Illinois Vacations & Trips from $430

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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

The Latest Illinois Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Hotel Riu Plaza Chicago
La Banque Hotel
Fairmont Chicago at Millennium Park
Level Chicago – Old Town

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Where to stay in Illinois

Get a lay of the land and find the perfect place to stay Learn more about Illinois

Best Places to Vacation in Illinois

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

Things to do in Illinois

Illinois offers a fantastic range of outdoor adventures and scenic experiences perfect for a memorable vacation. Visitors can explore beautiful campgrounds, enjoy recreational areas, and embark on thrilling activities. Don't miss the chance to take a day trip along picturesque scenic byways, where you can soak in the iconic landscapes and vibrant local culture that make Illinois a unique destination for adventure seekers.

Shopping

Woodfield Mall offers a vibrant shopping experience with entertainment and family-friendly vibes, perfect for finding gifts. Check out LEGOLAND® Discovery Center for unique souvenirs. Additionally, the Chicago Place Mall is ideal for a mix of business and family shopping in the heart of the city.

Recreation

Wrigley Field offers an energetic atmosphere with thrilling sports events, perfect for fans seeking excitement. The Chicago Theatre enchants visitors with its stunning performances, blending culture and romance. For tranquility, the Garden of the Gods Recreation Area invites you to unwind amidst scenic beauty and peaceful trails.

Adventure

Experience the thrill of motor racing at Route 66 Raceway, where adrenaline meets speed in an electrifying atmosphere. For family fun, dive into the excitement at Raging Waves Waterpark, featuring slides and attractions for all ages. For an unforgettable adventure, take to the skies with Skydive Chicago and enjoy breathtaking views.

Nightlife

In Illinois, dive into the nightlife at Fast Eddie's Bon Air and Dave & Buster's, both offering lively vibes and entertainment. For a more energetic experience, visit Kingston Mines, where romance and city energy combine for an unforgettable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Illinois

Illinois offers a perfect blend of outdoor adventure and scenic beauty, making it an ideal vacation spot. Visitors can explore urban parks, modern colleges and universities, and national and state parks. These attractions cater to those seeking cultural experiences, outdoor activities, and family-friendly fun, ensuring an enjoyable getaway for all types of travelers.

  • Navy Pier: Experience the vibrant atmosphere of Navy Pier, a bustling jetty filled with attractions, restaurants, and stunning waterfront views. It's perfect for a leisurely stroll or enjoying thrilling rides while soaking in the urban scenery and friendly vibes.
  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a premier shopping and dining destination. Enjoy the lively city vibes as you explore high-end boutiques, iconic landmarks, and a variety of culinary delights along this bustling street.
  • Millennium Park: A must-visit urban oasis, Millennium Park offers family-friendly activities, beautiful gardens, and art installations. Enjoy outdoor concerts, relax in the green spaces, and take memorable photos with the famous Cloud Gate sculpture.

Best time to go to Illinois

The best time to visit Illinois can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Illinois falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Illinois falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.3°F (-4.3°C)Light RainMostly CloudyAverageSlightly Low
February28.8°F (-1.8°C)Light RainMostly CloudyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageAverage
April50.7°F (10.4°C)Light RainMostly SunnyAverageAverage
May57.2°F (14.0°C)Light RainMostly SunnySlightly HighAverage
June69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
July78.8°F (26.0°C)Light RainMostly SunnySlightly HighAverage
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.1°F (12.3°C)Light RainMostly SunnySlightly LowSlightly High
November41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage
December30.0°F (-1.1°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Illinois

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Illinois.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Illinois.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $118 total per night from Mar 30 to Mar 31
$118 total
Mar 30 - Mar 31
Total with taxes and fees
8/10 Very Good! (9,923 reviews)
Staff is very polite and friendly! Grant gardens and bus stops are very convenient. Beautiful views. Historical building and safe feeling.

Reviewed on Mar 7, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $183 total per night from Mar 24 to Mar 25
$183 total
Mar 24 - Mar 25
Total with taxes and fees
9.4/10 Exceptional! (3,473 reviews)
Property is excellent and always clean

Reviewed on Mar 7, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $144 total per night from Mar 19 to Mar 20
$144 total
Mar 19 - Mar 20
Total with taxes and fees
8.6/10 Excellent! (5,722 reviews)
It was awesome

Reviewed on Mar 6, 2026

Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does an Illinois vacation package cost?
Perhaps much less than you think — from a low $430, actually! By combining hotels, flights and car rentals into a tailor-made vacation package, your Illinois escape is just clicks away.
How do I get a cheap travel package to Illinois?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you a nice amount too. An Illinois vacation package makes it simple to put together your perfect trip. With more than 550 airlines throughout the world to choose from, finding convenient flights that suit your schedule won't be a problem. In addition to that, we have over 1,000,000 properties globally to choose from. Now that's choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in Illinois?
If you want to explore popular sights such as Wrigley Field and Six Flags Great America, head straight for Chicago. Stay a few extra nights to really look around this thriving city.
What are the top hotels in Illinois?
When it comes to hotels in Chicago, River Hotel and Embassy Suites by Hilton Niagara Falls Fallsview are a couple of favorites. If you're also spending time in Galena, Aloft Chicago Mag Mile and Motel 6 Elk Grove Village, IL - O'Hare look forward to welcoming you.
How far in advance should I book my Illinois vacation?
Browse Expedia to compare international fares ASAP. You can normally purchase a ticket up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't despair. Cheap fares to Illinois sometimes occur within weeks of the date of departure.
What does an Expedia Illinois travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Illinois package. Once you've made your booking, you can add on fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more dollars you'll save!
What should I know before booking an Illinois travel package?
Whether it's adventure or relaxation you're seeking, an Illinois vacation package lets you plan your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with an Illinois Expedia vacation package?
Yes, you're in charge. We have access to over 550 partner airlines worldwide, so you can design your Illinois trip according to your needs and budget.
Does Expedia offer Book Now, Pay Later Illinois vacation packages?
If you'd prefer to spread the cost of your hotel and flight over a number of installments, Expedia is here to help. Paying the total cost of your trip upfront isn't always the best way to budget for your vacation, so we've joined forces with online lender Affirm to give you financial freedom. Book Now, Pay Later and take the stress out of saving to travel.
If I'm not able to travel, can I cancel my Illinois vacation package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can cancel or change your Illinois vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.

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What to do in Illinois

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.