Things to do in Bridgeport, Chicago

bridgeport cityscape

Heading to Chicago this year? Check out Bridgeport. This seaside district of the city has some great entertainment, from cultural shots to tasty bites. Read on and discover our picks for the best things to do in Bridgeport, Chicago!

Including:

  • Chicago Maritime Museum
  • Parks
  • Bridgeport Farmers Market
  • Bridgeport Art Center
  • Tasty bites
  • and more!
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Sea Culture

Given Chicago's penchant for the sea, it's no wonder the city has a long history of seafaring. For centuries, traders used boats to shop their wares, crossing the great lakes to smaller settlements to make some coin. But don't take us for our word; go and discover this history for yourself at the Chicago Maritime Museum!

You'll find over 6000 artifacts to see, read, and explore, including nautical gizmos from hundreds of years ago, models of ships used back then, as well as images, text, and other displays that detail Chicago's rich nautical history. See how sea travel and trade made Chi-Town the city it's become, and how even today, Chicagoans rely on boats and ships to make it great. For those of you with a passing curiosity in local history, or lovers of boats and the seven seas, this is easily one of the best things to do in Bridgeport when you visit Chicago!

Park your buns

Let's swap the open ocean for some dry, firm land, shall we? If you're looking for a little green space to take a load off, then Bridgeport's got you covered. Palmisano Park used to look somewhat different from its green and pleasant present. For over 130 years, it was a quarry, and when the quarry shut down, the big quarry-shaped hole was used to dump waste. Brilliant. Thankfully, the waste was covered up, and a park was put up on top of it! Now, you can walk around above it all, and see a fishing pond, do laps on the track field, take a picnic on the grass, or simply admire the amazing views of the city!

And right next to Palmisano Park is McGuane Park, which has a host of facilities for the athletic types reading this. Head there, and you'll find a big indoor pool, a gym, baseball fields, tennis courts, and even a playground for the little ones!

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Art for you

Do you like art? Do you like supporting the local scene? Do you want original pieces that your friends and family will envy forevermore? Well, head down to the Bridgeport Art Center! Myriad artists work there throughout the year, creating exciting pieces. However, every three weeks, they open the space to the public and let visitors explore their works, and even buy them if they want. So, if you're in the market for some unique art, head down there and beat the competition with your money.

Market Life

Looking for a little fresh produce for your Airbnb, or simply looking for something tasty to munch on? Just outside the Bridgeport Art Center, you'll find the Farmers Market, right in the adjacent parking lot! Head there on Saturday between 7-11 am, and you'll find a wealth of fresh, locally-sourced produce that'll make your dishes delightful.

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Get your eat on

If you prefer your meals cooked by great chefs and served by excellent staff, then no matter. Bridgeport has some amazing restaurants to sate your hunger.

If you like birds of the quacking variety, then go check out the Duck Inn. This cozy, retro eatery puts a DuckTales twist on American favorites. Duck hot dogs, rotisserie duck, alongside non-duck-related greatness like pasta and fried chicken. No matter your cravings, trust they'll be fulfilled at the Duck Inn; it's one of the best things to do in Bridgeport when you visit Chicago!

Or, if you're in the mood for some Asian deliciousness, hit up A Place by Damao. This traditional Asian cuisine from the Szechuan province of China, pairs national classics like dumplings, noodles, and braised duck, with different levels of spice. Simple but satisfying, go check it out if you like a little heat with your food!

Let's end our food journey on bread. Fresh bread is likely a gift from the gods, handed down to man back in ancient times. Probably. If you want the freshest, best bread in all of Bridgeport, head to Bridgeport Bakery. Whether you're picking up a fresh loaf to make your own, in the market for fantastic bacon buns, or looking for something sweet like donuts or pretzels, they've got you covered!

Cool off

Want to wash all the food down with a few beers, or looking for a destination for your night out?

Looking for a sports bar with some delicious, affordable beers on tap? Try Mitchell's Tap. It's a White Sox bar, but even if you don't support the local greats, you'll still be welcomed with open arms. They have some good local brews in the pipes, as well as some international drops like Belgium's Delirium.

If you want to supplement your night out with a spot of live music, go check out Bernice's Tavern. Inside, you'll find a mix of local lagers and beers, spirits, and bar snacks, along with weekly acoustic sets and open mic nights. A no-nonsense bar for a no-nonsense night out.

And finally, for the gentrified sort, there's Maria's Packaged Goods. With a name like that, you may already know what to expect. Artisinal cocktails, microbrews with kooky names, and a laid-back atmosphere where vintage hats are all the rage.

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Splash the cash

Let's end our list with some shopping, shall we? Bridgeport had a great alternative shopping scene, so if you're looking for bits and bobs, old tech, or collectibles, it'll be right up your street.

