Left ArrowRight Arrow
close
  • Flying
  • map
  • map
  • Rooms & Passengers
    PersonAdults 2, Children 0
  • Direct flight only:
  • Person

Select Rooms

close Reset room
Room 1

Adults

Children 11 and Under

To get the best price for more than 3 rooms Call us on 0800 408 8000 0208 843 4410

Chicago Package Holidays

Chicago, the hub of the mid-west flaunts a picturesque skyline and an impressive location on the banks of Lake Michigan. Head down the Chicago Riverwalk, a socializing hotspot with jaw-dropping city and river views or wander the galleries of the world-renowned Art Institute of Chicago. Explore the depths of the ocean at the Shedd Aquarium, take in a show at The Chicago Theatre, ride the Ferris Wheel on the outdoor boardwalk at Navy Pier or in the warmer months head to the beach. From shopaholics and sports enthusiasts to thrill-seekers and foodies, Chicago has something for everyone.

Climate and Best Time to VisitChicago is the city where the weather remains lovely for most parts of the year but gets a bit harsh during winters. The ideal times to visit this city are April through May and between September and October when temperatures are usually mild and a variety of festivals are organised here. Summer marks Chicago's peak tourist season when the city is teeming with tourists from across the globe. If you plan to visit Chicago during summer, make your flight and hotel bookings in advance. June is the time when there is a chance of rain, so don't forget to pack an umbrella. The period from November to March is the low season, with good chances of finding cheap flights and hotels even at last minute.

Eating OutThough the city is best known for its bold architecture, it is also a 'can't-miss culinary destination'. It presents an outstanding dining scene and delights food lovers with an array of international choices. From fine dining heavyweights and chef-fuelled new restaurants to fan favourite pizza joints and mom-and-pop sandwich shops, Chicago presents plenty of dining options in different shapes and sizes at every corner. Aloha Poke Co., Sweetgreen, Beatrix and Native Foods Cafe are some of the finest places to explore different scrumptious delicacies here. Besides, some of the must-try dishes here include Gelato Sandwich, Kalbi Barba Korea Tacos, Mykono's Combination Plate and Wang Mandu.

ShoppingChicago is right up there with the world's best when it comes to presenting shopping opportunities to the travellers. With a huge range of malls, fashion boutiques and stores, the city presents an array of shopping experiences for the travellers. Its primary shopping area is Michigan Avenue, surrounded by dazzling architectural portico and world-class, tree-lined streets and housing several indoor, high-rise malls and boutiques. Besides, there are some other prominent shopping centres such as Buck Town & Wicker Park Stores, Lincoln Park Stores and Oak Street Stores to explore. Don't forget to shop at the city's top-notch malls such as Water Tower Palace and Westfield Old Orchard to make the most of Chicago shopping.

Popular HotelsThe architectural jewel of USA, Chicago presents an exclusive range of accommodation options for every taste and budget. It is home to plenty of luxury hotels and resorts that enjoy prominent locations and ensure top class facilities for the guests. If you are looking for some lavish options, you can opt from Four Seasons Hotel, Waldorf Astoria, The Peninsula, Loews Hotel and Renaissance Downtown Hotel. On the other hand, travellers who do not want to compromise much on luxury but also don't want to pay a lot can go for some good budget properties like Freehand Hotel, Hotel Felix, Longman & Eagle and Kinzie Hotel.

Read More
FILTER RESULTS X
  • Only
  • Only

chicago Package Holidays

8 holiday deals Found
Fairmont Chicago Millennium Park
Top Pick

Fairmont Chicago Millennium Park

Illinois

Fairmont Chicago, Millennium Park is blooming from a multi-million dollar refresh of its 687 guestrooms and suites. The Fairmont Chicago, Millennium Park is a sophisticated high-rise that combines classic and contemporary styles, with sweeping views of downtown Chicago, Lake Michigan, Grant, Millennium and Maggie Daley Parks. Luxury accommodations in downtown Chicago are in full bloom with beautifully-appointed with modern furnishings, expressive décor and artistry and Fairmont’s award-winning service. Spacious guestrooms and suites including one king or two double beds, high speed internet, separate bath and shower.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday
Loews Chicago O Hare Hotel
Top Pick

