Luxury, Location & Chicago Christmas Magic in the Heart of the Loop
Prime Downtown Chicago Location
Stay in the heart of Chicago's famous Loop, with convenient access to Millennium Park, Magnificent Mile, Union Station, the Art Institute of Chicago and other city highlights.
Luxurious Downtown Accommodation
Relax in spacious guestrooms averaging 420 sq. ft., featuring plush bedding, large soaking tubs, separate showers and elegant Pullman-inspired design.
Relaxation & Wellness
Unwind after exploring Chicago with access to an indoor heated pool, modern fitness centre and the Spa at JW Chicago, offering a range of wellness treatments.
Christmas in the Heart of Chicago
Enjoy a stylish base for your festive Chicago escape, with easy access to the city's Christmas attractions, shopping, dining and seasonal experiences.
“Stay in the heart of Chicago and experience festive city adventures with the comfort and luxury of JW Marriott Chicago.”
Experience the festive spirit of Chicago with a four-night stay at JW Marriott Chicago, a landmark luxury hotel in the heart of the city's famous Loop. Perfectly positioned for exploring Chicago's iconic attractions, shopping districts and seasonal experiences, the hotel provides an elegant base for your Christmas escape. From discovering Christkindlmarket Chicago and Millennium Park to exploring the Magnificent Mile and enjoying a Chicago River architecture cruise, this holiday combines city adventure with the comfort and service of a luxury downtown hotel.
JW Marriott Chicago
Set within a historic 1914 Daniel Burnham-designed building, JW Marriott Chicago combines architectural character with modern luxury. Located in Chicago's Loop, the hotel places guests close to Union Station, Millennium Park, the Art Institute of Chicago, Magnificent Mile and other major city attractions.
Prime Loop Location
Stay in the heart of downtown Chicago with convenient access to Millennium Park, Magnificent Mile, Union Station, the Art Institute of Chicago and the city's many dining and entertainment options.
Luxurious Guestrooms
Relax in spacious guestrooms averaging 420 sq. ft., featuring nine-foot ceilings, elegant detailing, plush bedding and five-fixture bathrooms with soaking tubs, separate showers and dual vanities.
Wellness & Relaxation
After a day exploring Chicago, unwind at the Spa at JW Chicago, enjoy the indoor heated pool or make use of the hotel's modern fitness centre.
Discover Chicago at Christmas
Chicago takes on a special atmosphere during the festive season, with Christmas markets, illuminated streets, seasonal shopping and iconic city attractions creating plenty to discover. Your central location at JW Marriott Chicago makes it easy to combine sightseeing with the magic of Christmas in the city.
Christkindlmarket Chicago
Experience the festive atmosphere of Chicago's famous German-style Christmas market, with traditional stalls, seasonal treats, decorations and Christmas shopping.
Millennium Park
Visit one of Chicago's most recognisable public spaces and enjoy the atmosphere of the city centre during the festive season.
Magnificent Mile Shopping
Explore Chicago's renowned shopping district, home to major retailers, restaurants and festive seasonal displays.
Chicago River Architecture
Discover Chicago's remarkable architecture from the water with a Chicago River architecture cruise, offering a different perspective of the city skyline.
More Ways to Enjoy Your Stay
Whether you are returning from a day of sightseeing or taking time to relax, JW Marriott Chicago offers a range of facilities and dining options to enhance your stay.
Spa at JW Chicago
Rejuvenate with wellness treatments, massage services, a steam room, infrared sauna and Hammam Chambers.
Indoor Heated Pool
Enjoy a relaxing swim in the hotel's indoor heated pool after a day exploring the city.
Dining & Drinks
Enjoy a selection of dining experiences, from Italian-inspired cuisine at Henrietta to cocktails at the Lobby Bar and in-room dining with Savor by JW.
24-Hour Fitness Centre
Keep active during your Chicago stay with the hotel's 3,000 sq. ft. fitness centre featuring modern strength and cardio equipment.
