A week in Chicago for first timers

It’s an expansive urban setting, with many diverse neighborhoods that all have unique offerings in the way of sightseeing and attractions. While it’s simply not possible to visit each and every neighborhood, we’ve put together a list of the major areas of Chicago that you shouldn’t miss on your trip.

Published: July 18, 2024
Skyline Chicago

You can visit some, or all of these neighborhoods as part of a week-long vacation in Chicago. This list of suggested areas also includes our favorite attractions to explore, including world-class museums, popular tours and cruises, an amusement park, a zoo, and many more.

This itinerary includes popular attractions grouped by neighborhood or type of activity, including:

Magnificent Mile / River North: Big Bus Chicago Hop-on Hop-off Tour, 360 CHICAGO, Mag Mile shopping
The Loop: Art Institute of Chicago, Skydeck Chicago, Millennium Park
Museum Campus: The Field Museum, Shedd Aquarium, Adler Planetarium
South Lake Shore / Hyde Park: Museum of Science & Industry, Robie House, University of Chicago museums
Lincoln Park: Lincoln Park Zoo & Rides, Chicago History Museum
Navy Pier: Navy Pier Centennial Wheel and Rides, Architecture River Cruise, Classic Lake Tour

Spending less time in Chicago but still want to see the best of the city?

Check out our 1 Day, 2 Days/Weekend Getaway, and 3 Days in Chicago Itinerary.

Magnificent Mile / River North

Big Bus Chicago Hop-on Hop-off Tour

First-time visitors to the city, or those who haven’t been able to see and do a lot on previous visits, should take advantage of the opportunity to take a bus tour. Choose this hop-on hop-off option for maximum flexibility and fun.

They’ll narrate your progress as you go along in a fun and informative way, and you can get off at anything that interests you. Win-win! It also picks up conveniently at the Hancock Tower, which is great for travelers who want to see 360 CHICAGO, Water Tower Place Shopping, and other Mag Mile attractions.

360 CHICAGO

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360 CHICAGO makes for another perfect introduction to the city – from a totally awesome perspective! See the city from some 94 floors above ground level, and snap some amazing photos. There are also some fun exhibits to explore at the top, explaining the tower's background, the history of the city, and important events.

This observation deck is located in the Hancock Tower, conveniently right in the middle of the Magnificent Mile attractions.

Mag Mile shopping

Mag Mile

Along with Oak Street, Michigan Avenue is one of the shopping hotspots in the city. While shops do tend towards the high end, you’ll also find fast fashion and more affordable fare like H&M, Target, and UNIQLO. There are so many fun places just to window shop. If you’re visiting in December, be sure to keep an eye out for creative holiday window decorations. 

Getting In: It’s free to stroll Michigan Avenue.

The Loop Attractions

Art Institute of Chicago

One of the best art museums in the entire world, the Art Institute of Chicago should definitely be on your list. Their collections are impressively diverse, so even if you’re an accomplished museum-goer, you’re sure to find something new to enjoy at the Art Institute. You'll see everyone from classical Greek statuary to ancient Asian jewelry and modern painting. Plus, they have some awesome gift shops, so souvenir shopping = solved.

Skydeck Chicago

Skydeck Chicago

Another option for seeing the city from a bird's perspective is Skydeck Chicago. Located in the Willis Tower (formerly the Sears Tower), this fantastic observation deck provides unparalleled views of the city below. From your perch 103 stories in the air, you’ll see everything from Navy Pier down to Soldier Field. The Skydeck Chicago also features several interactive exhibits and displays, so you can learn about the history of the city and the building itself.

Millennium Park

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In this part of the city, you simply can’t pass up the opportunity to explore Millennium Park a little bit. This expansive greenspace is one of the modern marvels of the city, and plays host to a growing host of activities year-round, from yoga in the park to free concerts. Come here for fun free activities, and be sure to check out the public art, like “Cloud Gate,” aka, The Bean.

Museum Campus

The Field Museum

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On another day of your Chicago vacation, you’ll want to head down to the Museum Campus. This fantastic area of the city boasts three top museums, all of them must-visits. The Field Museum is one of the world’s leading natural history museums, offering exhibits of artifacts from millennia of world history. You’ll find all the most important natural artifacts, from precious gemstones to dinosaur fossils to ancient Chinese art and architecture. For those of you who have visited before, keep an eye out for SUE the T. Rex.

Shedd Aquarium

Shedd Aquarium

shedd-aquarium-chicago

Come here to see an amazing collection of aquatic critters, big and small. In fact, you’ll be able to see about 32,000 of them! You can explore diverse marine and freshwater habitats and learn all about their fascinating inhabitants. Featured exhibits include “Waters of the World,” “Amazon Rising,” and the “Polar Play Zone.”

Bonus: Go City® Chicago pass holders get priority entry! This can save loads of time during the busy summer months.

