Search Deals onNear North Side Vacation Packages
Near North Side Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
HYATT house Chicago/Schaumburg
Save 100% on your flight
Price was $413, price is now $280 per person
$280
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Jump Zone are located nearby.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was $875, price is now $571 per person
$571
per person
Nov 28 - Dec 3
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
Sheraton Lisle Naperville Hotel
Price was $474, price is now $322 per person
$322
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Lisle. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club are located nearby.
Level Chicago – Old Town
Downtown Chicago
Price was $937, price is now $461 per person
$461
per person
Dec 2 - Dec 8
found 2 hours 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.
Level Chicago - River North
Downtown Chicago
Price was $1,019, price is now $539 per person
$539
per person
Dec 2 - Dec 8
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
Hilton Chicago O'Hare Airport
O'Hare
Save 100% on your flight
Price was $1,238, price is now $799 per person
$799
per person
Dec 22 - Dec 28
found 6 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.
Holiday Inn Chicago - Schaumburg by IHG
Save 100% on your flight
Price was $443, price is now $287 per person
$287
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Woodfield Mall and Schaumburg Medieval Times are located nearby.
DoubleTree by Hilton Chicago Schaumburg
Save 100% on your flight
Price was $423, price is now $283 per person
$283
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and LEGOLAND® Discovery Center are located nearby.
3-4 Night Vacations in Near North Side
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Near North Side
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Near North Side
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Freehand Chicago
19 East Ohio Street, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Stay at this 3-star 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. ...
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
Aloft Chicago Mag Mile
243 E. Ontario, Chicago, IL
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar in our reviews. Popular ...
Hotel Riu Plaza Chicago
150 East Ontario Street, Chicago, IL
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 ...
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
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 13 - Mon, Nov 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Fri, Nov 14 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 4 days ago
$134
Roundtrip
found 4 days ago
Wed, Nov 5 - Sat, Nov 15
LAX
Los Angeles Intl.
MDW
Midway Intl.
$188 Roundtrip, just found
$188
Roundtrip
just found
Thu, Dec 4 - Mon, Dec 15
FCO
Fiumicino - Leonardo da Vinci Intl.
MDW
Midway Intl.
$738 Roundtrip, found 3 days ago
$738
Roundtrip
found 3 days ago
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