Search Deals onNorth Side Vacation Packages
North Side Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $560, price is now $335 per person
$335
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Versey Chicago Lincoln Park
Lakeview
Price was $712, price is now $409 per person
$409
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wrigley Field and Michigan Avenue are located nearby.

The Westin Michigan Avenue Chicago
Downtown Chicago
Price was $1,151, price is now $457 per person
$457
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 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.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was $2,337, price is now $1,291 per person
$1,291
per person
Dec 13 - Dec 20
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) 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 and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $919, price is now $524 per person
$524
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Arlo Chicago
Downtown Chicago
Save 100% on your flight
Price was $523, price is now $344 per person
$344
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $526, price is now $347 per person
$347
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.

Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was $926, price is now $620 per person
$620
per person
Dec 15 - Dec 19
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.
3-4 Night Vacations in North Side
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in North Side
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in North Side

Yelton Manor Bed & Breakfast
140 North Shore Drive, South Haven, MI
Stay at this 3-star B&B in South Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Michigan Maritime Museum and Warner Vineyards ...

Waters View Inn
86 North Shore Drive, South Haven, MI
Stay at this 3-star B&B in South Haven. Enjoy free WiFi, free parking, and a garden. Popular attractions Michigan Maritime Museum and Warner Vineyards are located ...

Victoria Resort and Bed & Breakfast
241 Oak St, South Haven, MI
Stay at this 4-star B&B in South Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Michigan Maritime Museum and Warner Vineyards ...
Save an average of 15% on thousands of hotels when you're signed in

Baymont by Wyndham South Haven
1555 Phoenix Rd, I-196 Exit 20, South Haven, MI
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 ...

Old Harbor Inn
515 Williams Street, South Haven, MI
Stay at this 3-star hotel in South Haven. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean ...

Captain's Quarters Motel
3242 Blue Star Highway, Saugatuck, MI
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 ...

Lake Bluff Inn and Suites
76648 11th Avenue, South Haven, MI
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 ...

Best Western Plaza Hotel Saugatuck
3457 Blue Star Highway, Saugatuck, MI
Stay at this hotel in Saugatuck. Enjoy free breakfast, free parking, and a fitness center. 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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Nov 27 - Tue, Dec 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 14 hours ago
$114
Roundtrip
found 14 hours ago

Wed, Nov 5 - Sat, Nov 15
LAX
Los Angeles Intl.
MDW
Midway Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago

Sat, Nov 15 - Sun, Nov 16
LAX
Los Angeles Intl.
SBN
South Bend Intl.
$280 Roundtrip, found 10 hours ago
$280
Roundtrip
found 10 hours ago

Fri, Jan 9 - Sun, Jan 11
LAX
Los Angeles Intl.
RFD
Greater Rockford
$389 Roundtrip, found 16 hours ago
$389
Roundtrip
found 16 hours ago
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- Van Buren State Park Vacations
- Saugatuck-Douglas Historical Society Vacations
- Saugatuck Center For the Arts Vacations
