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5 days · 4 nights
Oct 12 - Oct 16, 2026
Family-Friendly
0/6 booked
Group airport & activity transfers
Join us for an unforgettable 5-day family adventure in Chicago, perfectly timed for the Columbus Day Family Festival. This package is designed for families with children of all ages, offering a mix of major attractions, educational experiences, and relaxing downtime. Enjoy family-friendly accommodations, kid-friendly dining, and stroller-accessible activities. Make family travel easier and more enjoyable with our carefully planned itinerary.
This service is getting attention. Secure your spot now!
All Ages (3+)
Major Attractions
USD 4,037.09 per person
Your experience via DALPS starts here
Arrival and Columbus Day Family Festival
Arrive at Chicago O'Hare International Airport and transfer to your family-friendly hotel.
Check into your family-friendly accommodations at Holiday Jones Hotel, featuring spacious rooms and family amenities.
Head to Grant Park for the Columbus Day Family Festival, featuring live music, cultural performances, and kid-friendly activities.
Enjoy a family-friendly dinner at Lou Malnati's Pizzeria, known for its delicious deep-dish pizza and welcoming atmosphere.
Holiday Jones Hotel offers family-friendly accommodations with spacious rooms, complimentary breakfast, and a convenient location near major attractions.
Stay: 4 night(s)
Exploring the Museum of Science and Industry
Start your day with a complimentary breakfast at the hotel, featuring a variety of options for both adults and children.
Spend the day exploring the Museum of Science and Industry, featuring interactive exhibits and educational activities for children of all ages.
Enjoy a kid-friendly lunch at the Museum Café, offering a variety of healthy and delicious options.
Return to the hotel for some relaxation and downtime, perfect for naps and family bonding.
Enjoy a classic Chicago dinner at Portillo's Hot Dogs, featuring a variety of kid-friendly options.
Adventure at the Lincoln Park Zoo
Start your day with a complimentary breakfast at the hotel.
Spend the day exploring the Lincoln Park Zoo, featuring a variety of animals and interactive exhibits for children.
Enjoy a family-friendly lunch at the Wildberry Pancakes & Café, offering a variety of healthy and delicious options.
Return to the hotel for some relaxation and downtime.
Enjoy a family-friendly dinner at The Cheesecake Factory, featuring a variety of options for both adults and children.
Fun at the Navy Pier
Start your day with a complimentary breakfast at the hotel.
Enjoy a family-friendly lunch at the Rainforest Café, featuring a variety of healthy and delicious options.
Return to the hotel for some relaxation and downtime.
Enjoy a family-friendly dinner at Hard Rock Café, featuring a variety of options for both adults and children.
Departure from Chicago
Start your day with a complimentary breakfast at the hotel.
Spend the morning exploring local shops and picking up souvenirs.
Enjoy a family-friendly lunch at the Magnolia Bakery, featuring a variety of healthy and delicious options.
Transfer to Chicago O'Hare International Airport for your departure.
Everything you need for a seamless experience
4 nights' accommodation at Holiday Jones Hotel
Complimentary breakfast at the hotel
Family-friendly activities and attractions
Kid-friendly dining options
Stroller-friendly and accessible activities
Family-specific amenities and services
Provide tickets, entry to events or arranging collection for tickets for any ticketed events
Everything you need to know about this service
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.
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.
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
This service has a family-friendly activity level. The activities are suitable for most fitness levels.
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!
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.
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.
Join us on this unforgettable 5-day journey
Reserve Your Spot - USD 4,037.091 page views. 6 spot(s) available. Secure your spot now!