Adler Planetarium

adler-planetarium-located-downtown-chicago

Opt for all-access admission to the Adler Planetarium on your visit and you’ll get to see exhibits that study all facets of space, both known and unknown. A fun exhibit is the sky show “Planet Nine,” which focuses on the search for the new ninth planet. You should also check out the Historic Atwood Sphere – Chicago’s oldest planetarium! Adler even hosts frequent monthly “Adler After Dark” events which can be fun, too.

South Lake Shore / Hyde Park

Museum of Science & Industry

Voted one of the top 25 museums in a recent TripAdvisor poll, the Museum of Science and Industry in Chicago is a must-visit for fans of science and engineering. Here you can explore over 14 acres of exhibits and interactive displays at the largest (and arguably the coolest) science museum in the country. Featured exhibits include an indoor tornado, a real WWII submarine, an Illinois coal mine, and a mirror maze.

Robie House

Robie House

Located on the campus of the University of Chicago, this is one of the few Frank Lloyd Wright buildings in the area open for touring. Built for Frederick C. Robie in the early years of the twentieth century, this beautiful home is an excellent example of Prairie-style architecture. There are only a few FLW buildings in the world, so don’t miss the chance to see one of them up close.

Smart Museum of Art, University of Chicago

For another museum option in the area, head to the small but fantastic Smart Museum of Art. It’s an art museum affiliated with the University of Chicago, and it’s filled with rotating exhibits on a variety of artistic and cultural topics. You should also stop by the outdoor sculpture garden, which is a nice place for fun photos.

Lincoln Park

Lincoln Park Zoo & Rides

Lincoln Park Zoo

If you’re in the Lincoln Park neighborhood, then a visit to the zoo is in order. Come here to see a nice selection of your favorite animals in recreated natural environments, from grand polar bears to tiny turtles. The kids can also enjoy a few rides aboard the historical carousel and the Lionel Train Adventure.

Chicago History Museum

The Chicago History Museum is one of the city’s best resources for learning about Chicago history and culture. Even natives love to come here and explore their impressive collection of objects and artifacts that tell the important cultural history of their city. Definitely spend an hour or two here with the kids exploring exhibits like “Chicago Authored” and “Imagining Chicago.”

Navy Pier

Navy Pier Centennial Wheel and Rides

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Navy Pier is a major cultural destination in Chicago and everyone should spend some time there. Come here for the rides, the entertainment, the cruises, the bike rentals, and more. Visit the Children’s Museum (also on the Go Chicago Card). Take in a play at the exciting Chicago Shakespeare Theater space. Then hop aboard the Centennial Wheel!

Architecture River Cruise

An excellent way to learn more about the city and enjoy a relaxing hour on the water is to take the famous Architecture River Cruise, which departs from Navy Pier. This informative cruise will tell you all about Chicago’s famous architectural history, and point out the major buildings by the most renowned architects. Plus, you’ll get some killer pictures out of it!

Classic Lake Tour

Lake Michigan

Another cruise option for the Navy Pier area is the Classic Lake Tour. This 45-minute excursion takes you out onto Lake Michigan – a lake so big it has massive tides and many popular beaches – to see the city skyline from afar. As you sail along, you’ll be treated to professional narration about the city’s heritage and history.

Let’s Recap

This week in Chicago itinerary is designed to be a great introduction to the city, from top to bottom. It’s the perfect way to truly feel as though you’ve gotten to know the fantastic Windy City. Choose from any of these top attractions to craft your perfect week in Chicago! 

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Museum of Science and Industry Vs The Field Museum Comparison

