Title: North Side Vacation Packages & Trips 2026 from CA $581 | Expedia.ca [North Side Travel Guide](https://expedia.ca/North-Side.dx553248635976475406)[Hotels in North Side](https://expedia.ca/North-Side-Hotels.d553248635976475406.Travel-Guide-Hotels)[Vacation Rentals in North Side](https://expedia.ca/North-Side-Vacation-Rentals.d553248635976475406.Travel-Guide-VacationRentals)[Flights to North Side](https://expedia.ca/Cheap-Flights-To-North-Side.d553248635976475406.Travel-Guide-Flights)[Things to do in North Side](https://expedia.ca/Things-To-Do-In-North-Side.d553248635976475406.Travel-Guide-Activities)[North Side Car Rentals](https://expedia.ca/Car-Rentals-In-North-Side.d553248635976475406.Car-Rental-Guide) ![](https://images.trvl-media.com/place/829/f6594aff-9bbe-4eff-8e85-1343b34d50f1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # North Side Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Vincent Ramundo - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top North Side Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Fairfield Inn & Suites Chicago Downtown/River North](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/654358ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairfield Inn & Suites Chicago Downtown/River North Downtown Chicago CA $581 per person Mar 27 - Mar 30 found 21 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,169 reviews) The breakfast was good. Easy parking, easy to get an Uber, great dining options for the area and safe to walk around. I’ve stayed here multiple times and it’s my go to when staying downtown. I will be back. Reviewed on Jan 20, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $638 per person Apr 3 - Apr 5 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Incredible location and wonderful satff Reviewed on Jan 23, 2026 ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Chicago Downtown Chicago CA $1,275 per person Mar 26 - Mar 29 found 11 hours ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.8/10 Exceptional! (1,001 reviews) Yes didn’t know you get free breakfast Reviewed on Jan 4, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $698 per person Apr 3 - Apr 5 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Clean room and amenities Reviewed on Jan 8, 2026 ![Aloft Chicago Downtown River North](https://images.trvl-media.com/lodging/6000000/5470000/5461400/5461400/w4000h2662x0y0-8993d93f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aloft Chicago Downtown River North Downtown Chicago CA $585 per person Apr 3 - Apr 5 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,159 reviews) Room and customer service was great! Reviewed on Jan 20, 2026 ## Where to stay in North Side Find the best North Side areas and neighborhoods for the activities you enjoy most. [Learn more about North Side](https://expedia.ca/North-Side.dx553248635976475406) ![Chicago which includes modern architecture and a city](https://images.trvl-media.com/place/6059328/2fb61786-4c0f-40e8-ae4e-a0fad3f9539a.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lincoln Park 6 out of top 10 points of interest in this area 5/5(20 area reviews) Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads. [Find hotel + flight trips in Lincoln Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lincoln%20Park&DestID=6059328&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Cubs/Brewers game](https://images.trvl-media.com/place/829/a351d868-663b-4e01-8404-d79b6bc1c863.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Wrigleyville You might enjoy the bars while in Wrigleyville. Wrigley Field is a notable sight, and you can get around town at Sheridan Station or Addison Station (Red Line) to see more of the city. [Find hotel + flight trips in Wrigleyville](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Wrigleyville&DestID=6338684&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Chicago_LoganSquare_6132429_04](https://images.trvl-media.com/place/6132429/9b00bf25-0a43-42b8-9beb-9c7c565c05fa.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Logan Square 1 out of top 10 points of interest in this area Get to know Logan Square and its many features like its breweries and live music. You might want to explore sights like Concord Music Hall and Milwaukee Avenue, and you can jump on the metro at Logan Square Station or California Station (Blue Line) to get around the city. [Find hotel + flight trips in Logan Square](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Logan%20Square&DestID=6132429&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Beautiful Chicago winter skyline aerial above a snow covered Montrose beach looking towards the downtown skyscraper buildings with pink and orange clouds in a blue sky above.](https://images.trvl-media.com/place/553248635976478896/a493bfc8-0843-4d04-bf27-d70984080ce6.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lake View East While visiting Lake View East, you might make a stop by sights like Briar Street Theatre and TimeLine Theatre. [Find hotel + flight trips in Lake View East](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lake%20View%20East&DestID=553248635976478896&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![A man's hand is waving in the air and wearing a rainbow bracelet at Gay Pride parade.](https://images.trvl-media.com/place/6175472/56e976a8-023c-4a5b-b91b-536811bed154.