Updated: October 5, 2026
If you haven’t heard, Chicago has been voted “Best Big City in the U.S.” for 10 years in a row. Every year, Condé Nast runs a Readers’ Choice Awards survey where hundreds of thousands vote, and voters keep choosing Chicago.✨
I can see why. I love my hometown. We have fantastic restaurants (here’s a list of the best places to eat), incredible cafes, world-renowned architecture, kind locals, and a variety of excellent neighborhoods.
Chicago Photo Spots
I thought it was a great time to share my favorite photo spots for anyone exploring this great city, including some of the best views in Chicago.
Many of these sites aren’t just great for photos; they’re also some of the most popular Chicago attractions and iconic places to visit. If you’re planning a trip and wondering what to do in Chicago, this guide doubles as a list of scenic, must-see locations.
This blog contains affiliate links to booking sites and products I recommend. If you book or buy through my links, I may earn a commission at no extra cost to you. Your support helps keep this blog running—thank you!
When To Visit Chicago?
I’ve experienced Chicago’s seasons for the last 30+ years, and I love them all. Here’s my take on each one:
WINTER | It’s cold and harder to take photos, but the city lights up beautifully for the holidays, and lots of fun events are happening. Check out my best things to do in Chicago in winter (including Christmas events).
We have one of the best Christmas markets in the U.S., and the Museum of Science & Industry features a fantastic tree exhibit that showcases the season’s global traditions.
Visiting in winter certainly has its perks. If you plan to visit during the cold season, dress like you’re going to Iceland and look for a hotel with a fireplace.
A few winters ago, I stayed at the Waldorf Astoria and loved having a fireplace in my room to warm up after the cold Chicago streets. Can you tell I have this weird obsession with fireplaces?
Waldorf Astoria courtyard in the Gold Coast
SPRING | We don’t usually get nicer weather until mid-April. There can also be periods of heavy rain. It fluctuates year to year, but it’s still the shoulder season, so hotels should be cheaper. The flowers start blooming, and it gets more “peoplely” outside. The city is defrosting and feels happier overall.
Millennium Park
SUMMER | The most popular time to visit. Chicago summers are beautiful, though the weather can reach 100°F! Either way, it’s a fun season to explore the city. The nice weather allows for more leisurely sightseeing.
There are also many food festivals and free movies/concerts in the park. Expect more crowded streets and landmarks. If you’re visiting during this time, book your hotels and tours well in advance.
Chicago Riverwalk
FALL | My favorite season overall. Visit in the fall if you have the flexibility. My favorite event, Open House Chicago, also happens in the fall, and it’s FREE. Open House offers visitors behind-the-scenes access to more than 250 buildings across the city. More access equals more unique views of the city. It’s usually the third weekend in October. In my opinion, it’s one of the best things to do in Chicago.
The Gold Coast and Old Town areas do a great job of decorating for Halloween. Also, Chicago’s fall foliage is gorgeous and peaks around the end of October.
The streets are generally less busy, and the weather is lovely—perfect for wandering and taking in the best photo spots below.
Millennium Park in the fall
Chicago Attractions That Are Perfect for Photos
Some of the best photography spots in the city are also top Chicago attractions, making them worth visiting even if you’re not focused on photography. In this post, you’ll find info for:
→ The Bean/Cloud Gate
→ Willis Tower Skydeck
→ Chicago Riverwalk
→ Millennium Park
→ North Avenue Beach & More!
If it’s your first time visiting and you’re deciding what to do in Chicago, these places are a great start. If you’re short on time, here’s exactly how to spend 2 days in Chicago while hitting many of these spots.
Chicago Photo Shoot Locations
Some of these may seem “touristy,” but they’re popular photography spots for a reason. They are landmarks, after all. Trust me; these Chicago photography spots will not disappoint. The views from some of these locations will be so worth it. I’ve also included a map with all the stops marked, making it easy to find the most convenient hotel.
I’ll list the photo spots going from south to north of the city so they’re easy to follow.
I suggest creating an itinerary based on your interests and booking tickets in advance, especially if you’re visiting in the summer. If you plan to visit multiple locations listed below, consider the Chicago City Pass for a cost-effective way to explore the city.
And if you’re thinking, hell no, I’m not doing all that walking, check out the best prices for rental cars here. Or try a Big Bus tour; you can hop on and off at different landmarks.
