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Your Illinois Vacation
Lock in a vacation package to Illinois and travel on your own terms. You'll be delighted by its views, dining and culture. A trip to Illinois wouldn't be complete without exploring some of its most renowned cities, starting with Chicago. Some of the most popular attractions here include Wrigley Field and Navy Pier. Schaumburg is another favorite with Illinois travelers. Visitors to this exciting city enjoy Woodfield Mall and Schaumburg Convention Center. From the moment you book your Illinois vacation to when you return home, Expedia has you covered each step of the way.
Top destinations in Illinois

Chicago
The Latest Illinois Vacation Packages


Sheraton Suites Chicago Elk Grove
Reviewed on Nov 18, 2025

The Wildwood Hotel
Reviewed on Nov 28, 2025

Level Chicago – Old Town
Reviewed on Nov 25, 2025
Where to stay in Illinois

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
1. Find your perfect Chicago vacation
Chicago is renowned as a vibrant city that offers a diverse range of experiences for families. With its iconic skyline and impressive architecture, the city is a paradise for urban enthusiasts. From exploring the renowned theater scene to visiting world-class museums, there is something for everyone. Families can also enjoy picturesque views of the city's skyline along the scenic riverfront. The city's shopping options are equally impressive, with a wide range of boutiques and department stores. Chicago's unique blend of art, culture, and entertainment ensures a memorable family vacation.
- Travelers tend to stay 2 days in Chicago
2. Book your ideal Galena with a vacation package
Galena, Illinois is a charming destination for outdoor enthusiasts. Its picturesque location along the river and hilly terrain make it ideal for activities like hiking, biking, and boating. History buffs will enjoy exploring the town's museums and historical sites, while wine lovers can indulge in tastings at local wineries. For those seeking a bit of excitement, the nearby casino offers entertainment and gaming options. Galena is also known for its friendly people and vibrant shopping scene, with unique boutiques and antique shops. With a mix of natural beauty and cultural attractions, Galena has something for everyone.
- Travelers tend to stay 2 days in Galena
3. Enjoy Schaumburg with a travel package
Champaign, Illinois is a vibrant city with a diverse and lively atmosphere. Located near the University of Illinois, it offers a rich cultural experience with its thriving theater and live music scene. Visitors can enjoy a wide range of entertainment options, from sports events to opera performances. The city also boasts excellent dining and shopping opportunities, catering to all tastes and preferences. Whether you're a fan of football or looking for family-friendly activities, Champaign has something for everyone. Soak up the local atmosphere and immerse yourself in the vibrant culture of this charming Midwestern city.
- The peak season is from May to July
- The off-peak season is from October to December
- Travelers tend to stay 3 days in Schaumburg
4. Plan your dream getaway to Rosemont
Rosemont, Illinois is the perfect destination for a family vacation. With its close proximity to Chicago, there are endless opportunities for entertainment and fun. Whether you're a sports fan looking to catch a hockey game, a shopaholic in search of the latest fashion trends, or a foodie looking to indulge in delicious dining options, Rosemont has it all. The town offers a variety of outdoor activities such as biking and recreation, as well as theaters and live music venues for those seeking cultural experiences. With its vibrant atmosphere and diverse range of attractions, Rosemont is guaranteed to provide a memorable family vacation.
- The peak season is from July to September
- The off-peak season is from October to December
- Travelers tend to stay 2 days in Rosemont
6. Escape to Springfield with a vacation package
Springfield, Illinois is a perfect destination for a family vacation. The city offers a diverse range of activities and attractions suitable for all ages. Explore the numerous museums and historical sites, such as the Abraham Lincoln Presidential Library and Museum. Enjoy live music performances and take part in the lively festivals held throughout the year. The city's architecture and shopping scene are also worth exploring. Springfield provides a family-friendly atmosphere with plenty of dining options to satisfy everyone's taste buds. Whether you're interested in history, culture, or simply having a good time, Springfield has something for everyone.
- Travelers tend to stay 2 days in Springfield
5. Explore Naperville with a vacation package
Schaumburg, located in Illinois, offers a diverse range of experiences for family vacations. The town is known for its excellent shopping and dining options, as well as its sports and football facilities. Families can enjoy a variety of family-friendly activities and entertainment, such as horseback riding and live music. The friendly people and the vibrant atmosphere make Schaumburg a welcoming destination for travelers. Whether you're looking to explore the local attractions or simply relax and enjoy the local atmosphere, Schaumburg has something to offer for everyone.
- The peak season is from May to July
- The off-peak season is from October to December
- Travelers tend to stay 2 days in Naperville
Find the Best Illinois Vacation Packages
Illinois Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Top Sights | Grant Park, Millennium Park and John G. Shedd Aquarium |
Illinois Hotel Deals

Palmer House a Hilton Hotel
Excellent check in experience and follow up from Ella. The lobby bar area was beautiful with the Christmas trees and other decorations.
Reviewed on Nov 27, 2025

Embassy Suites by Hilton Chicago Downtown River North
All above.
Reviewed on Nov 24, 2025

Congress Plaza Hotel
Nice rooms, great price
Reviewed on Nov 27, 2025
Frequently asked questions
Discover the most popular places to visit in Illinois

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.

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

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

Skydeck - Willis Tower Admission

Chicago: Griffin Museum of Science and Industry Ticket

Chicago Bulls Basketball Game at United Center
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