Caledonia Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Caledonia Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Wade
Downtown Chicago
$639
per person
Nov 13 - Nov 17
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
$857
per person
Nov 13 - Nov 17
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) 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.
The hotel was so amazing for us. Staff was accommodating and helped us immensely. The restaurant for breakfast and the roof top wil keep you coming back. We will try to stay there as much as we can while in Chicago.. Lester and Luis at the restaurants need a bonus. They kept the breakfast crowd well organized.
Reviewed on Sep 4, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$1,171
per person
Nov 13 - Nov 17
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Talbott, Autograph Collection
Downtown Chicago
$688
per person
Nov 13 - Nov 17
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour 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.
Cute hotel in great location..make sure to ask for a street side room or your view will be a brick wall and the room will be like a dark cave. ðŸ˜
Reviewed on Sep 4, 2026
The Ritz-Carlton, Chicago
Downtown Chicago
$1,288
per person
Nov 13 - Nov 17
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Fairmont Chicago at Millennium Park
Downtown Chicago
$770
per person
Nov 13 - Nov 17
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Top Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Riverview Inn & Suites, an Ascend Collection Hotel
700 W Riverside Blvd Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Embassy Suites by Hilton Rockford Riverfront
416 S Main Street Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Hotel & Suites Rockford-Loves Park by IHG
7552 Park Place Road Loves Park IL
Book a stay at this business-friendly hotel in Loves Park. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Holiday Inn Rockford(I-90&Rt 20/State St) by IHG
7550 E State Street Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff ...
La Quinta Inn & Suites by Wyndham Rockford
7401 Walton St Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Econo Lodge Rockford Casino Area
7712 Potawatomi Trail Rockford IL
Stay at this hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
AmericInn by Wyndham Beloit
2790 Milwaukee Rd Beloit WI
Book a stay at this business-friendly hotel in Beloit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express & Suites Beloit by IHG
3022 Ford Street Beloit WI
Book a stay at this business-friendly hotel in Beloit. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Alpine Inn Rockford
4404 East State Street Rockford IL
Book a stay at this business-friendly motel in Rockford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Woodspring Suites Loves Park Rockford
4101 GALLERIA DR Loves Park IL
Stay at this hotel in Loves Park. Enjoy free WiFi, free parking, and room service. Popular attractions Rivets Stadium and Rock Cut State Park are located ...
Home2 Suites by Hilton Loves Park Rockford
4150 N Bell School Road Loves Park IL
Book a stay at this business-friendly hotel in Loves Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Days Inn by Wyndham Rockford I-90 Casino District
220 S Lyford Rd Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Courtyard by Marriott Rockford
7676 E State St Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Sleep Inn Rockford I-90
725 Clark Drive Rockford IL
Book a stay at this business-friendly hotel in Rockford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the overall ...
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.
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$314
Roundtrip
found 5 days ago
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$349
Roundtrip
found 5 days ago
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$380
Roundtrip
found 2 days ago
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$391
Roundtrip
found 2 days ago
Best points of interest in Caledonia
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