Chicago in November

UPDATED JULY 2024
A walker takes in Chicago's fall color

Visit Chicago in November and you’ll discover a city preparing itself for the depths of winter but not quite done with fall. Temperatures are generally healthy enough to allow you to still spend plenty of time outdoors, where it’s usually possible to see the last of the fall color or the first flurries of snow.

As the days get shorter towards the end of November, there’s also the start of the Christmas festivities to look forward to as well as the celebrations around Thanksgiving on the fourth Thursday of the month.

Wondering how cold Chicago is in November and what there is to do? We’ve brought together all the top tips so you need to look nowhere else.

Enjoy the end of the fall color

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Chicago weather in November sees average daily temperatures rise to 50°F, equivalent to a cool spring day. Whilst you’ll want to wrap up warm, do so properly and just eight days of rain will mean you can get out amidst the city’s green spaces to take in the final days of reds, oranges and gold with the turning of its leaves.

Should you choose, you could traverse Chicago’s shores on Lake Michigan without ever leaving parkland. A popular pick with those looking to get into the saddle of the city’s rental bicycles – but welcoming to walkers, joggers and skateboarders too – the Lakeshore Trail covers 18.5 miles.

Starting at Edgewater Beach in the northern suburbs, it then runs south past many of the city’s top attractions. The first is the free-to-visit Lincoln Park Zoo, whose residents include great apes, big cats, a burr oak older than the city and the Lionel Train Adventure and Endangered Species Carousel rides.

Further south lie other major things to do in Chicago in November including the magnificent Field Museum. As one of the largest natural history museums around, it is simply stuffed full of stuffed animals, cultural artifacts from across the globe and the famous skeleton of Sue the T-Rex – one of the most complete and best-preserved examples yet discovered.

A short way across the state border, alternative vistas can be sought out at Indiana Dunes National Park. Situated close to the southernmost point of Lake Michigan, the park’s impressive dunes offer a wealth of walking trails, albeit without the fall color.

Kick off the festive season

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Thanksgiving focusses very strongly on Chicago’s downtown areas. Taking place on the grid of streets which form immediately south of the fork in the Chicago River, the annual Thanksgiving Parade is a family-friendly affair which sees State Street taken over by giant helium balloons, dance troops and marching bands.

Thanksgiving is also closely associated with the Black Friday sales. Still on State Street, there are a great number of smaller stores, whilst the Magnificent Mile boasts higher end boutiques, department stores including Marshalls and Nordstrom and several shopping malls.

If you prefer the artisan touch, look no further than the Chirstkindlmarket that appears in front of Daley Plaza’s 50-foot tall steel Picasso sculpture towards the middle of the month. Its German-style wooden chalet-like stalls are awash with beautiful ornaments, jewelry and tasty treats.

Alternatively, you might want to try your hand at another winter staple – ice skating. The city’s largest outdoor rink is the McCormick Tribune Ice Rink that sits beneath the gaze of Anish Kapoor’s Bean, although the Maggie Daley Park Skating Ribbon provides an attraction that’s a little more unusual, with a track winding through the tree cover twice the length of a lap around the Bean’s rink.

Savor the views

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With such a long list of things to do in Chicago in November you shouldn’t forget to stop for a moment or two and take in the windy city in all its glory. One way to do this would be to give your feet a rest by opting for the Hop-On Hop-Off sightseeing bus instead. Taking in sights you might otherwise miss, it also connects up many of Chicago’s top attractions, including the Willis (Sears) Tower.

Entering the history books as the world’s tallest building from its topping out ceremony in 1974 until 1998, it continues to host the highest observation tower in the United States – the Skydeck. From its 103rd floor vantage, visitors are able to take in no less than four states whilst feeling the building move in the wind at almost 1400 feet up.

Giving the Willis Tower a good run for its money is 360 CHICAGO at 875 North Michigan Avenue. Although its views come from nine stories below the Skydeck, its wrap-around glass windows still have extraordinary panoramas over the city.

Get better acquainted with the city’s art

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Art lovers don’t need to look far in Chicago in November to get a fill of their passion. For one, the city has a huge array of public artworks. As well as the giant sculpture by Picasso in Daley Plaza and Anish Kapoor’s Bean, Chicago also has outdoor works by Joan Miro, Marc Chagall and Magdalena Abakanowicz.

The immense Merchandise Mart building comes to life with the world’s largest video installation, projected annually onto the side of the structure from September through November. There’s also an impressive array of murals covering the ends of buildings throughout the city. West Town Street has developed into a mile-long open-air gallery, with other works including the mural of local photographer Vivian Maier in Wicker Park and an unforgettably bright 100 foot image of American singer-songwriter Muddy Waters on North State Street.

The pick of the galleries includes the Art Institute of Chicago. One of the largest museums of its kind, the 300,000 objects in its permanent collection spans the genres, ranging from native American textiles to contemporary photography.

Making the most of Chicago in November

With so much to see and do in Chicago in November you won’t want to waste a second. Skip the lines and save big on admission to many of the city’s top attractions with Go City. Then the only thing left to do is have an incredible time in one of America’s greatest destinations!