Loews Chicago O Hare Hotel

O hare Airport

Loews Chicago O'Hare Hotel formerly known as (InterContinental Chicago O'Hare) offers a bar/lounge. Wireless Internet access is in public areas. This smoke-free property include a 24-hour business center and meeting rooms, additional amenities include a nightclub, a fitness center, and gift shops/newsstands. The 556 air-conditioned guestrooms provide desks, newspapers, and phones. Bathrooms offer shower/tub combinations with rainfall showerheads, bathrobes, designer toiletries, and hair dryers. All units feature minibars and coffee/tea makers.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday
The Palmer House Hilton
Top Pick

The Palmer House Hilton

Downtown

The Palmer House Hilton offers 1639 Rooms & suites. All 1,639 guestrooms at the Palmer House Hilton feature antique-style decor, pillowtop mattresses, marble bathrooms, premium channels, and high-speed Internet access. Amenities include flat-screen TVs and WiFi. Stylish suites feature abundant space with comfortable seating and wet bar areas, creating an ideal setting for entertaining.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday
The Langham Chicago
Recommended

The Langham Chicago

CHICAGO

Discover the perfect blend of convenience and stylish comfort only at The Langham, Chicago. Legendary service and timeless British style in an iconic Chicago landmark. The perfect blend of convenience and luxurious comfort only at The Langham, Chicago. Majestic views of the cityscape, the Chicago River, and Lake Michigan. All housed in a skyscraper designed by renowned architect Mies van der Rohe. Situated in downtown Chicago, hotel is mere minutes from the Loop, Grant Park, Magnificent Mile, Millennium Park and Navy Pier. 268 guest rooms and 48 suites designed for the discerning traveller. Warm colour tones accented with rich textiles and dark woods create open and inviting spaces. Floor-to-ceiling windows provide sweeping vistas of the Chicago skyline and river. Modern conveniences and signature amenities make every room a comforting place to unwind.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday
Thompson Chicago
Recommended

Thompson Chicago

CHICAGO

Chicago luxury boutique hotel. British design icon Tara Bernerd turns her worldly, eclectic sensibility to eleven on the Gold Coast, with the luxurious loft-like, urban industrial bones of the lobby and lounge accented with warm American woods and clean, mid-century lines throughout Thompson Chicago. Imagine your own luxury studio in the skies overlooking the hip Gold Coast neighborhood’s leafy streets and the Magnificent Mile, with sweeping floor-to-ceiling vistas of the downtown Chicago skyline and Lake Michigan waterscape daring you to look away.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday

Jw Marriott Chicago

CHICAGO

Experience an extravagant escape from everyday reality at our luxurious, landmark hotel with a historic past at JW Marriott Chicago. Our premier downtown hotel is located inside the Chicago Loop making it easy for travellers to visit Columbia College, the University of Illinois, the Art Institute of Chicago, Millennium Park and Sky deck Chicago. After a busy day in the city, explore our hotel's incredible array of luxury amenities, including an onsite spa, an indoor lap pool and a delicious restaurant and lounge with upscale Italian cuisine and specialty cocktails. Retreat to elegantly-designed rooms with high ceilings, marble bathrooms, featherbeds and Wi-Fi. Upgrade to our Executive Level rooms or suites for expansive space and exclusive lounge access. If visiting for business or social gatherings, succeed like never before in our iconic hotel's 44,000 square feet of event space, including our stunning Burnham Ballroom. Whatever the reason for your visit, we look forward to welcoming at JW Marriott Chicago.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday

