Illinois Vacations & Trips from $306

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Your Illinois Vacation

Answer the call of adventure with a tailor-made vacation package to Illinois. Wherever it is you're headed and whatever you plan to do, get ready to discover a destination that'll make you truly feel alive. Trying to piece together a travel schedule for your trip to Illinois? Make a start with popular cities like Chicago, Rosemont and Schaumburg. Start packing your bags, because your Illinois vacation is just clicks away with Expedia.

Top destinations in Illinois

Chicago which includes a city and a high rise building as well as a family
FlightsFlightsHotelsHotels

Chicago

Chicago

The Latest Illinois Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Louis (STL)
9/10 Wonderful! (1,391 reviews)
I can’t remember the last time I stayed in such a quiet hotel. Staff were great and bed was very comfortable

Reviewed on Sep 26, 2024

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,297 reviews)
Property sent me an email prior to stay asking me to pay more for a room upgrade - i.e. there were room upgrades available. I declined to pay for the room upgrade because of my gold status with expedia - free room upgrade when available at this VIP property. Requested room upgrade on arrival, told, nope.

Reviewed on Sep 25, 2024

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,138 reviews)
More drawer space would be nice. Also, more stations on TV.

Reviewed on Sep 24, 2024

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,000 reviews)
Awesome Stay at this Hotel

Reviewed on Sep 25, 2024

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Great location. Many restaurants nearby.

Reviewed on Sep 21, 2024

Where to stay in Illinois

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

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotel + flight trips in Downtown Chicago

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

Best months to visit Illinois

Looking for the best time to visit Illinois? Our table will help you. Illinois boasts a year-round average temperature of 51.8°F, reaching a peak of 78.8°F in July, its warmest month, and dropping to an average low of 23.5°F in January, the coolest month. The annual rainfall averages 93.5mm, with June experiencing the heaviest showers, while January is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January23.5Light RainMostly Cloudy
February26.2Light RainMostly Cloudy
March39.7Light RainMostly Sunny
April50.7Light RainMostly Sunny
May57.2Light RainMostly Sunny
June69.1Light RainMostly Sunny
July78.8Light RainMostly Sunny
August77.0Light RainMostly Sunny
September67.1Light RainMostly Sunny
October58.8Light RainMostly Sunny
November41.7Light RainMostly Sunny
December32.2Light RainMostly Cloudy

How to save money on a vacation to Illinois

  • Combine your flights with hotels or car rentals to save money, especially in Illinois.
  • Take advantage of Expedia's OneKey program to collect points and save money.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the off-peak season in Illinois, which is from October to December, for more affordable options.
  • Use the search filter for price limits on Expedia to find a package deal that suits your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway.

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
The price is $183 per night from Oct 2 to Oct 3
$183
includes taxes & fees
$155 per night
Oct 2 - Oct 3
7.6/10 Good! (7,867 reviews)
"The location and price are exceptional for Chicago."

Reviewed on Sep 25, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $146 per night from Oct 27 to Oct 28
$146
includes taxes & fees
$124 per night
Oct 27 - Oct 28
8.6/10 Excellent! (3,418 reviews)
"Helpful staff and great location"

Reviewed on Sep 25, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $211 per night from Oct 27 to Oct 28
$211
includes taxes & fees
$180 per night
Oct 27 - Oct 28
8.6/10 Excellent! (2,587 reviews)
"Shower not draining. Engineering came to take care of it. Put the do not disturb sign on my door. Room does not get serviced. Black out pull down shade got stuck. Minor issues."

Reviewed on Sep 26, 2024

Eurostars Magnificent Mile
See all 8,935 properties in Illinois
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Illinois vacation package cost?
We make it simple to travel somewhere new, with Illinois packages starting from as low as $306. You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few tours and experiences to your itinerary?
How do I get a cheap travel package to Illinois?
Booking an Illinois vacation package with Expedia is a great way to save. We have access to more than 550 air carriers and 1,000,000 hotel options all over the world. With such a fabulous range to choose from, you’ll have no trouble pulling together your perfect escape.
Where should I stay in Illinois?
Chicago is a wonderful destination to visit. Here, you’ll find popular sights including Wrigley Field and Six Flags Great America. Joliet also draws in many travelers eager to check out some of the best attractions in Illinois. These include Rialto Square Theater and Silver Cross Field.
What are the top hotels in Illinois?
Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton know how to make their guests feel welcome in Chicago. If you also plan to explore Galena, have a look at The Whitehall Hotel and Hyatt Regency Chicago. Both are popular with travelers.
How far in advance should I book my Illinois vacation?
Browse Expedia to compare international airfares as early as possible. In most cases, you can purchase a seat up to 12 months before departure. If you don’t see your preferred air carrier, or you’ve left things to the last moment, don’t worry. Cheap fares to Illinois sometimes occur within weeks of departure.
What does an Expedia Illinois travel package include?
Rental cars, flights and hotels — we have them covered. With Expedia, you can create your Illinois travel package however you want. All you have to do is determine what you need. Once you’ve made your booking, you can add on fun things like tours and activities. The more you bundle, the greater the savings!
What should I know before booking an Illinois travel package?
Locking in all the parts of your vacation together is one of the easiest ways to save. Bundle car rentals, airfares and hotels into one package. But your options don’t end at hotels. Expedia features all sorts of properties, including vacation rentals like mountain cabins and serviced residences. The list is almost endless!
Can I choose my airline with an Illinois Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to select from globally. With so much choice, finding the ideal carrier to fly you to Illinois won’t be difficult.
If I'm not able to travel, can I cancel my Illinois vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Illinois

Image for McCormick Place

McCormick Place

4.5/5(1,805 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Michigan Avenue

Michigan Avenue

4.5/5(332 reviews)

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.

Michigan Avenue
Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Illinois

Image for Flyover in Chicago

Flyover in Chicago

$28
Per adult
96% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour from Navy Pier

Architecture River Tour from Navy Pier

$54
Per adult
94% of travellers recommend
Architecture River Tour from Navy Pier
Image for Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

$42
Per adult
86% of travellers recommend
Chicago by Night: 90 Minute River and Lakefront Cruise
See all activities in Illinois

Other vacations you might like

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