
North Side Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
North Side Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,638, price is now $787 per person
$787
per person
Jun 23 - Jun 29
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Swissotel - Chicago
Downtown Chicago
Price was $2,401, price is now $1,282 per person
$1,282
per person
Jun 4 - Jun 8
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,505, price is now $899 per person
$899
per person
Jul 14 - Jul 19
just found
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $1,999, price is now $1,248 per person
$1,248
per person
Jun 23 - Jun 29
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $2,259, price is now $1,412 per person
$1,412
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,523, price is now $977 per person
$977
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Top Hotel Deals

Victoria Resort and Bed & Breakfast
241 Oak St South Haven MI
0.16 km from North Side
Stay at this B&B in South Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Michigan Maritime Museum and Stanley Johnson Park are ...

Yelton Manor Bed & Breakfast
140 North Shore Drive South Haven MI
0.83 km from North Side
Stay at this B&B in South Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stanley Johnson Park and Michigan Maritime Museum are ...

Inn At the Park
233 Dyckman Ave South Haven MI
0.7 km from North Side
Stay at this B&B in South Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Michigan Maritime Museum and Stanley Johnson Park are ...

Starlite Resort
3353 Blue Star Highway Saugatuck MI
28.51 km from North 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. ...

Baymont by Wyndham South Haven
1555 Phoenix Rd South Haven MI
2.09 km from North 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, Outdoor Collection by Marriott Bonvoy
117 55th St Grand Junction MI
15.82 km from North 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 ...

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

Best Western Plaza Hotel Saugatuck
3457 Blue Star Highway Saugatuck MI
29.28 km from North Side
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. ...

Lake Bluff Inn and Suites
76648 11th Avenue South Haven MI
4.08 km from North 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 ...

Holiday Inn Express South Haven by IHG
72095 CR 388 South Haven MI
2.35 km from North 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 ...

Historic Hotel Nichols
201 Center St South Haven MI
0.96 km from North Side
Stay at this hotel in South Haven. Enjoy free WiFi, a conference center, and concierge services. Popular attractions Warner Vineyards and South Haven Center ...
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, Jun 10 - Fri, Jun 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$156 Roundtrip, found 13 hours ago
$156
Roundtrip
found 13 hours ago

Sat, Jun 13 - Fri, Jul 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$166 Roundtrip, found 6 days ago
$166
Roundtrip
found 6 days ago

Sun, May 24 - Wed, Jun 10
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$178 Roundtrip, found 4 hours ago
$178
Roundtrip
found 4 hours ago

Tue, Jun 23 - Wed, Jun 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago

Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 5 hours ago
$217
Roundtrip
found 5 hours ago

