Chicago Vacation Deals

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Frequently asked questions

Absolutely! As the largest city in the Midwest, Chicago is jam-packed with fun things to keep the little ones amused. From museums to parks, zoos and even a beach. Lake Michigan is a beautiful backdrop for water-related activities.

Chicago is also known as the Windy City, so a light windbreaker jacket will serve you well alongside comfortable walking shoes. The rest of your packing list will depend largely on what time of year you plan to travel – there’s no point in packing hand warmers if you’re planning a summer vacation, right?

This is the fun part, deciding where to go and what to do! Chicago has all of the attractions you could expect from a cosmopolitan city – museums, public art, restaurants, parks and even a zoo! The hardest part will be trying to narrow it down but thankfully; plenty of Chicago’s attractions are centred in the downtown area.

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Chicago is generally considered a safe vacation destination for visitors young, old and in between. If you’ve got little ones in tow, stick to the downtown area as it’s the main hub for the city’s attractions and offers plenty of accommodation options.

The best time to visit Chicago is from April to May and between September and October. The summer months tend to be a little more crowded (and steamy) while winter in Chicago has a reputation for being unforgiving and frosty. That said, there’s something pretty magical about Christmas in Chicago.

Check out Millennium Park, home to The Bean (if you know, you know), get up close with penguins at the Lincoln Park Zoo, wander the Navy Pier, get a new perspective on the Centennial Wheel or the Chicago 360 Observation Deck, ride the TILT, shop Magnificent Mile, devour your body weight in Chicago’s legendary deep-dish pizza, take a free guided tour of the city, the options are endless!

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*Conditions apply. Prices are in CAD. All advertised prices include taxes & fees. Air travel in economy class unless otherwise stated. Package, cruise, tour, rail & hotel prices are per person, based on double occupancy for total length of stay unless otherwise stated. All-inclusive vacations include airfare on a per person basis. Prices are for select departure dates and are accurate and subject to availability at advertising deadline, errors and omissions excepted, and subject to change. Taxes & fees due in destination are additional and include, but not limited to, local car rental charges & taxes, one-way rental drop fees which are to be paid upon arrival, resort fees & charges, and airline baggage fees. Additional important conditions and supplier terms may apply. For full terms and conditions visit please speak with a Flight Centre Travel Consultant. CPBC#2790, TICO#4671384, OPC#702971.

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