5 Nights From
€979pp

Iconic Sights and Skyline Views

A city break in Chicago offers the perfect mix of culture, architecture, and adventure. Start your trip with a visit to Millennium Park, home to the famous “Bean” sculpture and vibrant public art. Walk the nearby Riverwalk for breathtaking views of the skyline, or hop on an architecture boat tour to learn about the city’s towering landmarks from a unique perspective.

Don’t miss a ride up to the Skydeck at Willis Tower or 360 Chicago at the John Hancock Center for panoramic city views. Whether you’re exploring the Magnificent Mile’s shopping scene or discovering Chicago’s lakefront beaches, the city has something to suit every pace and interest.

Food, Culture, and Neighbourhood Vibes

Chicago’s culinary scene is legendary—start with a deep-dish pizza or grab a hot dog Chicago-style. From high-end restaurants to casual bites, the city’s food reflects its rich diversity. Spend an afternoon exploring the Art Institute of Chicago or wander through vibrant neighborhoods like Wicker Park or Pilsen, each with its own charm and local flavor.

In the evening, enjoy live blues music or a show in the bustling Theatre District. With its mix of big-city energy and friendly Midwestern spirit, a break in Chicago is as exciting as it is memorable.

What's included?

Travel

Flights

Direct flights to Chicago

Flying from Dublin Airport

Baggage

1 checked bag per person roundtrip

Accommodation

Chicago

5 NIGHTS Millennium Knickerbocker Chicago

Offer Details

Based on 2 adults sharing

Travelling September/October 2025

Looking to travel on a different date? Let us quote your perfect trip.

5 Nights From
€979pp
Quote Reference number:53569053

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