1. University of Chicago Campus
Located in the historic Hyde Park neighborhood, the University of Chicago is one of the country’s top universities. But that’s not why I’m suggesting it. The campus itself is iconic; it blends Gothic architecture with one of the most photogenic courtyards.
You may have seen it in a few movies, such as When Harry Met Sally or Divergent. If you’re visiting in the fall, taking a stroll through the main quad will be such a delight. It’s 215 acres of green space and was officially designated a Botanic Garden.
Beyond the lush gardens, you’ll find quiet hidden nooks, perfect photo ops around every corner, and plenty of spots to sit if you’re inspired to enjoy a little picnic. And if you can grab a visitor pass, don’t miss the libraries: the Joe and Rika Mansueto Library, with its futuristic glass dome, and Harper Memorial Library, which gives off major Harry Potter vibes. They’re both stunning in completely different ways and absolutely worth stepping inside.
2. Prairie Avenue District
The more I explore my city, the more I realize how many unique neighborhoods it has. Prairie Avenue District is a small, historic section near the South Loop.
Here you’ll find the Glessner House Museum, which tells the story of this area and the Gilded Age. The area also features stunning mansions and rows of picturesque homes perfect for photography. It’s a charming location in the fall.
This cool tour, The Devil in the White City, shares the history and legends surrounding the 1893 Chicago World’s Fair and the notorious serial killer H.H. Holmes. The tour has the Prairie Avenue District as one of its vital stops.
3. Museum Campus (Adler Planetarium)
This is easily one of the best views in Chicago, especially if you’re hoping to capture the skyline. It’s also one of the most popular and best places to take pictures in Chicago for engagement sessions or weddings, along with Millennium Park, Lincoln Park, and North Avenue Beach.
4. Willis Tower Skydeck (One of the Best Views in Chicago)
Known to almost everyone who grew up in Chicago as the Sears Tower, the Willis Tower offers incredible city views and is one of the top Chicago attractions. Take in the architecture from the 103rd floor! Sunset is the perfect time to be there. You will have plenty of time to capture the city from every angle.
You can also step onto “The Ledge” and view the city below through a glass floor. If it’s crowded, you will have limited time to get photos on the ledge, but you can always hop back in line for more ledge photo time. Book your Skydeck Chicago tickets in advance
5. Cindy’s Rooftop Bar
You’ll get panoramic views of the lake, Millennium Park, the Bean and more. They have a well-rated restaurant and bar—an excellent spot to enjoy a cocktail on the outdoor terrace. They have fire pits during the colder seasons to keep you cozy while you enjoy the view.
6. Millennium Park, Chicago
There’s a walk I enjoy in Millennium Park that covers some landmarks and offers many great photo spots. Start at Grant Park (by the Agora installation) and work your way north to the Bean (Cloud Gate), stopping at Buckingham Fountain. Make sure you walk through the center of the park. Below is a photo of the Agora installation. Check out this Chicago photography walking tour that takes you through the park and beyond.
I recently did part of this walk as the leaves were a radiant orange and red. And I repeat, if you can visit in the fall, do it because LOOK AT IT!
7. The Chicago Theater
The classic Chicago Theater is a favorite stop for visitors and locals alike. It’s a landmark theater on State Street near Lake Street. If you’re there during high season, you may run into several photoshoots happening in the median strip. You can also buy a ticket to tour inside.
8. Wacker Drive + Michigan Avenue (Mag Mile)
If you’re visiting Chicago in spring and the tulips are in full bloom, stop and take photos on the median strip of Michigan Avenue, right by Wacker Drive on the Mag Mile.
You’ll have a long row of tulips with the gorgeous cityscape in the background. It’s a fun angle during any season, but especially lovely in the spring.
9. LondonHouse Rooftop Bar
The view from the rooftop bar at the LondonHouse hotel is my favorite in the city. It’s a great spot to take out-of-town guests for lunch and drinks. Don’t expect a fantastic meal (though it is decent), but do expect an amazing view. I’ve seen some incredible wedding photos taken there, too. It’s also a beautiful place for proposals.
10. Chicago Riverwalk
The Riverwalk is a newish addition to Chicago, and it’s a rather great one. I’d say it’s a must-see Chicago attraction. It’s a great spot for both visitors and locals to enjoy wine, dine, or take in the city views from various angles and bridges.