Ian Packham
Go City Travel Expert

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Things to do in Greektown, Chicago

So, you've decided to vacation in Chicago. Good for you! The Windy City is a great place to explore, with tons of fun and experiences just waiting for you. Wondering where to pitch your tent? Why not try Greektown? This historic district of Chicago is brimming with history, amazing food, and authentic Greek experiences. Don't believe us? How dare you. You will believe us when you read our guide to the best things to do in Greektown, Chicago! You'll see. You'll all see. Including: Skydeck Chicago Art Institute of Chicago Parks Museums Food and more! Get high Let's start this list with something for the daredevils. If you want to see the beautiful Chicago skyline from a different point of view, then check out Skydeck Chicago. And by a different view, we're talking birds-eye, from over 1,300ft up in the air! Ride to the top of Willis Tower, all 103 floors of it, and gaze over the city. You'll see the likes of Navy Pier and the Magnificent Mile from up there. And, if you dare, you can head onto The Ledge - a giant, windowed platform that lets you see the busy Chicago streets right beneath your feet. Be warned - it's not for the faint of heart, or those who get vertigo! You can also find exhibits that take you on a journey through Chicago's history, as well as the story behind Willis Tower. And, for the little ones, you can take them to the Skydeck Kids Club, which contains interactive experiences and even a scavenger hunt that'll help them learn too. Why do kids always get to learn while having fun? Sometimes, life's just not fair. Art for the soul Next, we'll head to the ground floor, where most of Chicago's entertainment is located. Chi-Town has a rich history of the arts, from jazz and blues all the way to its thriving artistic community. It's no surprise, then, that The Art Institute of Chicago is one of the best art museums on the planet! With a massive collection of impressionist works from some of the most famous artists that ever held a brush, to contemporary collections from all over the world, you'll find something inspiring at the Art Institute of Chicago. Easily one of the best things to do in Greektown, this unmissable museum is one of the jewels in Chicago's cultural crown. Get some green in Parks are a great place to escape the hustle and bustle of the city and get a little closer to nature. Even if you're on vacation, the unrelenting concrete can become a bit overwhelming. Thankfully. Greektown has some amazing parks just a stone's throw away. Millennium Park is arguably Chicago's most famous green space, featuring three square blocks of flora and fauna on the lake, as well as entertainment opportunities like a Ferris Wheel, live music, and even ice skating in the winter months. It's also a great place to take some shots for your socials, thanks to Cloud Gate. Known locally as 'The Bean', it's a giant, metallic, bean-shaped sculpture that's appeared in movies like Source Code. Or, if you like your parks a little less busy and more free from tourists, try Mary Bartelme Park, which has plenty of the good green stuff, alongside an amazing kids' play area and a dog park too. Get historic You might not know much about Greektown, though the clue's in the name. If you'd like to know more about the area and how it got its name, head over to the National Hellenic Museum. Inside, you'll learn all about how Ancient Greece helped create the tenets of Western civilization, how and why many Greeks emigrated to the US, and how their culture helped shape Chicago into the city we know and love. There are tons of exhibits, as well as videos of Greek immigrants that share their stories throughout the 20th-century. A fascinating look into Greektown, and one of the best things to do in Chicago if you're staying in the area! Get your eat on You've probably been waiting for this one. Greek grub is top-notch, with its marriage of Mediterranean cuisine and Middle-Eastern influence. So, if you're staying in Greektown or visiting the district, you'll be wanting something authentic. Look no further than Greek Islands Restaurant. For over 50 years, and through multiple generations, they've provided Chicagoans with the taste of Greece right in the heart of America. Sourcing many of their ingredients from the motherland itself, you'll find a mix of Meze, lamb, and yogurt-enhanced dishes that'll delight the taste buds and fill the belly. Perfect for an evening meal, when you don't need to be very mobile afterward! Looking for something lighter, or a snack earlier in the day? Go check out the authentic bread over at Artopolis Bakery. You'll find a wealth of sweet and savory Greek treats within its fresh-smelling walls, and a number of authentic or American coffees to pair them with. Or, grab a slice of pizza, a sandwich, or traditional artopitas if you need something more substantial to fuel your exploration of Greektown! Nights out And as we lose daylight, lets end things with the nightlife. Greektown is full of great spots, but we've picked our two favorites. Firstly, Nine Muses Bar and Grill offers small plates alongside a bevy of beers, wines, and delicious Greek cocktails. Named after Zeus' daughters, you'll adore the traditional decor! Or, if you want somewhere open late, head to Spectrum Bar and Grill. For over 30 years, they've provided late-night dishes and dancing to all and sundry. Go grab a cocktail and strut your stuff, or sit down for a delicious meal to cap off your evening. And those were our picks for the best things to do in Greektown, Chicago! Want to know what else is going on in Chicago? Check out our 3-day itinerary for newcomers! If you're wondering how Chicago's other districts measure up, check out our guides to all of them. Want to see all of the city's best bits in one single day? Why not take a tour of Chicago's highlights?
Dom Bewley
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Things to do in Bridgeport, Chicago