The Westin Chicago River North

CHICAGO

Located in the heart of downtown Chicago, IL, in the prestigious River North district, our iconic hotel in the Chicago River North area is an ideal home base for work or rest. Connect with our historic and energetic Windy City using The Westin Chicago River North, which is within walking distance from Millennium Park, the Chicago Riverwalk, the Magnificent Mile and the Chicago Theatre District. Refreshed in early 2020, our flexible event spaces provide a perfect setting for executive retreats and conferences. Recharge in your choice of pet-friendly hotel accommodations ranging from traditional rooms to spacious suites with views of the Chicago River or downtown Chicago skyline. Maintain your health and exercise goals at our WestinWORKOUT® Fitness Studio, offering free classes with a personal trainer. Fuel your day with delicious and healthy on-site dining at 320 RiverBar. If you have to spend time away from home, do it effectively and fully rested.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday

Virgin Hotels Chicago

Wabash Avenue

When it comes to unrivalled comfort, spectacular events and ‘to die for’ dishes, the skyline is the limit. Ease into your stay with a rooftop cocktail, work up a hunger in our expansive gym or head straight to your spacious chamber and enjoy room service from your unbelievably comfy bed. This is your stay, your way.

favourites
Secure your holidays£99 Deposit
Inc. flights
View Holiday
Why Choose Us?
Personalised packages
Diverse destinations
Expert knowledge
Unbeatable prices
Welcome to Away Holidays

We use cookies to improve your experience on Away Holidays and show personalized content, depending on your settings. See our Privacy Policy for more information.

X Choose your cookie preferences
  • Essential

    Our website can't operate properly without essential cookies. We only collect the minimum personal information needed to provide services on awayholidays.co.uk. You can disable these cookies in your browser but parts of awayholidays.co.uk may not work.

  • Analytics

    We use analytical cookies to measure how you use our website and help improve awayholidays.co.uk.

  • Marketing

    We use marketing cookies to display personalised advertisements on other sites you may visit. We work with approved partners to deliver relevant content and measure the effectiveness of these advertisements.

  • Functional

    These cookies let us save the choices you make and some of the information you provide when browsing awayholidays.co.uk. They don't track your browsing activity on other websites. Without functional cookies, awayholidays.co.uk may not work reliably.

X Close
Close
Gold Trusted Service Award

What our customers say...

Don't take our word for it! Read what all our customers are saying about their experience with us.

Average Customer Rating
4.9/5
feefo logo yellow
Independent Service Rating based on 236 verified reviews. Read all reviews

excellent i always use alex , saved me loads of money this and last year

Trusted Customer - July 23, 2024

Polite efficient service received to date. Looking forward to our holiday.

Trusted Customer - July 21, 2024

Excellent

Trusted Customer - July 16, 2024

Very friendly and professional dealt with them for years Also competitive on price

Mr Ivan Norman - July 13, 2024
Stay In Touch

Sign up to our newsletter and follow us for special offers, news and inspiration.

Many of the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme. But ATOL protection does not apply to all holiday and travel services listed on this website. Please ask us to confirm what protection may apply to your booking. If you do not receive an ATOL Certificate then the booking will not be ATOL protected.

If you do receive an ATOL Certificate but all the parts of your trip are not listed on it, those parts will not be ATOL protected. If you have booked a flight only where the ticket is not issued immediately, your flight will be protected under our ATOL. Please see our booking conditions for information, or for more information about financial protection and the ATOL Certificate go to www.caa.co.uk/ATOLCertificate

Visit www.gov.uk/foriegn-travel-advice for latest destination travel advice from the Foreign Commonwealth & Development Office (FCDO) including Covid19 travel advice, security and local laws, and passport and visa information

Cross Would you like a free callback in 5 Seconds.
Newsletter Subscription

Sign up and save on your next holiday

We won't pass your details on to anyone else. By Clicking the sign up button you agree to our Terms of Use and Privacy Policy.

close Icons
X
Talk to an expert today

Your dream holiday is just a phone call away

OR
British Travel Awards

Vote for your chance
to win a luxury getaway

  • star sign Best Travel Company to the Middle East/North Africa
  • star sign Best Travel Company to the Indian Ocean
close Icons
Top Arrow