Let's Boogie Records and Tapes is your classic alternative music shop, where you can find older, unknown LPs alongside modern underground band releases. Just make sure you have a record or tape player, because the name doesn't lie. That's what they do.

Or, if you like collectibles from across the globe, check out Monster Island Toys. They specialize in all things Godzilla, from classic Japanese action figures to modern comics and everything in between. But you'll also find other figures from pop culture are represented too. So, if you're a collector, or looking to pick up a gift for your little one, stop by and see what's on offer.

And that's our list of the best things to do in Bridgeport, Chicago!

Dom Bewley
Go City Travel Expert

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Romantic Things to Do in Chicago - Valentine's Day & More

Looking to plan a romantic getaway with your sweetheart? There are so many wonderfully romantic things to do in Chicago that it’s hard to choose our favorites. If you’re looking for romantic things to do in Chicago, either for Valentine's Day or for a romantic trip any time of year, check out a few of our top suggestions. The Signature Lounge at Hancock Center Located atop the well-known John Hancock Center you'll find the romantic cocktail bar known as The Signature Lounge. The view from the 96th floor is phenomenal (to say the least), and the food and drink are equally exquisite. This is the perfect spot to wind down after a busy day or get geared up for a romantic evening out. Keep in mind that this venue is in high demand, and will both fill up quickly and come at a high price per drink. (I, for one, tend to limit myself to sipping a single drink slowly to enjoy the view.) If you'd like the take this evening to the next level -- literally -- a visit to 360 CHICAGO (just a bit lower on the tower) is a delightful addition to a romantic drink or two. You'll get to see the city skyline from above, including the shoreline of Lake Michigan and the easily identifiable Navy Pier Centennial wheel. Skydeck Chicago (top of Willis Tower) Looking out from the Skydeck Chicago observation deck at the top of the Willis Tower (formerly Sears Tower) is one of the most romantic things to do in Chicago. You'll enjoy 360-degree views from the second tallest tower in the western hemisphere, taking your love to new heights in a serious way. For the most romantic view, head to the Skydeck at sunset or after dark when the city lights are glowing. Explore the Art Institute of Chicago If you’re a fan of art, then there are few places as romantic, in Chicago, as the #1 rated museum in the country, the Art Institute of Chicago. They’ve got some of the best collections of Impressionist Art, some gorgeous Chagall stained glass windows, plus an impressive array of sculpture, textiles, antiquities and more. Check out their seasonal special exhibits for details on new and exciting things on display right now, or hit up their permanent collections for a few love-themed pieces like their collection of 19th century Valentines and sexy photographs. Centennial Wheel at Navy Pier This 15-story Centennial Wheel is located at one of the most visited attractions in Chicago, at the exciting Navy Pier. Recently redesigned as part of their centennial project, the Centennial Wheel offers beautiful sights at thrilling heights. You can even enjoy free days once per month! From the top of the famous Centennial wheel, you and your partner will escape the crowd for a few minutes for some alone time with the scenic skyline and Lake Michigan views. After you disembark from the Centennial Wheel, Navy Pier is a lakeside wonderland to explore. You'll find romantic restaurants, shops, and other top-class attractions as you stroll along with your loved one. If you plan it right, you can even pick up tickets to a show at the well-regarded Shakespeare Theater, also located on the Pier. Attend a Show Chicago’s theater scene is pretty unbeatable when it comes to variety and quality of performances. From the traditional (like you’d find at the Shakespeare Theater on Navy Pier) to the avant-garde, there’s something for all tastes. Because a theatrical performance is a pretty hot idea for Valentine’s Day, be sure to secure tickets in advance! You may be able to find discounted tickets by signing up for theater-specific mailing lists and websites like Goldstar. Stroll the Beautiful Parks While Millennium Park is often the favorite for cultural activities and current events, Grant Park has just as much in the way of sightseeing and beautiful scenery. Or, check out the Lurie Garden to find the hidden beauty of wintertime plants. Whichever venue you choose, the real treasure is in the journey. If you’re planning a date in the warmer months, be sure to check out Buckingham Fountain, a truly impressive array of water jets set against the impressive Chicago skyline. Of course, if you're visiting during the winter months around Valentine's Day and can't bear the Chicago winter cold, then a visit to the Chicago Botanic Garden is another nice option. Stick with their indoor exhibits to see some lovely tropical plants and flowers. Enjoy a Romantic Meal A romantic dinner is a classic for a reason. It’s hard to go wrong with a well-researched dinner venue this time of year, especially if they’re offering special Valentine’s Day meals or menus. It’s a great break from your own cooking and a good way to pry yourself away from Netflix. Downtown Chicago has tons of great restaurant options, many of which are in easy distance of several other great attractions to help you plan a larger itinerary. Remember to book your table early on a site like OpenTable to avoid last-minute panic! Remember to Save on Attraction Admission So there you have it. Our list of some romantic things to do in Chicago, just in time for Valentine's Day. Remember, some of these great options are included on the All-Inclusive Pass and the Explorer Pass from Go City, where you can save up to 55% on combined admission vs paying at the gate.
Katie Sagal
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10+ Things to do in Chicago for couples – Chicago attractions for adults

