutique hotel is located in a great area. Our main complaint is the hotel is old and therefore it’s not insulated from noise. We could hear every conversation, siren and party that went on in the streets. Our neighbor was a big snorer so that wasn’t pleasant. Our original room was just outside the elevator, which I did not like but the staff quickly moved us to another room, so that was great. Other than that we enjoyed our stay for the convenience. Lots of great restaurants within walking distance, stores etc.
Reviewed on Nov 5, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,379, price is now $885 per person
$885
per person
Dec 30 - Jan 4
found 3 hours ago
Roundtrip flight included
New York (LGA) 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.
Eurostars Magnificent Mile
Downtown Chicago
Price was $1,218, price is now $840 per person
$840
per person
Dec 30 - Jan 4
found 3 hours ago
Roundtrip flight included
New York (LGA) 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.
Excelente ubicación, habitaciones amplias, limpias y muy cómodas. Teníamos una vista extraordinaria de la ciudad .
Reviewed on Nov 5, 2026
Swissotel - Chicago
Downtown Chicago
Price was $1,090, price is now $807 per person
$807
per person
Dec 24 - Dec 29
found 3 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Blackstone, Autograph Collection
Downtown Chicago
Price was $893, price is now $690 per person
$690
per person
Dec 24 - Dec 29
found 3 hours ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Top Hotel Deals
Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
29.25 km from city center
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
31.48 km from city center
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 ...
Super 8 by Wyndham Joliet
1806 McDonough St Joliet IL
29.19 km from city center
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 ...
Best Western Joliet Inn & Suites
4380 Enterprise Drive Joliet IL
28.69 km from city center
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 ...
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
28.77 km from city center
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 ...
La Quinta Inn & Suites by Wyndham Shorewood
19715 NE Frontage Rd Joliet IL
29.3 km from city center
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 ...
Baymont by Wyndham Joliet
1730 MCDONOUGH STREET Joliet IL
29.27 km from city center
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 ...
Days Inn & Suites by Wyndham Morris/I-80
80 Hampton Road Morris IL
22.21 km from city center
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 ...
Holiday Inn & Suites - Joliet Southwest by IHG
1471 Rock Creek Blvd Joliet IL
26.25 km from city center
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. ...
City Express By Marriott Manteno
380 South Cypress St Manteno IL
30.84 km from city center
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 ...
Clarion Hotel & Convention Center Joliet
411 S Larkin Ave Joliet IL
29.05 km from city center
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. ...
Super 8 by Wyndham Morris
70 Green Acres Dr Morris IL
21.63 km from city center
Book a stay at this business-friendly motel in Morris. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Goold Park and Grundy County Speedway ...
Comfort Inn Joliet West I-80
1520 Commerce Lane Joliet IL
26.06 km from city center
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. ...
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.
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Thu, Dec 17 - Fri, Dec 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$240 Roundtrip, found 6 days ago
$240
Roundtrip
found 6 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$331 Roundtrip, found 6 days ago
$331
Roundtrip
found 6 days ago