New City Holidays from £884

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Your New City Holiday

Experience all the wonderful things this neighbourhood has to offer with a tailor-made New City holiday package. However you imagine spending your days here, you'll find countless opportunities for relaxation, fun and adventure. Start your trip to New City by checking out nearby attractions such as Guaranteed Rate Field, Illinois Institute of Technology and Ida B Wells House. Don't just dream it — do it! Lock in your ultimate New City holiday with Expedia and experience travel your way.

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago
£884
per person
12 Nov - 15 Nov
just found
Return flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (1,578 reviews)
Very good

Reviewed on 19 Sept 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£2,409
per person
12 Nov - 16 Nov
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The Emily Hotel

The Emily Hotel

Downtown Chicago
£2,056
per person
12 Nov - 16 Nov
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
The Langham, Chicago

The Langham, Chicago

Downtown Chicago
£2,899
per person
12 Nov - 16 Nov
found 21 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
£2,196
per person
25 Oct - 30 Oct
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Room was nice and spacious

Reviewed on 18 Sept 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
A busy city street with tall buildings, a bus, and cars.

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
A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

Find hotels in Magnificent Mile
A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

Find hotels in The Loop
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

Find hotels in River North
A wooden pavilion with a view of a city skyline and a body of water.

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.

Find hotels in Lincoln Park

Top hotels in New City

River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£150
per night
20 Sept - 21 Sept
River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£155
per night
27 Sept - 28 Sept
8/10 Very good! (10,168 reviews)
"F"

Reviewed on 19 Sept 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£142
per night
29 Sept - 30 Sept
8/10 Very good! (2,266 reviews)
"Vintage gorgeous property. The lounge was awesome. The breakfast was gourmet. The rooftop view was great. The room was incredibly spacious and clean! Too notch!"

Reviewed on 19 Sept 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,676 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.
All Inclusive Holidays
All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
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Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Frequently asked questions

How much does a New City travel package cost?
We make it easy to see the world, with New City travel packages starting from as little as £884. You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate escape, why not add a few activities and tours to your itinerary?
If I'm not able to travel, can I cancel my New City travel package?
Yes you can, and we'll help you every step of the way. You may be able to amend or cancel your New City travel package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, have a look at our Customer Service Portal for more information.
How do I get a cheap travel package to New City?
Find flights that suit your busy schedule, add a hotel to your booking and watch the savings grow with a New City travel package. It's as easy as that! From flights and hotels to rental cars and tours, Expedia is where your cheap getaway begins. And with more than 550 air carriers and 1,000,000 hotels around the world to choose from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later New City holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your budget. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Browse these flexible payment options:
  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's monthly instalment plans. If paying small amounts each month works for you, choose this option at checkout.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.
Where should I stay in New City?
Travellers come from far and wide to experience Millennium Park and Wrigley Field in New City. Book a room within walking distance of these awesome attractions to make sightseeing easy.
What are the top hotels in New City?
Reserve a room at Hyatt Regency Chicago. It's one of the neighbourhood's most sought-after hotels. Another top-rated option in New City is The Godfrey Hotel Chicago.
How far in advance should I book my New City holiday?
While prices do change, we generally suggest booking your holiday as early as possible. Most international airfares are available on Expedia up to a year in advance. If you're booking late, you might still be lucky. Cheap tickets to New City sometimes appear just weeks before departure.
What does an Expedia New City travel package include?
Rental cars, hotels and flights — we've got them covered. With Expedia, you can shape your New City package just the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the bigger your savings!
What should I know before booking a New City travel package?
Bundling your bookings into a New City travel package is the most convenient way to organise your trip. Not only that, you'll save just for combining your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a New City Expedia travel package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Just select your preferred air carrier and put together the perfect New City getaway.

Stay near popular New City attractions

Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Flyover in Chicago

Flyover in Chicago

£23
per adult
98% of travellers recommend
Flyover in Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% 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. Flight-inclusive packages are ATOL protected.