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! 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! 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. 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. 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
things to do in gold coast chicago
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Things to do in Gold Coast, Chicago

So, you've chosen your vacation destination. The Windy City. Chi-Town. The real-life Metropolis, minus the superheroes. Chicago is a fantastic getaway destination, full of great food, fun nights out, and plenty of top-level entertainment. But it's a big old town, with multiple districts and areas that crisscross throughout its gargantuan layout. With so many to choose from, which one is right for you? Well, don't let choice paralysis get the better of you! We've done all the research necessary, so you don't have to. Give Gold Coast a go. It's as simple as that. With a wealth of entertainment on offer, it's the perfect vacation spot. Here are our picks for the best things to do in Gold Coast, Chicago! Including: Oak Street Beach Playboy Mansion Broadway Playhouse Washington Square Park Drake Hotel Bar and more! Hit the Beach Why not ease into your trip with a spot of lounging? After all, you've got the rest of your vacation to go see the sights. Lucky for you, the Gold Coast lives up to its namesake. Head there, and you'll find Oak Street Beach. Of course, you'll find heaps of golden sand, clean sea, and (hopefully) glistening sun - that's what the beach is all about, after all. However, Oak Street Beach is also perfectly placed to visit at any time during the day, as it's just a stone's throw from the city itself. Take a dip in the ocean, go grab an ice cream for the kids - or yourself, who are you kidding - and then check out the nearby patio bar for a cool, refreshing drink. Easily one of the best things to do in the Gold Coast when you visit Chicago. Feel like a Playboy Yes, really. Though you probably know the Playboy Mansion as the once celebrity-laded party mansion near Beverly Hills, it wasn't always there. In fact, the original Playboy Mansion was bought right here on the Gold Coast back in the '50s. The rather less impressive original is well over 100 years old at this point, and has changed hands multiple times. First, Hefner donated it to the School of the Art Institute of Chicago when he moved into his legendary LA pad. Then, the institute sold it to a redevelopment firm, and it's now been converted into condos in a rather typical fashion. However, if you want to see a piece of 20th-century American history in the flesh, you owe it to yourself to go and bask in the extravagant opulence of the original Playboy Mansion. Just don't plan on buying one of the condos, unless you've got a few mill to spare. Broadway, baby! If the weather takes a turn, or you just want a couple of hours out of the sun, why not retreat to the bright lights and comfort of broadway? Yes, even in Chicago, you can get a taste of the New York performance mile thanks to Broadway Playhouse! A stone's throw from the coast, you'll find a host of great plays and musicals being shown throughout the year, from all-time classics to the new shows on the block. You might even stumble upon a one-man show, or local play before it gathers steam. Walk in the Park Are you a fan of the color green? Do you like walking? Is the prospect of breathing in fresh air, mingling with trees, shrubs, and grass appealing to you? Answer us these questions three, and we'll give you a place you want to be. At. A park, of course! Gold Coast has you covered in flowers and grass, thanks to Washington Square Park. Go there for the giant 19th-century fountain, stay for the delightful green spaces, picnic opportunities, or simply for a stroll. So, what are you waiting for? Get Risky When you're in Gold Coast, why not grab a drink at a Hollywood monument? Sort of, at least. Featured in the '80s Tom Cruise classic Risky Business, the Drake Hotel is one of Chicago's most recognizable landmarks! But we're not talking about the room service here. We're talking about the Hotel's bar, called the Coq d'Or. This lavish hotel lounge has been warming customers' cockles since the dark Prohibition days. Head inside and find a wealth of drinks, a menu to die for, and enough comfort you'll feel like a marshmallow. A pampered marshmallow. Best Pizza in town Wow, all that doing things, seeing things, and experiences must have made you hungry. Well, Chicago is famous for one thing in the food department, and that's deep dish. The Chicagoan take on the Italian classic is known worldwide for its deliciousness, thanks to its unusual sauce-over-cheese twist. So why not go get some and see if it lives up to its reputation? Lou Malnati's, right in Gold Coast, is arguably the best in town. The name is a staple of the Chicago style, having helped pioneer it in the early 20th century. So go grab a slice of delight and take your tastebuds to pizzatown. Or something. Go Shopping Let's end this list on a shopping, surely many of our readers' favorite pastimes. Thankfully, Gold Coast is full of shops of all shapes and sizes, so no matter what item you seek, you're sure to find it there. However, for those of you with expensive tastes, you'll be looking for The Magnificent Mile. Head there, and you'll find a shopper's paradise. Over 400 stores line the 'Mile', including the likes of Chanel, Louis Vitton, and Tiffany. So, if you're looking for some dear deals and have the cash to splash, you'll be right at home. On top of all that shopping, you'll also find a slew of gourmet restaurants, snug cafes, and much more. So, if that all sounds like heaven to you, go on down and see what's cracking! And that's our list of the best things to do in Gold Coast, Chicago! If you want to know about the other areas of Chicago, check out our thoughts here. Heading to Chicago at the tail end of winter? The beaches might be a no-go, but there's plenty more to do and see!
Dom Bewley

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