
Winfield Vacations from $519
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Your Winfield Vacation
When you organize a vacation package to Winfield, you can relax and enjoy your escape knowing your travel plans have been worked out ahead of time. Uncover the many charms of this amazing city from your base in a neighborhood like Medinah, which is great for golfing. Fill your itinerary with tours of Wheaton College, College of Dupage and North Central College Fine & Performing Arts, some of the attractions you just have to see during a trip to Winfield. Expedia has what you need to escape your daily routine. Tailor your vacation to Winfield to suit your travel style, whatever that may be!
The Latest Winfield vacation packages

The Royal Sonesta Chicago River North
Reviewed on Aug 9, 2025

Hotel Riu Plaza Chicago
Reviewed on Aug 8, 2025



The Allegro Royal Sonesta Hotel Chicago Loop
Reviewed on Aug 7, 2025
Discover the most popular places to visit in Winfield

Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Winfield

Chicago By Night River & Lake Cruise

Wendella's 90-min Chicago River Architecture Tour
Winfield Hotel Deals

Hilton Chicago O'Hare Airport
Reviewed on Aug 7, 2025

Marriott Chicago O'Hare
Reviewed on Aug 7, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Reviewed on Aug 6, 2025