Deals on vacations and trips to Near North Side
Near North Side flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk
Downtown Chicago
Price was $806, price is now $547 per person
$547
per person
Dec 20 - Dec 23
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,350, price is now $826 per person
$826
per person
Dec 22 - Dec 29
just found
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,142, price is now $720 per person
$720
per person
Dec 22 - Dec 29
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,001, price is now $684 per person
$684
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,596, price is now $1,782 per person
$1,782
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
Top Near North Side hotels deals
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $143 total per night
$143 total
Nov 11 - Nov 12
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.
Pet friendly
Free WiFi
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $169 total per night
$169 total
Nov 9 - Nov 10
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.
Pet friendly
Free WiFi
The Wade
644 N Lake Shore Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $169 total per night
$169 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.
Pool
Pet friendly
Warwick Allerton - Chicago
701 North Michigan Avenue Chicago IL
$113 nightly
The price is $127 total per night
$127 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
Free WiFi
Air conditioning
The Godfrey Hotel Chicago
127 West Huron, at LaSalle Chicago IL
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $171 total per night
$171 total
Nov 12 - Nov 13
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. You'll appreciate the gym, bar/lounge, and rooftop terrace.
Spa
Free WiFi
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
$241 nightly
The price is $287 total per night
$287 total
Oct 31 - Nov 1
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
Pool
Spa
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View all propertiesLowest 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.
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