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USD 3,366.41
1 day at USD 3,366.41/day

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This package has a fixed 4-day itinerary. Please select your check-in date.

This is a 4-day package. Check-out date will be automatically set 3 days after check-in.
USD 3,366.41
4-day package

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Chicago Culture Experience

Chicago Columbus Day Weekend Culture Package 4 Days

Celebrate Columbus Day Weekend – US Fall Getaway Cities (Top Picks) with a 3 Star Comfort Stay
View Itinerary

From USD 3,366.41 per person

Duration

4 days · 3 nights

Package Date

Oct 7 - Oct 10, 2026

Activity Level

Moderate

Group Size

0/6 booked

Transportation

Group airport & activity transfers

Service Highlights

Experience the vibrant culture of Chicago during Columbus Day Weekend – US Fall Getaway Cities (Top Picks) with this 4-day package. Enjoy a mix of cultural activities, event preparations, and post-event relaxation in the heart of Chicago.

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Age Range

18+

Service Type

Culture

Price

USD 3,366.41 per person

Service Itinerary

Your experience via DALPS starts here

Day 1 · Oct 7, 2026

Arrival and Event Preparation

Arrival in Chicago

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

Check-in at Hotel Indigo Chicago Downtown

Check into your 3-star comfortable hotel, Hotel Indigo Chicago Downtown, located near the event venue.

Explore Millennium Park

Take a leisurely stroll through Millennium Park, home to the famous Cloud Gate sculpture.

Dinner at The Purple Pig

Enjoy a delicious dinner at The Purple Pig, known for its Mediterranean-inspired cuisine.

Chicago Activities
Hotel Indigo Chicago Downtown

Hotel Indigo Chicago Downtown

A comfortable 3-star hotel located in the heart of downtown Chicago, offering easy access to major attractions and event venues.

500 N Michigan Ave, Chicago, IL 60611

Stay: 3 night(s)

Day 2 · Oct 8, 2026

Columbus Day Weekend – US Fall Getaway Cities (Top Picks) Celebration

Breakfast at Wildberry Pancakes and Cafe

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

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 Lou Mitchell's

Enjoy a classic American lunch at Lou Mitchell's, a beloved Chicago institution.

Attend Columbus Day Weekend – US Fall Getaway Cities (Top Picks) Events

Participate in the various cultural and celebratory events happening around the city for Columbus Day Weekend.

Exclusive Venue Experience

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Exclusive Venue Experience

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Chicago Activities

Day 3 · Oct 9, 2026

Post-Event Exploration

Breakfast at The Bongo Room

Start your day with a delicious breakfast at The Bongo Room, known for its eclectic menu.

Visit the Skydeck Chicago

Experience breathtaking views of the city from the Skydeck at Willis Tower.

Lunch at Portillo's Hot Dogs

Grab a classic Chicago hot dog for lunch at Portillo's, a local favorite.

Exclusive Venue Experience

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Dinner at RPM Italian

Enjoy an Italian dinner at RPM Italian, known for its delicious pasta and wine selection.

Exclusive Venue Experience

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Chicago Accommodation

Day 4 · Oct 10, 2026

Relaxation and Departure

Breakfast at Standard Market

Enjoy a relaxed breakfast at Standard Market, offering a variety of fresh and healthy options.

Visit the Lincoln Park Zoo

Spend the morning at the Lincoln Park Zoo, a beautiful and free zoo in the heart of the city.

Lunch at Wildfire

Enjoy a leisurely lunch at Wildfire, known for its contemporary American cuisine.

Shopping on Michigan Avenue

Spend the afternoon shopping on Michigan Avenue, home to some of the city's best 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

3 nights accommodation at Hotel Indigo Chicago Downtown

Breakfast each morning

Dinner at The Purple Pig, Girl & The Goat, RPM Italian, and Wildfire

Entry to the Art Institute of Chicago and Skydeck Chicago

Transportation to and from O'Hare International Airport

Local transportation for all activities

Not Included

Airfare to and from Chicago

Personal expenses and additional meals

Optional activities and experiences

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 4-day journey

5 page views. 6 spot(s) available. Secure your spot now!