New City Holidays from NZ$2,607

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in New City

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
per person
11 Nov - 16 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9/10 Wonderful! (457 reviews)
Property was nice and clean. Staff were very attentive and professional. The only thing I noticed is the wait staff in the dining area did not wipe/clean the tables or the salt and pepper shakers between customers. With Covid and other viruses, this is something that should be done at all times.

Reviewed on 21 Sep. 2024

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
11 Nov - 16 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
8.8/10 Excellent! (1,911 reviews)
Stayed at the Swissôtel after carefully reviewing and planning the area, view from the room and the area if to walk around. The Swissôtel was the choice and indeed, a great choice.

Reviewed on 22 Sep. 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
11 Nov - 16 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.4/10 Exceptional! (1,364 reviews)
We were very pleasantly surprised by our experience at this hotel. It appeared to be very well-managed with a lot of thoughtful items and conveniences in the room. There is a great gym as well, with almost every machine imaginable.

Reviewed on 22 Sep. 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
11 Nov - 16 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
All around great experience. Highly recommend.

Reviewed on 1 Sep. 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
11 Nov - 16 Nov
found 1 day ago
Return flight included
Wellington (WLG) to Chicago (ORD)
9.4/10 Exceptional! (3,588 reviews)
Beautiful view of the city.

Reviewed on 22 Sep. 2024

Our guide on 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 featuring a city

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Our pick of the best New City Hotel Deals

River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$220 per night from 29 Sep to 30 Sep
NZ$220
per night
29 Sep - 30 Sep
8.6/10 Excellent! (3,408 reviews)
"Very clean room, shower water pressure was actually amazing, and really helpful after my 21 hour day! Pedro at the front desk was very helpful, super polite, great first impression for this hotel! Would definitely recommend this hotel!"

Reviewed on 21 Sep. 2024

River Hotel
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 NZ$256 per night from 1 Oct to 2 Oct
NZ$256
per night
1 Oct - 2 Oct
7.6/10 Good! (7,858 reviews)
"Great stay!"

Reviewed on 22 Sep. 2024

Congress Plaza Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$376 per night from 1 Oct to 2 Oct
NZ$376
per night
1 Oct - 2 Oct
8.6/10 Excellent! (2,558 reviews)
"Check in went smoothly and the staff member was excellent."

Reviewed on 20 Sep. 2024

Eurostars Magnificent Mile
See all 3,877 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 NZ$2,607. 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.

Discover the most popular places to visit in New City

Image for McCormick Place

McCormick Place

4.5/5(21 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Michigan Avenue

Michigan Avenue

5/5(5 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
Image for Navy Pier

Navy Pier

4.5/5(64 reviews)

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

Navy Pier

Activities

Image for Flyover in Chicago

Flyover in Chicago

NZ$45
Per adult
96% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

NZ$87
Per adult
94% of travellers recommend
Architecture River Tour from Navy Pier
Image for Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

NZ$68
Per adult
86% of travellers recommend
Chicago by Night: 90 Minute River and Lakefront Cruise
See all activities in Chicago

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.