New City Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 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
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was €957, price is now €797 per person
€797
per person
28 Apr - 30 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everyone are helpful breakfast is amazing

Reviewed on 20 Feb 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,061, price is now €937 per person
€937
per person
28 Apr - 30 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.

Reviewed on 31 Jan 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €1,041, price is now €928 per person
€928
per person
28 Apr - 30 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Nice hotel Great location

Reviewed on 15 Feb 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was €937, price is now €845 per person
€845
per person
28 Apr - 30 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
Everything was amazing

Reviewed on 17 Feb 2026

Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
Downtown Chicago
Price was €875, price is now €806 per person
€806
per person
28 Apr - 30 Apr
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (2,972 reviews)
Clean and spacious rooms. Great location!

Reviewed on 16 Feb 2026

Where to stay in New City

Find the best New City areas and neighborhoods for the activities you enjoy most. Learn more about New City
Downtown Chicago which includes a city

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 New City

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €189 per night from 13 Mar to 14 Mar
€189
13 Mar - 14 Mar
includes taxes & fees
8/10 Very Good! (9,906 reviews)
The room and hotel is a bit run down as most places over a century old

Reviewed on 18 Feb 2026

Congress Plaza Hotel
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 €123 per night from 4 Mar to 5 Mar
€123
4 Mar - 5 Mar
includes taxes & fees
9.2/10 Wonderful! (3,361 reviews)
Breakfast was nice

Reviewed on 17 Feb 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is €163 per night from 27 Feb to 28 Feb
€163
27 Feb - 28 Feb
includes taxes & fees
8.4/10 Very Good! (2,640 reviews)
Beautiful place

Reviewed on 18 Feb 2026

Hilton Chicago
See all 4,901 properties in New City
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 New City holiday package cost?
From just €797. Yes, you read that right. Our New City packages are the easiest way to stretch your budget further. Bundle your preferred hotels, flights and car rentals and discover this wonderful destination.
How do I get a cheap travel package to New City?
Just imagine all the amazing things you could do in New City with extra cash in your pocket. Watch your savings stack up when you bundle your hotel and flights into a New City holiday package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from over 550 airlines and 1,000,000 hotel options around the globe. Whether you're taking a break with the entire family or flying solo, exploring New City is better with a package.
Where should I stay in New City?
We recommend staying near the action. Many people book hotels within easy reach of top sights, such as St. Bernard Hospital, S.S. Peter and Paul Church and Holy Cross Hospital.
How far in advance should I book my New City holiday?
Savvy travellers will likely want to book as early as possible. You can normally browse through international airfares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, don't despair. Bargain prices sometimes occur just weeks prior to departure.
What does an Expedia New City travel package include?
Rental cars, hotels and flights, or any combination of them — it's your choice. Whether you're visiting New City with the entire family or enjoying a solo break, there's a package to match every budget and style. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a New City travel package?
You'll enjoy amazing savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one spot just makes things easier. So why waste money or time? Whether you're organising a ritzy city getaway or an affordable family break, take a look at our package deals today.
Can I choose my airline with a New City Expedia holiday package?
With a holiday package, you're in charge. Whether you're looking to fly to New City in coach or first class, simply pick from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my New City holiday package?
If your travel plans in New City have been upended, it's a relief to know that it's possible to amend or cancel your booking. If you made your booking within the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. To find out more, check our Customer Service Portal.

Popular places to visit

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

4/5(125 reviews)

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€22
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

€33
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€20
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.