“Experience the magic of a Chicago Christmas, from the festive charm of Christkindlmarket to the city's iconic architecture, shopping and winter atmosphere.”
Best Time to Visit Chicago for Christmas
Chicago's festive season is particularly appealing from late November through December, when Christmas markets, seasonal shopping, city decorations and winter experiences bring a special atmosphere to downtown Chicago.
For travellers visiting specifically for Christkindlmarket, the market's 2026 season runs from 20 November to 24 December, making this period ideal for combining the Christmas market with Chicago's wider festive attractions.
Your Chicago Christmas Escape
From your direct flight from London to your arrival in Chicago, this four-night city escape is designed to combine festive experiences with a luxurious downtown stay. Settle into a Deluxe King Room at JW Marriott Chicago, explore Christkindlmarket, discover Millennium Park and the Magnificent Mile, and experience Chicago's celebrated architecture from the Chicago River before returning home with memories of a magical Christmas in the Windy City.
Explore More USA Holidays
Discover more USA holidays with Perfect Holidays, from luxury city breaks and iconic American destinations to carefully selected long-haul holiday experiences.
Special Offer
Up to 31% Savings!
Book Your 2026 Chicago Holiday
Secure your stay with a minimum deposit from £199 pp
Experience Christmas Magic in Chicago
- ✓ Direct economy return flights from London
- ✓ Private return airport transfers
- ✓ 4 nights stay at 5★ JW Marriott Chicago
- ✓ Deluxe King Room - Room Only
- ✓ Visit to Chicago's famous Christkindlmarket
- ✓ Explore Millennium Park & The Magnificent Mile
- ✓Complimentary 90-minute Chicago River Architecture Cruise with professional local guide
Experience Highlights
- ✓ Discover Chicago's iconic architecture from the Chicago River
- ✓ See the Wrigley Building, Marina City, Merchandise Mart and other landmarks
- ✓ Enjoy indoor and outdoor seating during the river cruise
- ✓ Experience Chicago's festive Christmas atmosphere
Important Information
Destination Fee: USD 35.67 per accommodation, per night, payable separately.
✓ ATOL Protected Holidays | ✓ ABTA Member | ✓ UK-Based Travel Experts
Chicago Christmas Magic Itinerary
From your direct flight from London to your luxurious stay at JW Marriott Chicago, this four-night Christmas escape combines the festive atmosphere of Christkindlmarket with iconic Chicago landmarks, shopping and a memorable Chicago River architecture cruise. Enjoy the city at your own pace while staying in the heart of downtown Chicago.
London to Chicago
Depart London on your direct economy flight to Chicago. On arrival at Chicago O'Hare International Airport, meet your private transfer and travel to JW Marriott Chicago. Check in to your Deluxe King Room and enjoy your first evening in the heart of downtown Chicago.
Chicago Highlights & Christmas in the City
Begin exploring Chicago with a visit to Millennium Park and the surrounding downtown area. Continue towards the Magnificent Mile, one of Chicago's best-known shopping and dining districts. Later, experience the festive atmosphere of Christkindlmarket Chicago, where traditional Christmas stalls, seasonal treats and decorations bring a touch of German Christmas charm to the city.
Chicago River Architecture Cruise
Discover Chicago from a different perspective with your included Chicago River architecture cruise. Enjoy approximately 90 minutes on the river with a professional local guide, learning about the city's remarkable architecture while taking in views of iconic buildings and the Chicago skyline. The remainder of the day is free to explore at your own pace.
Christmas Shopping & Chicago at Your Own Pace
Enjoy a relaxed final full day in Chicago. Return to the Magnificent Mile for Christmas shopping, discover more of downtown or revisit your favourite festive spots. In the evening, take in Chicago's seasonal atmosphere with its illuminated streets, decorations and Christmas displays.
Chicago to London
After check-out from JW Marriott Chicago, meet your private airport transfer and travel to Chicago O'Hare International Airport for your direct return flight to London, bringing your Chicago Christmas escape to an end.
