Near North Side Holidays from £993
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Your Near North Side Holiday
Discover all the amazing things this neighbourhood has to offer with a customized Near North Side holiday package. However you imagine yourself spending your time here, you'll find countless opportunities for fun, relaxation and adventure. Some popular nearby attractions to visit during your trip to Near North Side include Millennium Park, Willis Tower and Art Institute of Chicago. Stop dreaming and start doing. When it's time to lock in your holiday to Near North Side, Expedia will help get you there.
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,418
per person
22 Oct - 28 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
The hotel was truly remarkable! I can’t wait to go back in the future, the staff was truly amazing as well!
Reviewed on 22 Sept 2026
Where to stay in Near North Side
Find the best Near North Side areas and neighborhoods for the activities you enjoy most. Learn more about Near North Side
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in Near North Side
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£167
29 Sept - 30 Sept
includes taxes & fees
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
Fully refundableReserve now, pay when you stay
£173
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (1,629 reviews)
"The hotel needs remodeling, but it was truly a wonderful stay. We had a comfortable bed, an air conditioned room, and the most helpful staff. It would have been nice to have more updated elevators, and for the breakfast to be with real plates, cups, and utensils. But otherwise, we really enjoyed ..."
Reviewed on 22 Sept 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
£113
27 Sept - 28 Sept
includes taxes & fees
7.8/10 Good! (2,204 reviews)
"Stayed in a junior suite !! Very nice until the A/C broke (97* outside) had to drag all of our stuff back to the lobby just to get another room !! When, they should have come up and given us the key to the new room !! Next (2) days in the the room we had no hot water in the morning to take a shower ..."
Reviewed on 22 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.
Frequently asked questions
How much does a Near North Side travel package cost?
Starting from a low £993, a travel package is your ticket to low-cost travel. Put together your Near North Side adventure by selecting from our extensive range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Near North Side travel package?
We totally understand — life can throw you the odd curveball. If you've locked in a Near North Side travel package and need to amend or cancel it, we're here to help. It's always worth visiting our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to change your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a fee.
How do I get a cheap travel package to Near North Side?
Browse and lock in everything in the one place with our Near North Side travel packages. We have incredible bargains on flights, hotels and more that'll keep your bank account happy and your adventurousness alive. And, with more than 550 airlines and 1,000,000 properties across the globe to choose from, there are endless opportunities to mix and match your own way.
Does Expedia offer Book Now, Pay Later Near North Side holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
- Pay monthly holidays: Klarna has manageable monthly payment plans that work for all budget sizes, so you can take that well-deserved holiday sooner.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday across multiple transactions.
- Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Put down a small deposit on your booking and then start working on your travel itinerary.
Where should I stay in Near North Side?
Urban adventurers come from all over the world to experience Millennium Park and Wrigley Field in Near North Side. Book a hotel within a stone's throw of these awesome attractions and visit them whenever you want.
What are the top hotels in Near North Side?
Lock in a room at Hyatt Regency Chicago. It's one of the area's most sought-after hotels. Another great option in Near North Side is The Godfrey Hotel Chicago.
How far in advance should I book my Near North Side holiday?
It all depends on the airline, but you can generally look up international flights on Expedia up to 12 months in advance. While it's advisable to book ahead of time, lucky travellers will sometimes find a cheaper seat just weeks before departure dates.
What does an Expedia Near North Side travel package include?
Packages include flights, hotels and rental cars, but you can mix and match them to create your perfect Near North Side getaway. You can also add on fun things like activities and tours once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll get access to deals you won't find elsewhere.
What should I know before booking a Near North Side travel package?
So many places to explore, so many things to see. With a travel package, you'll be able to afford more of them. Bundle your hotels, flights and rental cars and get set to save.
Can I choose my airline with a Near North Side Expedia travel package?
You sure can. We offer more than 550 partner airlines throughout the world, so choose the carrier that best fits your budget and travelling style.
Stay near popular Near North Side attractions
Merchandise Mart
8.6/10 (419 reviews)
You can learn about the history of Chicago with a trip to Merchandise Mart. Amble around this vibrant area's riverfront or experience its fascinating museums.
Water Tower Place
9.0/10 (1,113 reviews)
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
875 North Michigan Avenue
9.2/10 (2,926 reviews)
You can find out about the history of Chicago when you stop by 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.
House of Blues Chicago
8.8/10 (159 reviews)
You can get tickets for a performance at House of Blues Chicago during your trip to Chicago. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.
Chicago Water Tower
9.0/10 (1,235 reviews)
You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Holy Name Cathedral
8.0/10 (35 reviews)
After visiting Holy Name Cathedral, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
360 CHICAGO
You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its entertainment choices.
Museum of Contemporary Art Chicago
9.0/10 (88 reviews)
You can spend an afternoon studying the exhibits at Museum of Contemporary Art Chicago during your trip to Chicago. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
£18
per adult
90% of travellers recommend
* 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.