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.
Illinois Beach Hotel
Save 100% on your flight
Price was $453, price is now $300 per person
$300
per person
May 19 - May 23
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,167, price is now $636 per person
$636
per person
May 19 - May 23
found 10 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $2,487, price is now $1,456 per person
$1,456
per person
Jun 4 - Jun 9
found 16 hours ago
Roundtrip flight included
Raleigh (RDU) 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.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,967, price is now $1,238 per person
$1,238
per person
Jun 4 - Jun 9
found 15 hours ago
Roundtrip flight included
Raleigh (RDU) 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 Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $728, price is now $470 per person
$470
per person
May 19 - May 23
found 10 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $1,003, price is now $652 per person
$652
per person
May 19 - May 23
found 10 hours ago
Roundtrip flight included
Dallas (DFW) 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
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 ...
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 ...
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 ...
Captain's Quarters Motel
3242 Blue Star Highway Saugatuck MI
27.55 km from North 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 ...
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.
Tue, Apr 28 - Sat, May 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Wed, Apr 29 - Tue, May 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 2 days ago
$160
Roundtrip
found 2 days ago
Wed, May 13 - Sat, May 16
LAX
Los Angeles Intl.
MDW
Midway Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Thu, May 14 - Tue, May 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Tue, Apr 7 - Tue, Apr 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$277 Roundtrip, just found
$277
Roundtrip
just found