Search Deals onNear North Side Vacation Packages
Near North Side Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Waldorf Astoria Chicago
Downtown Chicago
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.
Hilton Chicago
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Aloft Chicago Downtown River North
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Kinzie Hotel
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy room service, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Palmer House a Hilton Hotel
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
per person
Feb 11 - Feb 16
found 20 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 4-star business-friendly 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 Chicago Riverwalk and Michigan Avenue 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
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
350 West Wolf Point Plaza, Building 2, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
Stay at this 4-star 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 ...
Save an average of 15% on thousands of hotels when you're signed in
W Chicago - Lakeshore
644 N Lake Shore Dr, Chicago, IL
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean ...
InterContinental Chicago Magnificent Mile, an IHG Hotel
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 ...
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
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 ...
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 ...
The Westin Michigan Avenue Chicago
909 North Michigan Ave, Chicago, IL
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 ...
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.
Mon, Feb 3 - Wed, Feb 12
LAX
Los Angeles Intl.
MDW
Midway Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Mon, Jan 27 - Sat, Feb 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Tue, Feb 25 - Sun, Mar 2
PVG
Pudong Intl.
ORD
O'Hare Intl.
$936 Roundtrip, just found
$936
Roundtrip
just found
Fri, Jan 24 - Sun, Feb 2
SHA
Hongqiao Intl.
ORD
O'Hare Intl.
$2,043 Roundtrip, found 5 days ago
$2,043
Roundtrip
found 5 days ago
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