7 days in Chicago holiday, USA

Price
US $4471 excluding flights
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Duration
7 Days
Type
Tailor made
More info
The from price is based on two people travelling together and sharing a double room.
Prices may vary depending on travel dates, seasonal demand, accommodation availability and any personalised adjustments to the itinerary.
Make enquiry

Description of 7 days in Chicago holiday, USA

Price information

US $4471 excluding flights
Convert currency:
Convert prices to approx. UK Sterling Convert prices to approx. US Dollars Convert prices to approx. Euros Convert prices to approx. Canandian Dollars Convert prices to approx. Australian Dollars Convert prices to approx. South African Rand Convert prices to approx. New Zealand Dollars Convert prices to approx. Indian Rupees
The from price is based on two people travelling together and sharing a double room.
Prices may vary depending on travel dates, seasonal demand, accommodation availability and any personalised adjustments to the itinerary.
Make enquiry

Departure information

This trip can be tailor made to suit your requirements

Travel guides

USA
Explore the national park wonders in the Rocky Mountains, the deserts and canyons of the West or the culture-rich Deep South.
North America
Holidays to North America are epic adventures. Focus on the Rockies, explore national parks in Hawaii, or head south to Mexico.

Responsible Travel

As the pioneers of responsible tourism, we've screened this (and every) holiday so that you can travel knowing we've worked to maximise the benefits of your holiday to local people and places, and minimise any negative impacts.

Planet

CARBON REDUCTION

This itinerary places a strong emphasis on reducing carbon emissions through several strategies. The trip is focused entirely on Chicago and nearby Oak Park, eliminating any need for internal flights—travelers arrive by air but then rely on shared local options and human-powered exploration. Once in Chicago, transport consists mainly of walking tours, hop-on hop-off buses, guided river cruises, and riverwalk strolls. These methods significantly reduce the trip’s per-person CO2 impact compared to self-drive or taxi-heavy itineraries. Many activities are accessible on foot or via public transport, minimizing the use of individual cars.

Meals are not included, but travelers are encouraged, through detailed travel descriptions, to explore local restaurants that increasingly offer vegetarian and vegan options across Chicago—supporting both sustainable food choices and reduced food miles, given the city’s growing farm-to-table movement. Travellers also receive suggestions on how to minimize their own carbon impact during the trip. Whenever possible, accommodations considered work to reduce waste and energy use.

ENVIRONMENT AND WILDLIFE

All hotels selected for this itinerary are assessed for their efforts to minimize environmental impact, such as reducing single-use plastics, conserving water, and energy-efficient operations. The Museum of Science and Industry contains exhibits that address Chicago’s environmental past and energy future, helping to educate visitors on the importance of sustainability. The itinerary highlights responsible travel in urban nature—such as relaxing at Lake Michigan’s beaches and enjoying parks—where “leave no trace” guidance is shared. Entry fees to museums and attractions like the Art Institute and Oak Park’s Frank Lloyd Wright Home and Studio contribute to the preservation of cultural and historical resources, indirectly supporting efforts to maintain public green spaces and community heritage sites.

Information is provided to travelers about protecting Chicago’s urban nature, such as avoiding littering around Lake Michigan and respecting wildlife, as well as exploring the city’s gardens that enhance habitats for pollinators. Expert guides are employed for architecture and Oak Park tours, ensuring that both natural and built heritage are interpreted in a way that increases awareness of local biodiversity and sustainability challenges.

People

LOCAL ECONOMY

The trip is designed to funnel economic benefit directly into the local community. All accommodations are locally managed 3-star hotels, supporting local employment over international chain profits. The itinerary prioritizes experiences that engage with neighborhood businesses and community-run attractions, from family-owned restaurants in ethnic enclaves to visits to local craft markets and cultural sites. Guided walking tours, architecture cruises, and Oak Park excursions are hosted by local experts, providing genuine human connection and supporting regional storytellers, historians, and small-scale service providers.

The itinerary also supports local artisans by encouraging travelers to shop at boutique stores along the Magnificent Mile and in Oak Park, fostering meaningful economic exchanges. Optional boat tours and community-based entertainment, like evenings at local jazz and comedy venues, further ensure that money is spent where it benefits residents most.

EMPLOYMENT, INCLUSIVITY AND DIVERSITY

Baboo Travel and its in-destination partners are committed to inclusive employment, with more than 90 percent of staff and guides recruited from within Chicago and the surrounding area. The guides and workers reflect the city’s rich diversity—Chicago is home to many ethnic communities, and guides often share their personal heritage as part of the experience. We actively seek to partner with women- and minority-owned businesses for tours, dining, and accommodations.

All staff are paid at least the city’s minimum wage. We also ensure the trip is LGBTQ+ friendly and strive to welcome travelers of all backgrounds. While most activities are accessible, the itinerary can be adapted for limited mobility (with advance notice) given Chicago’s commitment to ADA compliance in public spaces and attractions. Information is provided before the trip about accessibility options for major sites and venues. We are regularly reviewing our diversity and inclusivity strategies to ensure our trips remain welcoming for all travel participants.

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