Galena, Illinois

8 weekend itineraries available

Weekend Trip from Chicago to Galena, Illinois — Adventurous & Romantic Itinerary | WeekendTrips

From: Chicago, Illinois, United States

Budget: moderate

Travelers: friends

adventurousromantic

July 21, 2026

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Weekend Trip from Chicago to Galena, Illinois — Romantic Itinerary | WeekendTrips

From: Chicago

Budget: moderate

Travelers: couple

July 6, 2026

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Weekend Trip from Chicago to Galena, Illinois — Romantic Itinerary | WeekendTrips

From: Chicago

Budget: moderate

Travelers: couple

July 6, 2026

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Weekend Trip from Chicago to Galena, Illinois — Relaxing Romantic Foodie Itinerary | WeekendTrips

From: Chicago

Budget: super_budget

Travelers: solo

relaxingromanticfoodie

July 6, 2026

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Weekend Trip from Chicago to Galena, Illinois — Romantic & Adventurous Itinerary | WeekendTrips

From: Chicago

Budget: luxury

Travelers: family

romanticadventurousoff-the-beaten-path

June 20, 2026

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Weekend Trip from Chicago to Galena, Illinois — Adventurous Itinerary | WeekendTrips

From: Chicago

Budget: moderate

Travelers: solo

adventurousoff-the-beaten-path

May 21, 2026

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Weekend Trip from Chicago to Galena, Illinois — Adventurous Nature & Wellness Itinerary | WeekendTrips

From: Chicago

Budget: moderate

Travelers: couple

adventurousnaturewellness

May 4, 2026

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Weekend Trip from Chicago to Galena, Illinois — Adventurous Itinerary | WeekendTrips

From: chicago

Budget: budget

Travelers: solo

adventurous

April 29, 2026

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