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AI Package Generator

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Select Your Preferred Date

Please choose a date for your Shopping experience. Available weekdays only, starting one week from today.

Book Your Car Hire

Select your pickup and drop-off dates to calculate the total price.

USD 5,856.68
1 day at USD 5,856.68/day

Select Your Dates

This package has a fixed 5-day itinerary. Please select your check-in date.

This is a 5-day package. Check-out date will be automatically set 4 days after check-in.
USD 5,856.68
5-day package

Charter Private Jet

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USD 5,856.68
Base price for light jet

Book Yacht Charter

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USD 5,856.68
Base price for sail yacht (1 day)

Order Flower Delivery

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USD 5,856.68
Standard roses bouquet
Chicago Shopping Experience

Chicago 5-Day Luxury Shopping & Thanksgiving Eve Nightlife Package

Experience the Best of Chicago with 5-Star Luxury Accommodation and Pre-Holiday Celebrations
View Itinerary

Session from USD 5,856.68 per person

Duration

5 days · 4 nights

Package Date

Nov 23 - Nov 27, 2026

Activity Level

Moderate

Group Size

0/6 booked

Transportation

Group airport & activity transfers

Personal Shopping Experience

Indulge in a luxurious 5-day shopping and nightlife adventure in Chicago, perfectly timed for the Thanksgiving Eve – Pre-Holiday Nightlife Cities (Top Picks) event on November 24, 2026. This package offers the ultimate blend of high-end shopping, vibrant nightlife, and luxurious accommodations, ensuring an unforgettable experience.

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Age Range

18+

Service Type

Shopping

Price

USD 5,856.68 per person

Service Itinerary

Your experience via DALPS starts here

Day 1 · Nov 23, 2026

Arrival and Luxury Shopping

Arrival in Chicago

Arrive at O'Hare International Airport and transfer to your luxurious 5-star hotel in downtown Chicago.

Check-in at The Peninsula Chicago

Check into The Peninsula Chicago, a luxurious 5-star hotel known for its impeccable service and stunning views of the city.

Explore Magnificent Mile

Start your shopping adventure on the Magnificent Mile, home to high-end boutiques and flagship stores like Saks Fifth Avenue and Bloomingdale's.

Exclusive Venue Experience

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Chicago Activities
The Peninsula Chicago

The Peninsula Chicago

Experience the epitome of luxury at The Peninsula Chicago, offering impeccable service, elegant rooms, and a prime location near the Magnificent Mile.

108 East Superior Street, Chicago, IL 60611

Stay: 4 night(s)

Day 2 · Nov 24, 2026

Thanksgiving Eve Nightlife Celebration

Morning Shopping at Water Tower Place

Spend the morning shopping at Water Tower Place, a premier shopping destination with a wide range of stores and dining options.

Lunch at Café at The Peninsula

Enjoy a gourmet lunch at Café at The Peninsula, known for its exquisite pastries and delicious breakfast and lunch options.

Pre-Event Preparation

Prepare for the Thanksgiving Eve – Pre-Holiday Nightlife Cities (Top Picks) event by visiting a nearby salon or spa for a makeover.

Exclusive Venue Experience

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Late-Night Snack at Lou Mitchell's

After the event, grab a late-night snack at Lou Mitchell's, a classic diner known for its hearty breakfast and all-day dining options.

Chicago Activities

Day 3 · Nov 25, 2026

Post-Event Relaxation and Shopping

Brunch at Wildberry Pancakes and Café

Recover from the night before with a delicious brunch at Wildberry Pancakes and Café, known for its extensive pancake menu and cozy atmosphere.

Shopping at Oakbrook Center

Spend the day shopping at Oakbrook Center, one of the largest shopping malls in the Chicago area, featuring over 200 stores and dining options.

Exclusive Venue Experience

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Evening Stroll along the Chicago Riverwalk

Take an evening stroll along the Chicago Riverwalk, enjoying the beautiful views of the city skyline and the calming waters of the river.

Chicago Accommodation

Day 4 · Nov 26, 2026

Cultural Exploration and Fine Dining

Breakfast at The Purple Pig

Start your day with a hearty breakfast at The Purple Pig, a popular spot known for its creative dishes and cozy atmosphere.

