New City Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

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.

The Latest New City Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 30 - Aug 4

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.2/10 - Very good (2,782 reviews)
    "Gray stay, centrally located"
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    £1,793
    £1,204
    per traveller
    found 23 hours ago
    Hotel Felix River North/Magnificent Mile
  • Terrace/patio
    Jul 30 - Aug 4

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,538 reviews)
    "The views were beautiful, but the staff was no help. The line was ridiculously long to get checked in. When we got checked in, they had someone show us how to get to our room and the young gentleman brought us to a stairwell and stated didn’t they tell you the elevators are broken we literally had to walk through construction sites and multi levels just to get to our room. I wrote a complaint to the hotel and got little response. The room was beautiful, but poor customer service to say the..."
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    £2,032
    £1,482
    per traveller
    found 23 hours ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • 2 restaurants; breakfast, lunch and dinner served
    Jul 30 - Aug 4

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,732 reviews)
    "Great breakfast"
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,881
    £1,392
    per traveller
    found 23 hours ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Breakfast and dinner served
    Jul 30 - Aug 4

    Omni Chicago Hotel + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,802 reviews)
    "Old hotel and rooms. All the outlets in our room were titled and so hard to plug things in them. The outlets near the nightstands on either sides can’t accommodate a charger because they’re stuck on the side of the nightstand between it and the side of the bed. Hairdryer so old and didn’t work. Check in was exactly at 4, they weren’t lenient when I showed up at 2:40."
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,847
    £1,404
    per traveller
    found 23 hours ago
    Omni Chicago Hotel
  • Full-sized fridge, microwave, oven, stovetop
    Aug 20 - Aug 25

    Level Chicago – Old Town + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (490 reviews)
    "Great location to the red line and buses. Our kids loved the game room, pool, and basketball court."
    Reviewed June 9, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £1,964
    £1,495
    per traveller
    found 1 day ago
    Level Chicago – Old Town

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

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 £121 per night from 29 Jun to 30 Jun
£121
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,248 reviews)
"Old building that could really use a remodel. I've stayed in many hotels in the loop and somehow the sound from outside penetrated much more than most. The doormen were excellent though. They were very helpful and nice."

Reviewed on 11 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is £142 per night from 30 Jun to 1 Jul
£142
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,558 reviews)
"The hotel was clean and the rooms were decent. Did like the fact. I didn't like the fact there is no mirrors in the whole room except for the one in the bathroom. Also for the price that they charge I feel they should have had daily housekeeping but it was only offered after a 3-day stay. I asked ..."

Reviewed on 11 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £136 per night from 28 Jun to 29 Jun
£136
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,647 reviews)
"The shuttle was a plus!"

Reviewed on 10 Jun 2026

Hyatt Regency O'Hare Chicago
See all 4,777 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 . 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

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
Navy Pier

Navy Pier

4/5(127 reviews)

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

Navy Pier
Millennium Park

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

£81
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
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.