Chicago’s embarrassment of cultural riches includes such venerable institutions as the Shedd Aquarium, Art Institute, Adler Planetarium, and home and studio of legendary architect Frank Lloyd Wright. The Griffin Museum of Science and Industry and Field Museum are two of the biggest, brightest and best such attractions in town. Between them this pair of cultural giants chart the entire history of this planet we call Earth, from weather systems and animal evolution to ancient Egyptian burial rites and the space race. But which should you visit when on vacation in the Windy City? We take a closer look at the Museum of Science and Industry vs the Field Museum, covering must-see highlights, best times to visit and how long you’ll need for each. Griffin Museum of Science+Industry: The Lowdown Vital Statistics: The Griffin Museum of Science+Industry (or MSI) is perched on a reflecting lagoon in Chicago’s Jackson Park, and housed inside the former Palace of Fine Arts, built for the Chicago World's Fair in 1893 and opened as a science museum in 1933. Inside, a collection of some 2,000 pieces celebrate the very best of human endeavor, ingenuity and achievement across 75 cavernous halls. The museum has plenty of pulling power, welcoming more than a million visitors every year, thanks to its hands-on exhibits, major touring exhibitions and epic five-story wraparound theater. The MSI in Brief: Anyone with even a passing interest in the technological progress of the human species through the ages will find much to enjoy at the MSI. Here’s where you can ogle the world’s first stainless steel diesel-powered train, get down and dirty in a full-size replica coal mine, step aboard a captured WWII German U-boat and poke around in a 13-foot interactive 3D heart. And that’s just for starters: there are also simulated storms, lunar capsules, a toy-making lab and a huge domed cinema showing immersive films that highlight the very best of the human race. And more! When to visit: Regular opening hours are 9.30AM–4PM daily, with extended hours during summer and school holidays. The museum is closed on Christmas and Thanksgiving. There’s at least a day’s worth of entertainment here, but four hours is enough to tick off the big-ticket exhibits. Avoid school holidays and summer if you don’t like crowds, as these are – perhaps unsurprisingly – the most popular times for families to visit. Visit the official MSI website for up-to-date information on opening hours and exhibitions. Field Museum: The Lowdown Vital Statistics: The Field Museum can be found on Chicago’s Museum Campus, a few miles north along the shore of Lake Michigan, neighboring the excellent Shedd Aquarium and Adler Planetarium. This epic natural history museum was largely conceived around exhibits acquired from the 1893 Chicago World’s Fair and first opened its rather impressive doors back in 1894. Since then, it’s gone from strength to strength, amassing a collection of around 40 million objects, specimens and artifacts, charting 4.5 billion years and drawing in over a million history-hungry visitors each year. The Field Museum in Brief: This one is a naturalist’s nirvana: nearly 500,000 square feet of preserved dinosaur skeletons, meteorite fragments, Ancient Egyptian mummies, animal dioramas, Incan and Aztec artifacts, intricate totem poles, and more magnificent historical artifacts than you can shake a giant T-Rex femur at. Fun fact: the phrase “the customer is always right” is attributed to Marshall Field, the 19th-century department store magnate who gave the museum its name and was its original benefactor. When to visit: The Field Museum is open daily from 9AM–5PM, with final admission at 4PM. It’s closed on Christmas and Thanksgiving. You could very easily spend a whole day or more exploring the collections here, but four hours should give you a decent overview of the highlights. Arrive for opening time to secure the most elbow room – the museum tends to be busiest from late morning until mid-afternoon. Get the latest exhibition information and further details on opening hours at the official Field Museum website. Field Museum or MSI: Which Should I Visit? These are two of the biggest, best and most family-friendly museums in Chicago, so we’d really recommend visiting both if you have time. Go Chicago attraction passes mean you don’t have to pick favorites either, as both the Field Museum and Griffin Museum of Science and Industry are included, alongside other Chicago must-sees like the Skydeck, Navy Pier Ferris wheel, Children’s Museum, and Shedd Aquarium. Find out more and choose your perfect Chicago attraction pass here. Museum of Science and Industry Highlights Must-see highlights of the permanent collection at the MSI include: The Pioneer Zephyr: the world’s first streamlined, stainless steel, diesel-powered train; a gleaming vision of the future of rail travel from way back in 1934. The Henry Crown Space Center: here’s where you’ll find all things intergalactic, including the Apollo 8 spacecraft, a lunar module, and Chicago’s largest immersive domed movie theater. Wartime wonders: fans of militaria can ogle the captured German submarine; there are also several US Navy warship models and fighter jet simulators. Science Storms: physics and chemistry collide in this fascinating multi-level exhibit, which features a Tesla coil, a tsunami tank, and Foucault’s pendulum. You’ll also get the chance to control a 40-foot-tall tornado. Coal Mine: ride the train through this full-scale mine replica, containing original 1930s equipment. Field Museum Highlights Don’t miss these wow permanent exhibits at the Field Museum: Animal Halls. The Field Museum is home to some of the most realistic animal dioramas on the planet. Case in point: Carl Akeley’s ‘Four Seasons’, depicting wild white-tailed deer across the seasons, is a veritable work of art. Also don’t miss: the fearsome man-eating lions of Tsavo and the polar bear protecting her cubs. Inside Ancient Egypt. Decipher 5,000-year-old hieroglyphs, worship at the shrine of the cat goddess Bastet and come face to face with ancient mummified people and animals inside an authentic Egyptian burial chamber. Roarsome Dinosaurs. Grab the selfie of a lifetime with Sue, one of the most complete T-Rex skeletons on the planet, and meet her plant-eating pal Máximo, an absolute monster at 122 feet long and 28 feet tall! A dino-mic duo indeed. Save on Attractions, Tours and Activities in Chicago Save money on Chicago attractions, tours and activities with a pass from Go City. Check out @GoCity on Instagram for the latest top tips and attraction info.
Stuart Bak
Stuart Bak
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Where to stay in Chicago

