Chicago on the Cheap

Celebrate New Year’s Eve in Chicago and avoid surge pricing and long waits for cabs on New Year’s Eve night by hopping on a CTA train or bus for free. All CTA, Pace and Metra services will be free on December 31, 2025, starting at 10 pm. Join all the city’s holiday festivities without worrying […]

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New Year’s Eve in Chicago offers all the glamor and excitement expected on the last day of the year but all that glitz comes at a price. New Year’s Eve events are notoriously expensive, whether you’re just toasting the holiday with champagne or dancing the night away. If you don’t want to pay the typical […]

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Enjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph’s Rooftop at the LondonHouse Chicago. Take in twinkling lights,  nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through January 25, 2026. Head to the twenty-second floor of LondonHouse Chicago for the sparkly fun of Rudolph’s Rooftop. Take in […]

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The exuberant seven-day African American tradition of Kwanzaa will be celebrated with seven days of free music, dance, culture and community at Malcolm X College on December 26, 2025-January 1, 2026.    The annual Malcolm X College Kwanzaa Celebration honors the theme of “Building and Sustaining Community One Principle at a Time” for this year. […]

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Celebrate the new year on Lake Michigan with scenic views of the Chicago skyline, music and cocktails on New Year’s Eve cruises with 312 Cruises on December 30-31, 2025. Sail away on a three-story luxury yacht with a full bar and dance floor for you to party the night away on the water. Bundle up […]

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