Near North Side Holidays from £929

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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.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
per person
22 Jul - 25 Jul
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on 10 Jan 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
22 Jul - 25 Jul
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
The staff are thoughtful and provide the best service. While I was there, I was already planning to come back and stay there again!

Reviewed on 24 Apr 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
22 Jul - 25 Jul
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.6/10 Exceptional! (965 reviews)
Friendly and helpful staff, super comfy rooms and bed! Walked everywhere- easy walk to museum/aquarium, shopping, dining etc. will definitely be back!

Reviewed on 15 Apr 2024

Hotel Arista

Hotel Arista

4.5 out of 5
per person
1 Jun - 5 Jun
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
It was a really nice stay. we had the king size bed room. It’s a really nice hotel. The only reason I took one star off was because the bed was very firm and about knee-high and the pillows were also very hard. I don’t know if they have rooms that have softer beds, but for that reason, I would never stay there again.

Reviewed on 26 Apr 2024

Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport

2.5 out of 5
Bedford Park
per person
1 Jun - 5 Jun
Return flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
Front desk staff were extremely nice and helpful. Very convenient to Midway airport.

Reviewed on 26 Apr 2024

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 featuring a city

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.

Find hotels in Downtown Chicago

Top hotels in Near North Side

Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3 out of 5
243 E. Ontario, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £114 per night from 9 May to 10 May
£114
per night
9 May - 10 May
8.4/10 Very Good! (2,174 reviews)
"It was pretty good my only concern was that some of the towels had some dark gray-ish stains on them, but i figure thats just from wear and tear, but it wouldve been nice to have clean pure white towels. Otherwise it was a good stay."

Reviewed on 25 Apr 2024

Aloft Chicago Mag Mile
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £170 per night from 23 May to 24 May
£170
per night
23 May - 24 May
8.4/10 Very Good! (1,003 reviews)
"The hotel was very nice. However, I was not expecting the $25 resort fee per day. I found it difficult to use since I was staying at the hotel for a conference. Most meals were provided. We only went to the hotel restaurant one evening for dinner."

Reviewed on 21 Apr 2024

The Westin Michigan Avenue Chicago
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
3.5 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
The price is £150 per night from 28 Apr to 29 Apr
£150
per night
28 Apr - 29 Apr
8.6/10 Excellent! (1,003 reviews)
Perfect location in downtown!
"The view was amazing. Room was clean and the front desk employees were the best."

Reviewed on 23 Apr 2024

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
See all 1,063 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 £929, 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

Image for Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Image for Merchandise Mart

Merchandise Mart

4/5(4 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 acclaimed theatre scene.

Merchandise Mart
Image for John Hancock Center

John Hancock Center

4.5/5(84 reviews)

You can find out about the history of Chicago when you stop by John Hancock Center. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

John Hancock Center

Things to do

Image for Chicago Pizza Tour

Chicago Pizza Tour

£59
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago Museum of Contemporary Art: General Admission Ticket

Chicago Museum of Contemporary Art: General Admission Ticket

£17
Per adult
90% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
Image for Chicago: Downtown Donut Tour with Tastings

Chicago: Downtown Donut Tour with Tastings

£44
Per adult
94% of travellers recommend
Chicago: Downtown Donut Tour with Tastings
See all activities in Chicago

More trip options

* 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.