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Boca Raton to Chicago drive

driving   /   3 days   /   no pets   /   no RV

Boca Raton to Chicago road trip planner

Here's a sample itinerary for a drive from Boca Raton to Chicago. If you're planning a road trip to Chicago, you can research locations to stop along the way. Make sure you check road conditions to double check the weather. Traveling with a dog or cat? Find pet-friendly stops. Camping along the way? Search for RV campgrounds. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

10:00 am  start in Boca Raton
drive for about 3 hours

12:48 pm  Orlando
eat at Cafe Tu Tu Tango
stay for about 3.5 hours
and leave at 4:18 pm
drive for about 3.5 hours

7:36 pm  Valdosta
stay overnight and leave the next day around 10:00 am

day 1 driving ≈ 6 hours
find more stops

 Day 2

10:00 am  leave from Valdosta
drive for about 3.5 hours

1:18 pm  Atlanta
stay for about 3.5 hours
and leave at 4:48 pm
drive for about 1.5 hours

6:33 pm  Chattanooga
stay overnight and leave the next day around 9:00 am

day 2 driving ≈ 5 hours
find more stops

 Day 3

9:00 am  leave from Chattanooga
drive for about 3.5 hours

12:34 pm  Mammoth Cave National Park
stay for about 1 hour
and leave at 1:34 pm
drive for about 1.5 hours

3:12 pm  Louisville
stay for about 1 hour
and leave at 4:12 pm
drive for about 2 hours

5:57 pm  Indianapolis
stay for about 1 hour
and leave at 6:57 pm
drive for about 3 hours

9:45 pm  arrive in Chicago
stay at The James Chicago Hotel

day 3 driving ≈ 9.5 hours
find more stops

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Boca Raton to Chicago questions

profile  Serafina asked:
Best stops along the way  (0 answers)


Where should I stop along the way?

Orlando  (159 answers)
    The Wizarding World Of Harry Potter  (16 mentions)
    Universal CityWalk  (8 mentions)
    Universal's Islands of Adventure  (7 mentions)
    Universal Studios Islands of Adventure  (5 mentions)
    Orlando Premium Outlets - International Dr  (5 mentions)
    restaurants around Orlando:
        Cafe Tu Tu Tango
        Emeril's Orlando
        SeaWorld
        Jimmy Buffett's Margaritaville
        Hard Rock Cafe
    questions about Orlando:
        How many days for Disney + universal?
        5 days in orlando not Disney
        What to do during one day in Orlando that's not Disney World
        Top golf courses in Orlando?
        Fine dining for client meeting in Orlando

Valdosta  (5 answers)

Atlanta  (143 answers)
    Georgia Aquarium  (29 mentions)
    World of Coca-Cola  (20 mentions)
    Piedmont Park  (16 mentions)
    Midtown Atlanta  (14 mentions)
    High Museum of Art  (11 mentions)
    restaurants around Atlanta:
        The Varsity
        Mary Mac's Tea Room
        Antico Pizza Napoletana
        Empire State South
        JCT Kitchen & Bar
    questions about Atlanta:
        Good Restaurants Unique to Atlanta?
        Great, reasonable places to eat.
        Tourist spots worth seeing in Atlanta?
        Authentic Southern Food!
        Best family activities in Atlanta?

Chattanooga  (32 answers)
    Ruby Falls  (5 mentions)
    Rock City  (3 mentions)
    Tennessee Aquarium  (2 mentions)
    Creative Discovery Museum  (2 mentions)
    Lookout Mountain  (2 mentions)
    questions about Chattanooga:
        Is April a good month to visit Chattanooga?
        Activities in Chattanooga for families with active kids

Mammoth Cave National Park  (13 mentions)

Louisville  (47 answers)
    Louisville Slugger Museum & Factory  (3 mentions)
    Churchill Downs  (2 mentions)
    Muhammad Ali Center  (2 mentions)
    Fourth Street Live!  (2 mentions)
    Louisville Slugger Field  (2 mentions)
    restaurants around Louisville:
        Seviche, A Latin Restaurant
        Basa Restaurant
        Milkwood Restaurant
        Jeff Ruby's Louisville
        Hyatt Regency Louisville
    questions about Louisville:
        What is your favorite restaurant in Louisville?
        What's the best neighborhood in Louisville for a first time visitor?
        Any cool things to do/places to eat in Louisville?
        Hotels to stay at during the Kentucky Derby?
        Has anyone been to Butchertown Market?

Indianapolis  (41 answers)
    Indianapolis Museum of Art  (4 mentions)
    Indianapolis Zoo  (2 mentions)
    questions about Indianapolis:
        What is your favorite restaurant in Indianapolis?
        Your Favorite Holiday Events in Indianapolis
        Awesome food trucks?
        Best free things to do in Indianapolis?
        Safe area?


Where's the best place to stay in Chicago?

Are you going straight to a hotel, or looking for a vacation rental or Airbnb?

The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Chicago.

You can also see most people recommend as the best amount of time to visit. Find out how many days in Chicago to stay.

If you're looking for a quick answer, you can check out The James Chicago Hotel, which was mentioned 12 times on Trippy.

Here are some more hotels people talk about:

Hotel Palomar Chicago  (9 mentions)
Virgin Hotels Chicago  (8 mentions)
Thompson Chicago  (6 mentions)

Want to research more popular hotels in Chicago? Click the blue button below.




Where's the best place to eat in Chicago?

Need some recommendations on somewhere to get food?

Trippy members suggest Lou Malnati's Pizzeria, which was mentioned 36 times.

Here are some more restaurants people talk about:

Pequod's Pizza  (26 mentions)
Girl & the Goat  (24 mentions)
Big Star  (23 mentions)
Au Cheval  (17 mentions)

Want to research more popular restaurants in Chicago? Click the blue button below.




What are some things to do in Chicago?

This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.

These are some of the places people talk about on Trippy:

Millennium Park  (54 mentions)
Shedd Aquarium  (46 mentions)
Willis Tower  (38 mentions)
Lincoln Park Zoo  (35 mentions)

Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!

For example, here are some questions people have asked about Chicago. Click on any question to see answers from the community!

profile  Katie from Los Angeles asked:
What is your favorite restaurant in Chicago?  (52 answers)

profile  Sunil from Mountain View asked:
Best Chicago pizza?  (18 answers)

profile  Blair from Halifax asked:
What to do in one weekend in Chicago?  (14 answers)

profile  지은 from asked:
airport transportation  (14 answers)

profile  Joanne from Florida asked:
Chicago - Should we rent a car or no?  (12 answers)

Click the button below to explore more questions and answers related to Chicago.




Do I really have to go back home?

Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!

Want to plan the trip back? Get the reverse directions for a Chicago to Boca Raton drive, or go to the main page to plan a new road trip.

You can also compare the travel time if you're flying or driving by calculating the distance from Boca Raton to Chicago. Or get a full Boca Raton to Chicago flight plan.

Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.

And if you know Boca Raton well, please help your fellow travelers and answer their questions about Boca Raton!





At a Glance
without making any stops
total driving distance is 1,337 miles
driving time of 20 hours, 23 minutes
Chicago is 1 hour behind Boca Raton
5 Boca Raton travel answers
159 Orlando travel answers
5 Valdosta travel answers
143 Atlanta travel answers
32 Chattanooga travel answers
47 Louisville travel answers
41 Indianapolis travel answers
328 Chicago travel answers





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