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AI Package Generator

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Select Your Preferred Date

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

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USD 5,472.70
1 day at USD 5,472.70/day

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This package has a fixed 7-day itinerary. Please select your check-in date.

This is a 7-day package. Check-out date will be automatically set 6 days after check-in.
USD 5,472.70
7-day package

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Chicago Sightseeing Experience

7-Day Chicago Cultural Immersion for Cinco de Mayo Celebrations

Experience Sightseeing in Chicago with 4 Star Premium Accommodations
View Itinerary

From USD 5,472.70 per person

Duration

7 days · 6 nights

Package Date

May 1 - May 7, 2026

Activity Level

Moderate

Group Size

0/8 booked

Transportation

Group airport & activity transfers

Service Highlights

Immerse yourself in the vibrant culture of Chicago during the Cinco de Mayo Celebrations with this 7-day Sightseeing package, featuring 4 Star Premium accommodations and a mix of iconic landmarks, hidden gems, and event-appropriate dining and entertainment options.

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Age Range

18+

Service Type

Sightseeing

Price

USD 5,472.70 per person

Service Itinerary

Your experience via DALPS starts here

Day 1 · May 1, 2026

Arrival and Welcome to Chicago

Arrival in Chicago

Arrive at O'Hare International Airport and transfer to your hotel.

Check-in at The Langham, Chicago

Check-in at The Langham, Chicago, your 4 Star Premium accommodation for the next 6 nights.

Explore Navy Pier

Stroll along Navy Pier, enjoying the scenic views of Lake Michigan and the Chicago skyline.

Dinner at RPM Italian

Savor authentic Italian cuisine at RPM Italian, known for its vibrant atmosphere and delicious dishes.

Chicago Activities
The Langham, Chicago

The Langham, Chicago

Experience luxury and comfort at The Langham, Chicago, located in the heart of the city with stunning views of the Chicago River and Lake Michigan.

200 E Chestnut St, Chicago, IL 60611

Stay: 6 night(s)

Day 2 · May 2, 2026

Iconic Landmarks and Cultural Gems

Breakfast at Wildberry Pancakes and Cafe

Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, famous for its delicious pancakes and creative toppings.

Visit the Art Institute of Chicago

Explore one of the oldest and largest art museums in the United States, housing an impressive collection of artworks.

Lunch at The Purple Pig

Enjoy a gourmet lunch at The Purple Pig, known for its innovative dishes and charming atmosphere.

Walk through Millennium Park

Take a leisurely walk through Millennium Park, visiting the iconic Cloud Gate sculpture, known as 'The Bean'.

Exclusive Venue Experience

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Chicago Activities

Day 3 · May 3, 2026

Architecture and River Cruise

Breakfast at The Chicago Diner

Fuel up for the day with a hearty breakfast at The Chicago Diner, known for its classic American comfort food.

Exclusive Venue Experience

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Lunch at Lou Mitchell's

Enjoy a classic Chicago lunch at Lou Mitchell's, a beloved diner offering a variety of delicious dishes.

Visit the Skydeck Chicago

Experience breathtaking views of the city from the Skydeck Chicago, located on the 103rd floor of the Willis Tower.

Exclusive Venue Experience

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Chicago Accommodation

Day 4 · May 4, 2026

Neighborhood Exploration and Local Flavors

Breakfast at Stan's Donuts & Coffee

Start your day with a delicious donut and coffee at Stan's Donuts & Coffee, a local favorite.

Explore Wicker Park

Discover the vibrant neighborhood of Wicker Park, known for its trendy boutiques, art galleries, and street art.

Exclusive Venue Experience

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Visit the Museum of Contemporary Art

Explore the Museum of Contemporary Art, showcasing a diverse collection of modern and contemporary artworks.

Dinner at The Violet Hour

Experience a unique dining experience at The Violet Hour, known for its craft cocktails and intimate atmosphere.

Chicago Activities

Day 5 · May 5, 2026

Cinco de Mayo Celebrations

Breakfast at The Bongo Room

Start your day with a delicious breakfast at The Bongo Room, known for its creative and flavorful dishes.

Explore Pilsen

Discover the vibrant Pilsen neighborhood, known for its colorful murals, art galleries, and Mexican cultural heritage.

Lunch at Carnitas Uruapan

Enjoy authentic Mexican cuisine at Carnitas Uruapan, a local favorite for its delicious and flavorful dishes.

Visit the National Museum of Mexican Art

Explore the National Museum of Mexican Art, showcasing a diverse collection of Mexican artworks and cultural exhibits.

Dinner at Frontera Grill

Celebrate Cinco de Mayo with a festive dinner at Frontera Grill, known for its innovative Mexican cuisine and lively atmosphere.

Chicago Activities

Day 6 · May 6, 2026

Lakefront and Water Activities

Breakfast at The Chicago Diner

Fuel up for the day with a hearty breakfast at The Chicago Diner, known for its classic American comfort food.

Bike Ride along Lake Michigan

Enjoy a scenic bike ride along the Lakefront Trail, taking in the beautiful views of Lake Michigan.

Lunch at The Dock at Montrose Beach

Enjoy a casual lunch at The Dock at Montrose Beach, known for its relaxed atmosphere and delicious seafood.

Visit the Shedd Aquarium

Explore the Shedd Aquarium, home to a diverse collection of marine life and interactive exhibits.

Dinner at Catch 35

Indulge in a seafood dinner at Catch 35, known for its fresh seafood and elegant atmosphere.

Chicago Activities

Day 7 · May 7, 2026

Final Explorations and Departure

Breakfast at Wildberry Pancakes and Cafe

Start your final day with a delicious breakfast at Wildberry Pancakes and Cafe, famous for its creative toppings.

Visit the Lincoln Park Zoo

Explore the Lincoln Park Zoo, home to a diverse collection of animals and beautiful gardens.

Lunch at The Purple Pig

Enjoy a gourmet lunch at The Purple Pig, known for its innovative dishes and charming atmosphere.

Final Shopping at Magnificent Mile

Spend your last afternoon shopping and exploring the Magnificent Mile, home to a variety of high-end boutiques and department stores.

Departure

Transfer to O'Hare International Airport for your departure.

Chicago Activities

What's Included

Everything you need for a seamless experience

Included in Your Service

6 nights accommodation at The Langham, Chicago

Daily breakfast

Architecture River Cruise

Entrance fees to all mentioned attractions

Private transfers between the airport and hotel

Local guides and transportation for all activities

Not Included

Provide tickets, entry to events or arranging collection for tickets for any ticketed events

Personal expenses and additional meals

Travel insurance and visa fees

Gratuities for guides and drivers

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 8 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 7-day journey

4 page views. 8 spot(s) available. Secure your spot now!