Near North Side Holidays from £1,128

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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 Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,511, price is now £1,128 per person
£1,128
per person
17 Jun - 22 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
Helpful staff, great location, adequate rooms!

Reviewed on 14 Apr 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £2,126, price is now £1,495 per person
£1,495
per person
17 Jun - 22 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,225 reviews)
Great location, service wasn’t the greatest, fees are high, crib was outdated.

Reviewed on 13 Apr 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,717, price is now £1,219 per person
£1,219
per person
17 Jun - 22 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Yessss it’s was amazing

Reviewed on 13 Apr 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was £1,633, price is now £1,232 per person
£1,232
per person
17 Jun - 22 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.

Reviewed on 14 Apr 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was £1,605, price is now £1,253 per person
£1,253
per person
17 Jun - 22 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,054 reviews)
Hotel was in a great location and staff and services provided were great too.

Reviewed on 14 Apr 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

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Top hotels in Near North Side

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £119 per night from 26 Apr to 27 Apr
£119
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,123 reviews)
Great location.

Reviewed on 14 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is £136 per night from 10 May to 11 May
£136
10 May - 11 May
includes taxes & fees
8.6/10 Excellent! (5,838 reviews)
The sheets were dirty and in the lobby it was dog poop

Reviewed on 14 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £129 per night from 19 Apr to 20 Apr
£129
19 Apr - 20 Apr
includes taxes & fees
9.4/10 Exceptional! (3,835 reviews)
Hotel staff were superior! Everyone is so nice and helpful. Rooms were nice and clean, and getting my luggage up to my room was hands free thanks to the staff. Rooftop was wonderful!! Parking was easy and close, also in a great location of Downtown Chicago

Reviewed on 14 Apr 2026

Hotel Riu Plaza Chicago
See all 1,042 properties in Near North Side
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Near North Side travel package cost?
Starting from a low £1,128, 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.

Popular places to visit

875 North Michigan Avenue

875 North Michigan Avenue

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 acclaimed art galleries.

875 North Michigan Avenue
Merchandise Mart

Merchandise Mart

You can learn about the history of Chicago with a trip to Merchandise Mart. Amble around this vibrant area's riverfront or experience its entertainment choices.

Merchandise Mart
Water Tower view on Michigan Ave in Chicago City

Chicago Water Tower

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 theatre scene.

Chicago Water Tower

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£33
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

£30
per adult
94% of travellers recommend
Art Institute of Chicago
See all activities in Chicago

* 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.