South Side Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by RVOutlawz
South Side Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Chicago Willowbrook
Save 100% on your flight
per person
Oct 11 - Oct 15
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Willowbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Willowbrook Community Park and Burr Ridge Village Center are located nearby.
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
per person
Oct 11 - Oct 15
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
Sep 28 - Oct 2
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
Oct 12 - Oct 16
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Stay at this 4-star 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 Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
Oct 11 - Oct 15
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Stay at this 4-star 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.
Top Hotel Deals
Baymont by Wyndham South Haven
1555 Phoenix Rd, I-196 Exit 20, South Haven, MI
3.05 km from South Side
Book a stay at this business-friendly hotel in South Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Postcard Cabins Barber Creek
117 55th St, Grand Junction, MI
17.05 km from South Side
Stay at this cabin in Grand Junction. Enjoy free parking, patios, and climate control. Popular attractions Saddle Lake and Breedsville North Park are located ...
Lake Bluff Inn and Suites
76648 11th Avenue, South Haven, MI
1.92 km from South Side
Book a stay at this family-friendly hotel in South Haven. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Deerlick Creek Beach Park and ...
Starlite Resort
3353 Blue Star Highway, Saugatuck, MI
30.73 km from South Side
Stay at this motel in Saugatuck. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Country Inn & Suites by Radisson, South Haven, MI
1741 Phoenix St, South Haven, MI
3.38 km from South Side
Book a stay at this business-friendly hotel in South Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
AmericInn by Wyndham Douglas/Saugatuck
2905 Blue Star Hwy, Douglas, MI
26.84 km from South Side
Book a stay at this business-friendly hotel in Douglas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express South Haven by IHG
72095 CR 388, South Haven, MI
3.16 km from South Side
Book a stay at this business-friendly hotel in South Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Sun N Sand Resort
176 N. Blue Star Highway, South Haven, MI
4.79 km from South Side
Stay at this resort in South Haven. Enjoy free parking, daily housekeeping, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...
Comfort Suites South Haven near I-96
1755 Phoenix Street, South Haven, MI
3.44 km from South Side
Book a stay at this business-friendly hotel in South Haven. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in ...
The Fields of Michigan
154 68th St, South Haven, MI
7.17 km from South Side
Stay at this 3.5-star spa hotel in South Haven. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions The Fun Park and Michigan Flywheelers ...
Peach Tree Inn and Suites
8258 Arnt Blvd, Watervliet, MI
23.98 km from South Side
Stay at this 3-star hotel in Watervliet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Captain's Quarters Motel
3242 Blue Star Highway, Saugatuck, MI
29.79 km from South Side
Stay at this motel in Saugatuck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Great Lakes Inn and Suites
9814 M-140, South Haven, MI
1.8 km from South Side
Stay at this motel in South Haven. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the overall value 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.
Wed, Aug 13 - Sat, Aug 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Wed, Aug 13 - Sat, Aug 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Wed, Aug 13 - Sat, Aug 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Thu, Sep 25 - Fri, Sep 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Wed, Aug 13 - Sat, Aug 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Best points of interest in South Haven
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations