North Side Holidays from £1,088
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Top North Side Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
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
Lincoln Park
6 out of top 10 points of interest in this area
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
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.
Logan Square
The breweries and live music are just a few things visitors like about Logan Square. Concord Music Hall and Milwaukee Avenue are worthwhile spots to check out, and you can hop on the metro at Logan Square Station or California Station (Blue Line) to get around the larger area.
Bucktown
Well liked for its churches and architecture, Bucktown is worth a visit. Check out the variety of things to see and do like Milwaukee Avenue and Holstein Park Public Pool, and jump on the metro at Western Station (O Hare Branch) to get around the city.
North Center
Get to know North Center and its many features like its bars and live music. You might want to explore sights like Beat Kitchen and Martyrs', and you can jump on the metro at Addison Station (Brown Line) or Irving Park Station to get around the city.
North Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Top hotels in North Side
The Majestic Hotel
528 W Brompton Ave Chicago IL
Fully refundableReserve now, pay when you stay
£157
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"Free valet parking in a ramp nearby. Close to restaurants and shops. Everyone at the hotel (and the neighborhood) was friendly and responsive."
Reviewed on 17 Sept 2026
The Willows Hotel
555 W Surf St Chicago IL
Fully refundableReserve now, pay when you stay
£133
28 Sept - 29 Sept
includes taxes & fees
Hotel Lincoln
1816 N Clark Street Chicago IL
Fully refundableReserve now, pay when you stay
£180
20 Sept - 21 Sept
includes taxes & fees
8/10 Very good! (1,161 reviews)
"eh"
Reviewed on 17 Sept 2026
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.
Stay near popular North Side attractions
Photo by © City of Chicago
Wrigley Field
9.0/10 (11,704 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Lincoln Park Zoo
9.0/10 (1,096 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!
Chicago History Museum
9.0/10 (37 reviews)
Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.
Park West
8.8/10 (12 reviews)
You can enjoy a show at Park West on your trip to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.
Second City
9.6/10 (15 reviews)
You can make plans for a show at Second City on your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
Theater Wit
You can get tickets for a performance at Theater Wit during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
Vic Theatre
You can make plans for a show at Vic Theatre during your stay in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
Lincoln Hall
You can get tickets for a performance at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
What to do in North Side
Chicago: Willis Tower Skydeck and The Ledge Ticket
£35
per adult
88% of travellers recommend
Frequently asked questions
How much does a North Side travel package cost?
Create unforgettable memories with our North Side travel packages, which start from a low £1,088. Select the flights and hotels that fit your travel plans. Then, add on some experiences or tours to cap off your unique getaway.
If I'm not able to travel, can I cancel my North Side travel package?
Your situation can change unexpectedly, so yes, you can. You may be able to change or cancel your North Side travel package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may charge additional fees. Need more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to North Side?
If you love getting a great deal, bundle your bookings into a North Side travel package. Whether you're searching for flights, hotels, rental cars or activities, you can book everything in one place. You'll have endless choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 hotels around the globe to select from. Fly with who you want, check in where you like and save your hard-earned money — now that's the perfect escape!
Does Expedia offer Book Now, Pay Later North Side holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budgets, so you can have that well-deserved holiday now.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday in multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.
Where should I stay in North Side?
Holiday makers come from all over the world to experience Millennium Park and Wrigley Field in North Side. Stay near these wonderful attractions and visit them at your leisure.
What are the top hotels in North Side?
If it's your very first time in North Side, book a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both hotels offer friendly service and are favourites among many travellers.
How far in advance should I book my North Side holiday?
Reserving your flights early with Expedia means one less thing to worry about. Many air carriers display prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to North Side occasionally appear a few weeks before departure.
What does an Expedia North Side travel package include?
Expedia has everything you need to book your North Side getaway, but how your package is structured is up to you. Choose from any combination of flights, rental cars and hotels. After some activities to fill in your time? Once you've made your booking, you can add them on too. No matter your budget or style, there's a package to match your needs.
What should I know before booking a North Side travel package?
Booking all the parts of your escape together is a great way to save. Bundle your airfares, rental cars and hotels into a handy package. But you're not restricted to hotels. Expedia has all kinds of properties, including holiday rentals such as mountain cabins and city apartments. Your choices are almost endless!
Can I choose my airline with a North Side Expedia travel package?
With a travel package, the choice is in your hands. Whether you're hoping to fly to North Side in first class or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines globally.
Explore a world of travel with Expedia
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- Art Institute of Chicago
- Visit Bucktown
- Visit Downtown Chicago
- Chicago Harbor Lighthouse
- Visit Lincoln Park
- Visit Magnificent Mile
- Visit Ravenswood Manor
- Chicago Riverwalk
- Visit The Loop
- Chicago Theatre
- Chicago Water Tower
- Visit Wrigleyville
- Chicago Holidays
- Visit Chicago
- Cibc Theatre
- Cicero Holidays
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- Ernest Hemingway Museum and House
- Garfield Park Conservatory
- Golf Holidays
- Grant Park
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- Lincoln Hall
- Lincoln Park Conservatory
- Lincoln Park Zoo
- Lincoln Park Holidays
- Michigan Avenue
- Millennium Park
- Montrose Beach
- Navy Pier
- Northwestern University
- Visit Oak Park
- Robie House
- Shops at North Bridge
- The Loop Holidays
- Unity Temple
- Willis Tower
- Wrigley Field
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