Visit the Art Institute of Chicago

Spend the morning exploring the Art Institute of Chicago, one of the oldest and largest art museums in the United States.

Lunch at Café at The Peninsula

Enjoy a light lunch at Café at The Peninsula, known for its exquisite pastries and delicious breakfast and lunch options.

Shopping at The Shops at North Bridge

Spend the afternoon shopping at The Shops at North Bridge, a premier shopping destination featuring high-end boutiques and flagship stores.

Exclusive Venue Experience

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Chicago Activities

Day 5 · Nov 27, 2026

Final Shopping and Departure

Breakfast at The Purple Pig

Enjoy a final breakfast at The Purple Pig before heading out for your last shopping spree in Chicago.

Shopping at Michigan Avenue

Spend your last morning shopping on Michigan Avenue, home to a variety of high-end boutiques and flagship stores.

Lunch at Café at The Peninsula

Enjoy a final lunch at Café at The Peninsula before checking out of your luxurious hotel.

Departure from Chicago

Transfer to O'Hare International Airport for your departure, taking with you unforgettable memories of your Chicago adventure.

Chicago Activities

What's Included

Everything you need for a seamless experience

Included in Your Service

4 nights accommodation at The Peninsula Chicago

Daily breakfast at the hotel

Reservations at top restaurants and nightclubs

Shopping excursions to premier shopping destinations

Transportation to and from O'Hare International Airport

Pre-event preparation services

Not Included

Airfare to and from Chicago

Personal shopping expenses

Additional meals and drinks not specified in the itinerary

Optional activities and services not included in the itinerary

Frequently Asked Questions

Everything you need to know about this service

What is the cancellation policy?

Refunds for deposits: We will hold your spot as soon as you put down your deposit. However, if you decide to cancel your service, we will be unable to refund your deposit.

Refunds for balance payment: If you cancel your service on or before 1 month before the booking, you will get a refund of the remaining balance. This may or may not include the deposit amount. See deposit refund section above.

If you cancel your service after 1 month into the booking, no refunds will be issued.

Requests can be made for service changes only a month before the date.

What are the visa and passport requirements?

Travelers are responsible for researching visa requirements and obtaining a visa if needed. Please check government websites to ensure you have the necessary documents, along with passport requirements, before your departure date. This includes necessary transit visas, permits, and vaccinations required prior to travel and any required reciprocity fees for the destination. DALPS will provide a booking confirmation document after purchase, which may be needed to obtain a visa.

If your visa is denied for any reason, DALPS will issue a refund based on the cancellation policy. However, we are unable to provide a refund after the cancellation due date has passed.

A full and valid passport is required for all persons traveling to any destination outside of one's home country. Most international services require a passport that's valid for at least six (6) months beyond the scheduled end of your service. DALPS will not issue refunds based on passport issues such as renewals or lost passports.

Passports should always be carried for entry into venues like clubs, bars etc.

What's included in this service?

Please check the inclusion and exclusion sections above. You'll find information about included meals, transfers, flights, and activities. If you have any questions or need support, please contact: support@dalps.org

What is the activity level of this service?

This service has a moderate activity level. It includes various activities that require a reasonable level of fitness, as well as walking tours and site visits. Participants should be comfortable with walking for extended periods and managing some stairs and uneven terrain.

What should I pack for this service?

We recommend packing lightweight clothing, comfortable walking shoes, swimwear, a hat, sunscreen, insect repellent, a reusable water bottle, and appropriate clothing for site visits. Don't forget your camera to capture the beautiful landscapes!

Are airport transfers included?

Yes, group airport transfers are included both on arrival and departure. Please note that these are group transfers which may require waiting for other travelers. We will send you an email with recommended arrival and departure timeframes after you confirm your service.

What is the group size for this service?

This service has a maximum group size of 6 participants, ensuring an intimate and personalized experience. With a small group, you'll have more opportunities to connect with your guide and fellow travelers while enjoying a more flexible itinerary.

Ready for Your Experience?

Join us on this unforgettable 5-day journey

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