I worked near the Riverwalk and loved taking in the views during my lunch break. The architecture, bridges, and boats offer a glimpse into what Chicago has to offer. When you’re there, it feels like you’re in a Chicago postcard.
RELATED: 2 Days in Chicago + Hotel With a View
11. Architecture Boat Tour
Speaking of boats, it took me 20-something years to finally do an architecture tour in my city! Wendella is my pick if you want an architecture tour with the option of going out onto Lake Michigan, too. We’ve done the Wendella tour a few times, have taken out-of-town family, and have always enjoyed it.
If you’re deciding what to do in Chicago, this architecture boat tour is one of the city’s most popular experiences and one of the best ways to see the skyline.
They offer a great route that highlights the city’s history. They also take you out to Lake Michigan to see the city from afar. It also makes for great photos of the Chicago skyline.
We took the tour toward the end of the summer and were lucky to catch a cotton candy sunset. Still, plenty of companies offer architecture tours; I wrote this guide to help you sort through your options.
Shoreline Sightseeing is another great one. If you’re short on time and can’t fit in a 75-minute tour, consider their 30-minute option instead: a quick 30-minute Chicago boat tour.
Related: Which is the best Chicago architecture boat tour?
Another option if you prefer to boat with your own crowd is to rent an electric boat. We’ve joined friends on the river multiple times, and it’s so much fun. You can bring food, drinks, and music.
We usually go out at night during the summertime. I recommend Wednesdays, when Navy Pier has fireworks, which you can enjoy from your boat.
Also, if you plan to visit Navy Pier, make sure to ride the new Centennial Ferris Wheel. It’ll take you up 200 feet over Navy Pier, with unparalleled, 360-degree views of Chicago and Lake Michigan.
One more guaranteed great-time activity is kayaking the river. You can learn about the city, get some exercise, and take photos in one affordable activity.
12. Milton Lee Olive Park
Milton Lee Olive Park is probably one of Chicago’s best and most unique places to take pictures. The view from the park’s edge is magnificent. If you’re looking for Chicago skyline views, this is one of the city’s most iconic spots.
You are guaranteed to get some good skyline photos. As you enter, the line of trees makes a standout backdrop. Whether you visit the park for pictures or leisure, it’s a must-see in Chicago.
(just imagine foliage in the warmer months) photo source: canva.com
13. John Hancock Observatory
The 360 Chicago Observatory, located on the 94th floor, offers panoramic views of Chicago from every angle. If you only have time or money to see Chicago from above from one place, I’d choose the Hancock over the Willis. I think it offers different/better views of the lake than Willis does.
14. Gold Coast Chicago
The Gold Coast is my favorite neighborhood to wander. It’s one of Chicago’s wealthier neighborhoods, and that’s evident in the homes you’ll see. Ernest Hemingway also lived in an apartment here! I’m telling ya, Chicago is full of so much incredible history. You’ll also be close(r) to many of my favorite restaurants; check out this post for where to eat in Chicago after sightseeing.
You can access this Lake Shore Drive view below from the Gold Coast neighborhood. It’s an iconic view often shown in movies. You can also get a quick shot from the passenger side if you’re driving south on Lake Shore Drive.
15. Old Town Chicago
Another great neighborhood. The colorful homes in Old Town are some of my favorite photo spots. It’s close to the Gold Coast area, so exploring both in one day should be easy. You’ll also be near tons of great coffee shops. Check out this post for Chicago cafes worth visiting.
If you’re short on time and want to explore these areas more efficiently, consider taking a bike tour. They’ll take you around some lakefront neighborhoods I keep raving about here.
16. North Avenue Beach (Chicago Skyline Views You Can’t Miss)
Get a different view of Chicago from North Avenue Beach. This is another excellent spot for Chicago skyline pictures. I’m not a beachgoer, but I will go here for photos.
The view below is from the bridge leading to the beach.
17. Lincoln Park, Chicago
The architecture and facades in Lincoln Park are truly impressive, so be sure to walk (or bike) around the neighborhood. One of my favorite stops is the Nature Boardwalk, which isn’t far from North Avenue Beach. You’ll find it right next to the zoo. Free parking is also available nearby, which is rare in Chicago. Click bike tour availability here.
18. Alta Vista Terrace District
Alta Vista Terrace District is located in Chicago’s Lake View neighborhood. Chicago designated this small block a landmark in 1971. Alta Vista offers a variety of architectural styles and vivid details you wouldn’t usually find in Chicago. It’s a beautiful location, perfect for photos, especially if you like home facades, unique doors, and street photography.