Four nights of festive Chicago experiences, from the magical Christkindlmarket and iconic downtown sights to a memorable Chicago River architecture cruise, with a luxury stay at JW Marriott Chicago.
Chicago Christmas FAQs
Find answers to the most common questions about your Chicago Christmas holiday, including flights, accommodation, Christkindlmarket, sightseeing, the Chicago River architecture cruise and hotel facilities.
How many nights are included in the Chicago Christmas package?
This package includes 4 nights in Chicago at JW Marriott Chicago.
Which hotel is included in the package?
Accommodation is at JW Marriott Chicago, a luxury hotel located in the heart of Chicago's Loop.
What room type is included?
The package includes a Deluxe King Room at JW Marriott Chicago, based on Room Only.
Are flights included in the holiday package?
Yes. Direct economy return flights from London to Chicago are included in the package.
Are airport transfers included?
Yes. Private return airport transfers between Chicago O'Hare International Airport and JW Marriott Chicago are included.
Is Christkindlmarket Chicago included in the package?
Yes. The itinerary includes a visit to Chicago's famous Christkindlmarket. Admission to the market is free, while any food, drinks or purchases made at the market are at your own expense.
What Chicago attractions are included in the itinerary?
The itinerary includes visits to Millennium Park, the Magnificent Mile and Christkindlmarket Chicago, giving you the opportunity to experience some of the city's most popular sights and festive attractions.
Is the Chicago River architecture cruise included?
Yes. A 90-minute Chicago River architecture cruise with a professional local guide is included. The experience offers views of Chicago's famous architecture and skyline from the river.
Is breakfast included at JW Marriott Chicago?
No. The package is based on Room Only, so breakfast and other meals are not included unless specifically stated at the time of booking.
What facilities are available at JW Marriott Chicago?
Guests can enjoy the hotel's indoor heated pool, fitness centre and Spa at JW Chicago, along with a selection of dining and bar options.
What is the destination fee at JW Marriott Chicago?
A destination fee of USD 35.67 per accommodation, per night applies and is payable separately. This fee is not included in the advertised holiday package price.
When is Christkindlmarket Chicago open in 2026?
Christkindlmarket Chicago is scheduled to run from 20 November to 24 December 2026, making it an ideal seasonal attraction for a Chicago Christmas holiday.
Can I have free time during the Chicago holiday?
Yes. The itinerary has free time for you to explore Chicago independently, enjoy Christmas shopping, discover local restaurants or revisit your favourite attractions.
Is the Christmas Lights Tour included?
No. A dedicated Christmas Lights Tour is not included in the standard package. It may be available as an optional experience at an additional cost, subject to availability.
Enjoy 4 nights at JW Marriott Chicago with direct return flights from London, private airport transfers, a visit to Christkindlmarket Chicago and a Chicago River architecture cruise included.
Special Offer
Up to 31% Savings!
Book Your 2026 Chicago Holiday
Secure your stay with a minimum deposit from £199 pp
Experience Christmas Magic in Chicago
- ✓ Direct economy return flights from London
- ✓ Private return airport transfers
- ✓ 4 nights stay at 5★ JW Marriott Chicago
- ✓ Deluxe King Room - Room Only
- ✓ Visit to Chicago's famous Christkindlmarket
- ✓ Explore Millennium Park & The Magnificent Mile
- ✓Complimentary 90-minute Chicago River Architecture Cruise with professional local guide
Experience Highlights
- ✓ Discover Chicago's iconic architecture from the Chicago River
- ✓ See the Wrigley Building, Marina City, Merchandise Mart and other landmarks
- ✓ Enjoy indoor and outdoor seating during the river cruise
- ✓ Experience Chicago's festive Christmas atmosphere
Important Information
Destination Fee: USD 35.67 per accommodation, per night, payable separately.
✓ ATOL Protected Holidays | ✓ ABTA Member | ✓ UK-Based Travel Experts
