Since 2013, Flytographer has captured millions of vacation photos all around the globe and know our customers have the best travel tips to share! Explore their favourite things to do in Chicago, best restaurants in Chicago, and general travel tips to get fresh inspiration and start planning your trip to Chicago.
Pequod's for authentic Chicago deep dish pizza
Millennium Park
Get the Ventra card for public transportation - it's fast and easy, and makes you feel like a local
Visited Chicago in March
Photo Shoot Location: The Bean at Millennium Park
I like Portillo's!
Art institute of Chicage, 360 Chicago, shopping at Magnificent Mile.
Gibson's Italia, great food, great atmosphere, great drinks, wonderful service! 5 stars
Walking around downtown, the Navy Pier, Wrigley Field, the Art Institute, Willis Tower Skydeck, Soldier Field (Red Hot Chili Peppers concert)
Pops Champagne Bar was the perfect first stop after our proposal!!
Visited Chicago in May
Photo Shoot Location: North Avenue Beach
RAMEN-SAN in West Loop. Mara and I are both big ramen fans and their low-key setting with great food is always an excellent choice.
The zoo and surrounding area is for sure one of our favorite areas in the city. It's popular for a reason :)
For breakfast grab and go is La Colombe Coffee Roaster, Dinner at SKY and Lunch at Joy Yee in Chinatown, they have the best Boba Tea!
We had appointments for photoshoot and we visited Art museum of Chicago, Millennium park and Ride Ferris wheel in Navy Pier.
We have a spa day at The Langrum Hotel to celebrate our anniversary! And Dinner at S.K.Y.
We have a ton of favorites in Chicago, but I have to call out our favorite bar - Lucky Dorr. They helped me with a surprise party post- engagement with our families and friends, and they were the absolute best to work with. If you love good beer, we highly recommend checking them out on your next trip to Wrigley :).
RPM Italian had amazing, authentic Italian dishes with a unique spin. The homemade pasta was delicious and the bruschetta was some of the best we've ever had! The restaurant has a fun atmosphere and is a great spot for a celebration.
The Navy Pier, 360 Chicago, and the Art Institute
Make the most of the city views by going to a rooftop bar- like the Roof at the Wit Hotel or the bar at 360 Chicago on the 94th floor. Be sure to tell people when you go out to dinner that you're celebrating your anniversary because you might get a fun dessert on the house (like we did at the Capital Grille!). The Riverwalk is a romantic spot to walk and admire the beautiful city. Chicago has so much to offer, and we'd highly recommend it as an anniversary destination!
I have a blog featuring all sorts of suggestions! https://www.traverse-blog.com/category/north-america/us-travel/chicago/
Chicago is all about the neighborhoods!
Gino’s East Pizza - delicious, fun atmosphere, unique deep dish (Buffalo chicken, burger) Nandos - good, quick service, chain unavailable in my home location
Museum of Science and Industry, Field Museum, Skydeck/The Ledge
Visited Chicago in June
Photo Shoot Location: The Bean at Millennium Park
Little Goat Diner
Lakefront trail, Field Museum, architecture boat tour
Hometown Shoot in June
Photo Shoot Location: North Avenue Beach & Lincoln Park
Sushi San! We went there after the proposal. Food, drink, and staff were all phenomenal.
Architecture tour, Second City improv, and Old Town Ale House
Pequod's for authentic Chicago deep dish pizza
Millennium Park
Get the Ventra card for public transportation - it's fast and easy, and makes you feel like a local
Visited Chicago in March
Photo Shoot Location: The Bean at Millennium Park
We love the Gold Coast, and also enjoyed a delicious dinner at Mastro’s steakhouse and drinks with a fabulous atmosphere at RPM Italian.
Visited Chicago in February
Photo Shoot Location: Chicago Riverwalk
Adam in Chicago for Flytographer
Ann Sather and Firecakes Donuts are highly recommended! The architecture boat tour is also a great way to see the city!
Visited Chicago in February
Photo Shoot Location: The Bean at Millennium Park
Monica in Chicago for Flytographer
Jackets and boots for the winter! Not only do you need them, they look great too :) And if you don’t have them, buy some from Chicago! This city knows its winter fashion.
Take an architectural river tour!
Visit Chicago around the Holidays- Yes, it is a tad cold. BUT the hotels were rather inexpensive and the Wrigleyville Christmas Bars were absolutely perfection!
Eat and see and do all the things!
Visited Chicago in November
Photo Shoot Location: The Magnificant Mile & Chicago Riverwalk
Michael in Chicago for Flytographer
Be aware that you will have to walk a lot if you want to explore all the city.
Chicago is an incredibly walkable city! I love that even with the stroller I was able to get anywhere I need to go on foot. And for the rare attractions that were a bit further afield, the transit system was great!
Sunday brunch at the Peninsula, Hamilton, and aptitude resting at the Johnson O’Connor research center.
Don't be afraid of public transportation. It's easy, convenient, and pretty quick! Get the Ventra card for easy, unlimited stops.
Visited Chicago in November
Photo Shoot Location: North Avenue Beach
Michael in Chicago for Flytographer
Weekdays at the museum's meant less crowds and more space for my toddlers to roam.
Visited Chicago in October
Photo Shoot Location: The Bean at Millennium Park
Make sure to take the Architectural Tour from the Architectural Institute. It'll give you an appreciate for the city and the rest of your trip that is unparalleled!
Levantarse temprano a conocer los lugares mas importantes como TheBean y otros lugares turisticos para que puedan disfrutarlo sin tanto turista y poder tomar unas fotos increibles.
Visited Chicago in August
Photo Shoot Location: Millennium Park & Chicago Riverwalk
Monica in Chicago for Flytographer
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