Leaf River Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Leaf River Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
$458
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Level Chicago Fulton Market
Downtown Chicago
$731
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Will stay here everytime in Chicago . Perfect location, units clean and well put together . Great amsninities.
Reviewed on Aug 24, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$654
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Beautiful new LEED hotel. Staff were exceptional. Unique part of the room was that you had to place your room key in reader inside your room in order to activate electricity ( room Lights,TV, etc.). I suggest they make visitors aware when they check in. Liked the safety features with the elevator too.
Reviewed on Aug 24, 2026
Level Chicago – Old Town
Downtown Chicago
$627
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
$494
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Stay at this 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.
Room, staff, was great!
Reviewed on Aug 24, 2026
River Hotel
Downtown Chicago
$462
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Great location, pretty well maintained.
Reviewed on Aug 24, 2026
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 parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
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 ...
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 ...
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 ...
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 ...
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 ...
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. ...
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 ...
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 ...
Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
Stay at this motel in Rochelle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Fairfield Inn & Suites by Marriott Rockford
7651 Walton Street 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 ...
Red Roof Inn Rockford East – Casino District
7434 East State Street Rockford IL
Stay at this hotel in Rockford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
Americas Best Value Inn Rockford
4419 11th St Rockford IL
Stay at this motel in Rockford. Enjoy free WiFi, free parking, and room service. Popular attractions Blackhawk Island and Don Schmid Park are located ...
Quality Inn Rochelle
567 E IL Route 38 Rochelle IL
Stay at this hotel in Rochelle. Enjoy free breakfast, free parking, and a health club. Our guests praise the helpful staff and the clean rooms 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.
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$253
Roundtrip
found 6 days ago
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$266
Roundtrip
found 6 days ago
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$289
Roundtrip
found 21 hours ago
Thu, Sep 24 - Tue, Sep 29
PHX
Sky Harbor Intl.
RFD
Greater Rockford
$299
Roundtrip
found 21 hours ago
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