New City Holidays from £1,020

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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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,554, price is now £1,020 per person
£1,020
per person
3 Jun - 7 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Many restaurants and attractions nearby,Staff pleasant, everything was clean

Reviewed on 12 Mar 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,635, price is now £1,828 per person
£1,828
per person
3 Jun - 9 Jun
just found
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,844 reviews)
One of the best hotels I've ever stayed at

Reviewed on 10 Mar 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was £1,911, price is now £1,336 per person
£1,336
per person
3 Jun - 9 Jun
just found
Return flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (2,076 reviews)
Very nice & clean hotel and near the Bean and shops are walkable.

Reviewed on 3 Mar 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was £2,179, price is now £1,537 per person
£1,537
per person
3 Jun - 9 Jun
just found
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (3,613 reviews)
I thought the hotel was great. It has excellent views if you book a front facing room. The staff was really nice. I had an issue with my allergy to feathers. I had previously requested a room without feathers on the Expedia app, however it wasn’t forwarded to the Hotel. I told the Hotel about it, and they immediately had a room prepared for me and removed the feathers from it, but still left the bedding that was under the feather duvet cover and feather pillow, so I had a pretty bad allergic reaction the two days I was there. I don’t think I would’ve been able to stay a third. It was pretty disappointing, but I think if you don’t have a feather allergy at the hotel is a pretty great place. No other complaints or whatsoever other than this feather issue

Reviewed on 12 Mar 2026

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Price was £2,369, price is now £1,759 per person
£1,759
per person
3 Jun - 9 Jun
just found
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,181 reviews)
Always a great stay a the Viceroy!

Reviewed on 11 Mar 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 featuring 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 £85 per night from 1 Apr to 2 Apr
£85
1 Apr - 2 Apr
includes taxes & fees
8/10 Very Good! (9,917 reviews)
Rooms a bit tired

Reviewed on 12 Mar 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 £137 per night from 30 Mar to 31 Mar
£137
30 Mar - 31 Mar
includes taxes & fees
9.4/10 Exceptional! (3,514 reviews)
Many restaurants and attractions nearby,Staff pleasant, everything was clean

Reviewed on 12 Mar 2026

Hotel Riu Plaza Chicago
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
Fully refundableReserve now, pay when you stay
The price is £107 per night from 22 Mar to 23 Mar
£107
22 Mar - 23 Mar
includes taxes & fees
8.6/10 Excellent! (5,728 reviews)
Breakfast menu had great options for a family of five. Room was clean. I really like being able to text someone from the front desk to get questions answered. The location is excellent as well. Will definitely stay here again.

Reviewed on 11 Mar 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,869 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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 £1,020. 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

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

£19
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
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in 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.