Chicago is one of our favorite cities for couples. It's got everything from romantic adventures to exciting excursions, fine dining to fun snacks, and even great shopping. Whether you prefer museums or love the great outdoors (and frankly, anything and everything in between), there's something for both of you to love in Chicago. If you’re looking for things to do in Chicago for couples, check out our list of the top attractions and activities, including... 360 CHICAGO Architecture River Cruise Shedd Aquarium Tall Ship WINDY Art Institute of Chicago Field Museum Big Bus Chicago Tour and more... See Chicago from an observation deck Get a bird's eye view of the city at one of two fantastic observation decks: SkyDeck Chicago at Willis Tower or 360 CHICAGO at the John Hancock building. Take in a romantic sunset together or watch the skyscrapers sparkle at night. Both offer amazing views of the city below, but each has unique strengths. You can see parts of four different states at 360 CHICAGO! Or, if you prefer better views of Navy Pier and Lake Michigan, SkyDeck Chicago and their exciting new TILT attraction is a hair-raising choice! 🎟️Getting in: Admission to both SkyDeck Chicago and 360 CHICAGO is available on all Go City® Chicago passes. History & Natural History museums History fans, especially those with a taste for local history, will also get a lot out of a trip to Chicago. Visit the Chicago History Museum for a specific focus on the heritage and history of this marvelous city. Why not stop in at one of their fantastic temporary exhibitions and soak up some culture together? With its convenient location in the south part of Lincoln Park, the Chicago History Museum is also right near Old Town, a trendy neighborhood with plenty of great food and drink options. We love Broken English (for tacos and margarita specials) or Old Town Pour House (for good craft beer, plus sports TV). Or, head to the Field Museum for a fascinating perspective on the natural history around the globe. Here you'll find everything from SUE, the iconic T. Rex skeleton, to gorgeous gemstones of all varieties to Ancient Egyptian artifacts. 🎟️ Getting in: Chicago History Museum and Field Museum admission is available on all Go City® Chicago passes. Shedd Aquarium Do you both simply adore the sea? Then a visit to Shedd Aquarium is a must-do activity for almost any age. This world-class aquarium features hundreds of sea critters, great and small. Encounter animals from fresh and saltwater, creatures who live near the water but are primarily terrestrial, and even seabirds. From amusing penguins to intimidating sharks, you'll find it all here. 🎟️ Getting in: Shedd Aquarium admission is only available on the Go City® Explorer Pass. Amazing architecture excursions Chicago is famous for its eclectic and innovative architectural makeup -- with iconic buildings designed by everyone from Frank Lloyd Wright to Mies van der Rohe. If you're a couple who loves art and architecture or unique sightseeing in general, then an exploration of Chicago's architectural scene is perfect for you. One popular option is a tour of the Chicago River and the many beautiful buildings visible from the water. This relaxing and informative cruise provides many opportunities for excellent photographs! If you want to see more of the city's architecture than can be seen from the shores of the Chicago River, embark on a themed architecture walking tour run by the city's more significant architectural organization. 🎟️ Getting in: Chicago Architecture Boat Tour admission is only available on the Go City® Explorer Pass. Hop-on Hop-off Big Bus Chicago tour It can feel a little too touristy sometimes, but the trick to a good city tour is to find one that balances fun, information, and convenience, all in one great package. A hop-on-hop-off Chicago bus tour is a great option here, as it provides the flexibility of boarding and disembarking wherever you please for maximum customizability. See all the best sights of the city, from major landmarks like the Willis Tower and the Wrigley Building to top local attractions like the institutions at the Museum Campus and beyond. You can be your own guide, pick and choose which top sights are right for you, and get on and off as you please. Choose which sights you tick off, from the Magnificent Mile and Shedd Aquarium to the Field Museum, Millennium Park, and many more. 🎟️ Getting in: Hop On Hop Off Chicago Bus Tour admission is included on all Go City® Chicago passes. Lake Michigan cruises If you are looking to get out on the water of Lake Michigan, we recommend taking a peaceful cruise offered by Shoreline Sightseeing — one of the best ways to see the city of Chicago. This classic lake tour showcases the major sights along the shore - like Navy Pier and the beaches — and also the wild marine life found on the lake. Another excellent, more adrenaline-fueled option is Lakefront Speedboat Tour. Zoom along Lake Michigan and admire the Chicago skyline in a 2,000-horsepower boat. Your experienced guide will provide a detailed and entertaining narration of the city's history and architecture. 