It's the grandaddy of modern music festivals and it's still going strong. Book your trip to Chicago from Aug. 1-4 for this year's Lollapalooza.
Headline acts include The Strokes, Childish Gambino and Ariana Grande, but over 170 acts from all over the world will play the festival's eight stages. Offstage look for plenty of food and drinks, merch and kid-friendly offerings, along with space for visual arts.
The festival plays out in Grant Park, nestled in the Windy City's Loop overlooking Lake Michigan and convenient to the city's vast cultural and culinary offerings.
Fortunately, there are plenty of relatively inexpensive flights between Virginia Beach and Chicago on travel site Skyscanner.
Here’s a list of flights, hotels, restaurants and local attractions in Chicago to round out your trip. (Prices and availability are current as of publication and subject to change.)
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Flight deals to Chicago
Currently, the cheapest flights between Virginia Beach and Chicago are if you leave on Aug. 1 and return from Illinois on Aug. 5. United currently has roundtrip tickets for $249.
Top Chicago accommodations
To plan your stay, here are some of Chicago’s top-rated hotels, that we selected from Skyscanner's listings based on price and customer satisfaction.
The Palmer House a Hilton House (17 E. Monroe St.)
For an all-around top recommendation, consider The Palmer House a Hilton House. The hotel has a 4.5-star rating on Skyscanner.
The hotel is a lively destination within walking distance of the best attractions the city of Chicago has to offer, like Millennium Park, Grant Park, Lake Michigan, the Art Institute of Chicago, the theater district and the Magnificent Mile.
The Drake, A Hilton Hotel (140 E. Walton Place)
Another 4.5-star option is The Drake, A Hilton Hotel. Rooms are currently set at $/night.
The Drake is at the apex of Magnificent Mile shopping, its iconic sign prominent to those traveling south on Lake Shore Drive. Nearby attractions include Navy Pier, Oakton Street Beach and Millennium Park.
The Peninsula Chicago (108 E. Superior St.)
If you are looking to splurge, there's The Peninsula Chicago. The 4.7-star hotel has rooms for $575/night.
"Regal and upscale, The Peninsula is a five-star hotel all around. Service is excellent and the decor is classic," wrote reviewer Connie. "Their famous afternoon tea in the lobby is lovely. A perfect spot to spend a leisurely day."
Featured Chicago food and drink
Don't miss Chicago's food scene, with plenty of popular spots to get your fill of local cuisine. Here are a few of the top-rated eateries from Skyscanner's listings.
Portillo's (100 W. Ontario St.)
One of Chicago's most popular restaurants is Portillo's, which has an average of 4.4 stars out of 106 reviews on Skyscanner. Portillo's first "Dog House" opened in 1963 and this Chicago classic has never looked back.
"A must-have if you are coming to visit Chicago," wrote Joseph. "Portillo's is a cornerstone in tourist eateries for good Italian beef and Chicago-style dogs."
Giordano's (730 N. Rush St.)
Another popular dining destination is Giordano's, with 4.3 stars from 114 reviews.
Visitor Ulan wrote, "Got cheese curds this time, which were yummy! Minestrone soup was chock-full of veggies and tasty. Pizza, as always, was crisp on the crust and ooey-gooey inside."
The Signature Room at the 95th (875 N. Michigan Ave.)
Also worth considering is The Signature Room at the 95th atop the John Hancock Center.
The high-end restaurant offers diners a 360-degree skyline view, with floor-to-ceiling windows. There's a lunch buffet Monday through Saturday and dinner nightly with seafood, steaks and chops.
"I love this place for the food and the awesome views of Chicago," wrote reviewer geminitraveller. "The classy and cozy ambience is perfect for a romantic date. Expensive place but worth the spend for the unforgettable experience."
The Purple Pig (500 N. Michigan Ave.)
Finally, there's The Purple Pig.
A collaboration among four top chefs, the Purple Pig specializes in "cheese, swine and wine."
"Every dish was delicious," wrote Maggie. "The fried pig ear came with fried kale, the cheesy broccoli was unique with the tangy cheese sauce, the bone marrow didn't have much bone marrow but came with lots of buttery brioche bread, and meatballs."
Top Chicago attractions
Chicago is also full of sites to visit and explore. Here are some popular attractions to round out your trip, again from Skyscanner's listings.
Millennium Park (201 E. Randolph St.)
First up is Millennium Park.
It is the most famous section of Grant Park and is home to most of the park’s highlights, including the Cloud Gate sculpture, nicknamed The Bean. The park is considered one of the largest green roofs in the world, as it was built on top of parking garages and a railroad yard.
"Love, love, love Millennium Park in all seasons," wrote visitor Marcia. "My child enjoys going there for movies, dancing events — really every reason a child could have a blast. It’s worth going to check out."
The Art Institute of Chicago (111 S. Michigan Ave.)
Then, there's The Art Institute of Chicago, an art museum in Grant Park.
It is most famous for its impressionist and post-impressionist collections. Some of the more notable works include Monet’s "Haystacks," Toulouse-Lautrec’s "Moulin Rouge" and Edward Hopper’s "Nighthawks."
"Free family play area and thinking lounge off the Modern wing," wrote visitor Ulani. "Simple, quiet indoor space for all ages to relax after shopping or visiting the park. Kids can take part in free workshops, draw, build, read, create a unique journey map for a self-guided museum tour."
Willis Tower (233 S. Wacker Drive)
Finally, consider checking out Willis Tower.
The skyscraper, formerly known as the Sears Tower, is actually nine buildings bundled together — an engineering strategy to help the 110-story structure resist Chicago’s infamous winds. When it finished construction in 1974, it was the world’s tallest building at 1,451 feet. It remains among the tallest in the United States, with a public observation deck featuring glass floors for a straight-down view.
"We waited in line to step out onto the glass floor, which was pretty cool," wrote visitor Yvonne. "Great views of the city, and on a clear day you can see out across Lake Michigan."
This story was created automatically using flight, hotel, and local attractions data, then reviewed by an editor. Click here for more about what we're doing. Got thoughts? Go here to share your feedback.