19. Bahá’í House of Worship
This last stop is a bit out of the city, but it’s worth the trek for a peaceful day trip. You’ll find this stunning temple in Wilmette, about a 30-minute drive north of Lincoln Park.
According to their website, it’s one of only eight continental Baha’i Houses of Worship globally and the only one in North America. The grounds are excellent for photos, a serene stroll, or a picnic. It is open to visitors. If you have time, explore the surrounding areas – there are plenty of photo opportunities.
Chicago Tours to Consider
As you can see, Chicago offers plenty to explore, which can be overwhelming. Sometimes, tours can help you experience a city’s highlights or even its local treasures. If you want help capturing the best angles (and learning the city), these are some of the top-rated Chicago tours worth booking:
- Chicago Walking Tour: Historic Treasures of Chicago
- Chicago in a Day: Food, History, and Architecture Combo Tour
- Bikes, Bites, and Brews: Chicago’s Signature Dishes Bike Tour
- Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop
- Underground Donut Tour: Chicago’s First Donut Tour
- Chicago Favorites Ultimate Food & Walking Tour
You can also buy Skydeck Chicago tickets here or grab your spot at the 360 Chicago Observatory for skyline views. If you only do one activity, make it this Chicago architecture boat tour; it’s one of the best ways to photograph the city.
Where to Eat in Chicago
Chicago has incredible food, so if you’re planning your trip, don’t miss my guide to the best restaurants in Chicago. I’m sure you’ll be hungry after running around the city, and many of the restaurants mentioned are near the photo spots listed here.
If you’re looking for a delicious meal that’s still affordable these days, check out The Warbler in Lincoln Square.
If you’re interested in photographing interiors, consider visiting the 3 Arts Club Cafe. 3 Arts also has a rooftop open to the public.
If you love happy hours, don’t miss Remedy from 4-7 p.m. Monday through Friday; all drinks are half off! Best-priced happy hour in the city.
I hope this list of photography spots gave you a little taste of what Chicago has to offer. Are there any places to add? I’d love to hear about it in the comments.
PIN FOR LATER
15 Comments
Your passion for Chicago shines through, and your tips for capturing the perfect shot are incredibly helpful. I appreciate how you’ve covered a variety of locations, ensuring that every aspect of Chicago’s charm is highlighted. Whether it’s the iconic skyline, charming neighborhoods, or artistic murals, you’ve captured the essence of the city in every frame. Thank you for sharing your expertise and inspiring us to explore Chicago through a lens of creativity and appreciation.
Thanks so much for this lovely comment! I’m so glad you found it helpful. Chicago is truly gorgeous.
Great list! I love photographing in Chicago! I will definitely visit some of those places. One of my favorites is The Milton Lee Olive Park. Such a great skyline!
Definitely a great view! Thanks for reading.
I’m so excited that I found your blog, I’m a Chicagoan whose hosting a wellness retreat here in August and I’m looking for new places to take photos to show leading up to the day for my group of ladies visiting. Thank you for sharing!!
I’m glad it was helpful! Thank you for reading 🙂
I like to research the best places to take photos before heading to a new city so this post will be great for when I head to Chicago!
Awesome! Hope you enjoy the city 🙂
LOL that’s very much a photo I took when I was on an architecture tour of my own city. I have a hard drive full of them. Every single one of these photos is mine. So please don’t come on my site trying to claim something that isn’t true.
We love visiting Chicago and the your Fall pictures are beautiful! We really want to get to the LondonHouse rooftop bar. You have great tips and suggestions too!
Thanks for reading 🙂 And the foliage really transforms the city!
I’ve been to Chicago many times but never in the fall. But those trees around the Bean! Oh my word!!! Your photography is gorgeous – I pinned this for the next time we go to Chicago.
Yeah the colors around grant park and millennium are out of this world! Thanks for reading 🙂
I would love to go back to Chicago to explore it more. Plus, I was there in December for a weekend. And, besides being freezing (the river was partly frozen over!), there was a blizzard on my second day. So, had to skip a lot of the parks and didn’t make it to the observation decks as you wouldn’t see anything anyways. Love your photos. Thanks for sharing!
This is great! I love Chicago and love shooting in the Gold Coast. I have got to go back in the fall because those colors are so pretty!