🎟️Getting in: The Lakefront Speedboat Tour is available on the Go City® All-Inclusive pass, while Classic Lake Tour admission is available on the Go City® Explorer pass. Top art museums Artistic couples and friends will find much to love about Chicago's museum scene. The world-famous Art Institute of Chicago is the ideal artsy attraction and boasts unique and beautiful architecture of its own. From the Renzo Piano-designed Modern Wing to the classic original structure, you'll find a wide selection of pieces from Chagall's American Windows to Georgia O'Keeffe's Black Cross New Mexico. The smaller Museum of Contemporary Art is no less fascinating with its focus on living artists and the most recent developments. They have funky rotating exhibits that feature everything from installation art to graphic art and sculpture. 🎟️Getting in: Museum of Contemporary Art admission is included on all Go City® Chicago passes. Bike rides around Chicago Chicago is an extraordinarily bike-friendly city. From the many trails and pathways around the lakefront to the giant parks located throughout the city, there are plenty of low-stress places to pedal a bike. What's more, the city is completely flat! There is barely a hill to pedal up, so you won't get out of puff in a hurry. If you're a local or a real bike expert, you can even use a bike as transportation to get around the heart of the city itself. So, rent a couple of bikes and head off on your outdoorsy couples' adventure in lovely downtown Chicago. 🎟️ Getting in: Bike and Roll Chicago bike rentals are available on all Go City® passes. Chicago Theatre Tour For artsy couples or friends, the iconic Chicago Theatre is a must-visit attraction. Take a tour of this historic theater and go behind the scenes of one of the art world's most storied venues. The beautiful French Baroque architecture is another testament to how important Chicago is to the history of design and architecture in America. Plus, you'll get to see the backstage walls autographed by the many, many celebrities who have performed on this stage, as well as a historic photo display. You'll even get a chance to walk across the stage! 🎟️ Getting in: Chicago Theatre Tour Experience admission is available on all Go City® Chicago passes. Beautiful urban parks One of the most stunning things about downtown Chicago is its selection of gorgeous parks. From the culture-filled Millennium Park to the festival-friendly Grant Park to the tiny but darling Lurie Garden, there is a park for couples to wander and photograph for hours. Don't forget to stop by the famous Cloud Gate sculpture, aka, the Bean. Or, venture further out of the city center into Lincoln Park, which boasts a zoo and several beaches. It's a great place to explore, ride bikes, run, play frisbee, etc. If you venture a little west of the city you'll come across Garfield Park and its beautiful conservatory. Garfield Park is a sanctuary for 120,000 tropical plants over 1.6 acres of glass-topped indoor space. To the south of the city, Jackson Park occupies a stretch of the water's edge with beaches, lush green playing fields, marinas, and landscaped lagoons. It plays host to the impressive Museum of Science and Industry, a neo-classical building home to innovative hands-on exhibits about all things industrial. Shopping, shopping, shopping   Whether you both love a good bargain or one of you is patiently accompanying the other, there's oodles of shopping to be found in Chicago. The Magnificent Mile is a particularly popular destination, featuring everything from elite couture shops to fast fashion favorites. Or, head to Water Tower Place Mall for an excellent selection on everything from LEGOs to loose tea. A stroll along either locale is also just great sightseeing. You'll also be able to find souvenirs and more at many of the top attractions, too - the Art Institute of Chicago in particular has a stellar gift shop. Unique Chicago neighborhoods There's more to Chicago than just the Mag Mile. In fact, some of the city's best dining options are found in outlying neighborhoods. Try the trendy neighborhood of Old Town for delicious cuisine and fun bars, or Wicker Park/Bucktown for boutique shopping. If you're craving Italian, try Little Italy & University Village, or if you want to embrace Chicago's Polish heritage, scope out Portage Park. Another fun neighborhood with great food and drink is Ukrainian Village, featuring a fun brewery, a top sushi restaurant, and some wonderful indie shops. Save on admission to top Chicago attractions with Go City® Discover our full line-up of Chicago attractions for couples including the Chicago River Architecture walking tour, Chicago Theatre Experience, Skydeck Chicago, and more. 🤩 If you want to see and do as much as you can, our All-Inclusive Pass is for you. 😎 If you want to pick just a few attractions and visit at your own pace, our Explorer Pass is the perfect option.
Katie Sagal

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