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Northalsted Lake views, restaurants, and shopping are some highlights of Northalsted. You might stop by Wrigley Field or Vic Theatre while you're in the area. [Find hotel + flight trips in Northalsted](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Northalsted&DestID=6175472&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to North Side? Choose your dates ## North Side Hotel Deals ![Hotel Lincoln](https://images.trvl-media.com/lodging/1000000/30000/23400/23314/48b7272b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Lincoln 1816 N Clark Street Chicago IL Fully refundableReserve now, pay when you stay CA $109 CA $152 total Feb 9 - Feb 10 includes taxes & fees 7.6/10 Good! (1,067 reviews) We enjoyed our stay! It was very close to where our daughter lives and very walkable and accessible to everything! Reviewed on Jan 18, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=23314&PinnedHotelID=23314&HadPinnedHotel=true®ionId=553248635976475406) ![The Majestic Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7127/bf9d41f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Majestic Hotel 528 W Brompton Ave Chicago IL Fully refundableReserve now, pay when you stay CA $116 CA $136 total Jan 25 - Jan 26 includes taxes & fees 8.6/10 Excellent! (1,007 reviews) Very clean Reviewed on Jan 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=7127&PinnedHotelID=7127&HadPinnedHotel=true®ionId=553248635976475406) ![Hotel Versey Chicago Lincoln Park](https://images.trvl-media.com/lodging/1000000/30000/23000/22993/64a1c63a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Versey Chicago Lincoln Park 644 West Diversey Parkway Chicago IL Fully refundableReserve now, pay when you stay CA $100 CA $117 total Feb 2 - Feb 3 includes taxes & fees 8.6/10 Excellent! (1,493 reviews) Great location, very nice staff, fun decor, large guest room at a great price! Reviewed on Jan 12, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F02%2F2026&endDate=03%2F02%2F2026&selected=22993&PinnedHotelID=22993&HadPinnedHotel=true®ionId=553248635976475406) [See all 596 properties in North Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F01%2F2026&endDate=26%2F01%2F2026®ionId=553248635976475406) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in North Side ![Wrigley Field featuring central business district, a city and a sporting event](https://images.trvl-media.com/place/6034754/d10ea4fa-9a61-425f-b749-3325e9303223.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(158 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Lincoln Park Zoo which includes land animals and zoo animals as well as a couple](https://images.trvl-media.com/place/6065147/c831045d-38d1-4411-acc9-cd9ce27f2515.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Lincoln Park Zoo 4.5/5(66 reviews) This small zoo in the center of Chicago is perfect for small children and parents looking for a quiet, leisurely stroll — and some impressive animals! [](https://expedia.ca/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Vacation-Attraction) ![Chicago History Museum featuring interior views](https://images.trvl-media.com/place/6064041/0c65beb8-6d3f-40c7-a006-594c03b16901.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago History Museum 4/5(5 reviews) Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history. [](https://expedia.ca/Chicago-History-Museum-Lincoln-Park.d6064041.Vacation-Attraction) ### What to do in North Side ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket CA $47 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting CA $50 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago CA $53 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details) [See all activities in North Side](https://expedia.ca/things-to-do/search?rid=553248635976475406) ## Frequently asked questions ### Can I cancel my flight booking to North Side due to COVID-19? ### What's the best way to find cheap flights to North Side that have flexible change policies? ### What are some of the general tips for travelers to North Side during the COVID-19 outbreak? > - Investigate if any restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so don't forget to check government advisories before booking. > - When you go through airport screening, keep your face mask on. You will be asked to lower it briefly for ID purposes. Anyone refusing to wear a mask may be denied entry or boarding. > - Rather than handing a TSA agent your boarding pass, position it directly on the scanner yourself. After that, hold it up for inspection. > - You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll need to remove it for X-ray screening. > - Remove personal items from your pockets, like your phone, keys and wallet, and put them in your carry-on instead of into bins. This will minimize handling during screening. > - Separate any food you have for X-ray screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings. ### Which airlines fly to North Side? ### How can I find cheap tickets to North Side? ### How much is a flight to North Side? ### What are the most popular airports to fly into in North Side? ### When is the cheapest time to fly to North Side? ### How much is a plane ticket to North Side? ### Which airlines with flights to North Side employ COVID-19 cleanliness policies? > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in West Bucktown ](https://www.expedia.ca/4Star-West-Bucktown-Chicago-Hotels.s40-n553248635976472789-0.Travel-Guide-Filter-Hotels) - 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Daley Center ](https://www.expedia.ca/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction) - [Riviera Theatre ](https://www.expedia.ca/Riviera-Theatre-Uptown.d553248621555594761.Vacation-Attraction) - [Shops at North Bridge ](https://www.expedia.ca/Shops-At-North-Bridge-Downtown-Chicago.d6227764.Vacation-Attraction) - [The East Bank Club ](https://www.expedia.ca/The-East-Bank-Club-Downtown-Chicago.d553248621555594881.Vacation-Attraction) - [United Center ](https://www.expedia.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) - [Water Tower Place ](https://www.expedia.ca/Water-Tower-Place-Downtown-Chicago.d6064087.Vacation-Attraction) - [Willis Tower ](https://www.expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [Wrigley Building ](https://www.expedia.ca/Wrigley-Building-Downtown-Chicago.d6064091.Vacation-Attraction) - [Wrigley Field ](https://www.expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) - [Car rentals near Lakeview ](https://www.expedia.ca/Car-Rentals-In-Lakeview.d178166.Car-Rental-Guide) \* Savings based on package bookings compared to the price of the same components booked separately. 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