Made up of a long list of neighborhoods and districts each offering something different, deciding where to stay in Chicago can be a bit of a headache, especially if you’re a first-time visitor to the city. Whatever you’re looking for out of a leisure trip to the windy city, our pick of the best areas of Chicago to stay is sure to be a help! The Loop Enclosed by the Chicago River to one side and Grant Park to the other, the Loop is probably the best place to stay in Chicago for those new to the city since its streets include the central business district and many of the city’s top attractions, including the Willis Tower’s Skydeck observation level and the Art Institute of Chicago. It takes its name from the elevated railway which has looped around it since the Great Fire of 1871. Synonymous to most with the downtown area, it’s also one of the commercial hubs of the city. Being at the heart of the action (Route 66 starts here too), there’s no shortage of hotels either. Predominantly populated by luxury stays – the Hyatts and Radisson Blus of this world – budget travelers will likely find themselves looking at more affordable neighborhoods nearby, such as Lincoln Park. However, the Loop does it have a good quantity of backpacker hostels for those just looking for a central place to lay their head at the end of a long day of sightseeing. Streeterville Immediately north of the Loop on the shores of Lake Michigan, the Streeterville neighborhood is still close enough to downtown to be a worthwhile base and is a good pick for solo travelers and visiting couples. Known to be a very safe neighborhood in Chicago for visitors, it has some similarities to its southern counterpart. Gleaming tower blocks line the Magnificent Mile (a part of North Michigan Avenue), containing roughly 450 stores as well as the famed 875 North Michigan Avenue (John Hancock Center). Its southern extent stretches out into Lake Michigan thanks to the 50 acre Navy Pier. Its rides include Centennial Wheel, which replicates the world’s first Ferris Wheel, built in 1893 for the World’s Fair. Lincoln Park A little further out, but linked to the rest of the city by a number of metro stations and lines, Lincoln Park is one of the largest and most affluent districts in Chicago’s North Side. It is popular with young families and urban professionals, ensuring it feels fresh and ever changing. Named after the city’s largest park, which sits beside Lake Michigan for an uninterrupted seven mile run, the area is one of the best parts of Chicago for those on a budget. Attractions include the 32,000 creatures which call Lincoln Park Zoo their home, as well as Chicago History Museum, the first port of call for anyone interested in discovering how Chicago became one of the world’s leading cities. Lincoln Park also contains the northern half of Old Town, where buildings remain low to the ground – at least by Chicago standards – to create a homely feel. This is where you’ll find the Second City Theater, the previous stomping ground of everyone from Tina Fey to John Belushi. River North It may not have the lake shore, but River North does have a reputation as the coolest place to stay in Chicago. Separated from Streeterville by the Magnificent Mile, River North oozes stylishness and perhaps contradiction too – it has more galleries than anywhere outside of Manhattan, but is also known for its nightlife. For this, you should head to Hubbard Street. The banks of the Chicago River have to be the top place for a stroll in the area, whilst landmark buildings to look out for include the Wrigley Building and the monumental behemoth of a structure known as Merchandise Mart, whose exterior façade becomes the world’s largest projector screen for a few months of each year. A good range of restaurants, many with riverside terraces, means you’re unlikely to go hungry for long. West Loop That said, foodies should stake their claim to accommodation in West Loop, which – that’s right – is west of the Loop. Occasionally also known as the Near West Side, West Loop shines from a gastronomic perspective, with Greektown and Little Italy just two destinations you should be aware of thanks to the twentieth century’s influx of immigrants into this former industrial port area. Randolph Street is otherwise known as Restaurant Row for good reason, but for sumptuous food without any pretension head to the French Market tucked inside Ogilvie train station. Its 30+ independent vendors make it one of the best spots in the city for fresh ingredients as well as mouthwatering dishes from sushi to empanadas. Seating is available. Wicker Park Well-to-do Wicker Park is growing in confidence when it comes to where to stay in Chicago. Northwest of West Loop and centered around the Damen metro stop, this neighborhood has the sort of self-assurance which usually leads to great things. And Wicker Park is no exception to this rule. A charmingly informal blend of eclectically-stocked clothing stores, groundbreaking restaurants and we-just-have-to-stop-there bakeries, Wicker Park is also pretty hot when it comes to night spots, with a wealth of live music venues all vying to be the place to head. With median house prices of $550,000 it can never really be called hipster, but that’s certainly the vibe it gives off. Budgeting for trips to Chicago Finding where to stay in Chicago that’s right for you comes down to a balance of location, feel and price. The best neighborhoods in Chicago for visitors are generally those in and around the downtown area, although the closer you are to the Loop, the higher the per night cost you’re probably looking at. When it comes to attraction admission, you can make incredible savings simply by opting to travel with Go City. Our pre-pay passes take all the mystery out of budgeting for trips to Chicago whilst providing you with great savings on many of the city’s top attractions.
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