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Chicago to Oklahoma drive

2 travelers   /   driving   /   2 days   /   no pets   /   no RV

Chicago to Oklahoma road trip planner

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

customize this trip
 Day 1

9:00 am  start in Chicago
drive for about 2 hours

11:13 am  Bloomington (Illinois)
stay for about 1 hour and leave at 12:13 pm
drive for about 1 hour

1:17 pm  Springfield (Illinois)
stay for about 1 hour and leave at 2:17 pm
drive for about 1.5 hours

3:48 pm  St. Louis
stay for about 1.5 hours and leave at 5:18 pm
drive for about 2.5 hours

7:42 pm  Fort Leonard Wood
stay overnight and leave the next day around 10:00 am

day 1 driving ≈ 7 hours
find more stops

 Day 2

10:00 am  leave from Fort Leonard Wood
drive for about 1.5 hours

11:36 am  Springfield
stay for about 1 hour and leave at 12:36 pm
drive for about 3 hours

3:24 pm  Tulsa
stay for about 1 hour and leave at 4:24 pm
drive for about 2 hours

6:29 pm  arrive at Oklahoma

day 2 driving ≈ 6.5 hours

Rooms:     Travelers:
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Enter a city to drive through on the way from Chicago to Oklahoma.

Where does my trip begin?

Your starting point is Chicago, Illinois.

You can enter an exact street address if you want to get precise directions, but this is optional.

How many cars do we need?

Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.

Where should I stop along the way?

Bloomington (Illinois)  (4 answers)
    questions about Bloomington (Illinois):
        Inexpensive things for 4
        Best free things to do in Bloomington (Illinois)?
Springfield (Illinois)  (10 answers)
St. Louis  (62 answers)
    Forest Park  (10 mentions)
    St. Louis Zoo  (6 mentions)
    City Museum  (5 mentions)
    Gateway Arch  (4 mentions)
    Urban Chestnut Brewing Company  (4 mentions)
    restaurants around St. Louis:
        Pappy's Smokehouse
        Ted Drewes
        Iron Barley Eating Establishment
    questions about St. Louis:
        Good St. Louis dines?
        Great lunch places in St Louis
        Good family vacation within 10 hours of St. Louis (not Branson)?
        Where are the best places to stay in St. Louis?
        What's the best neighborhood in St. Louis for a first time visitor?
Fort Leonard Wood
Springfield  (5 answers)
Tulsa  (17 answers)
    Philbrook Museum of Art  (2 mentions)
    questions about Tulsa:
        What is your favorite restaurant in Tulsa?
        Best free things to do in Tulsa?
        Any recommendations for Steakhouses with Cigar Lounges?

Where does my trip end?

Your final destination is Oklahoma (OK).

You can enter the exact street address of your destination, but this is optional.

What are some things to do in Oklahoma?

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

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 Oklahoma. Click on any question to see answers from the community!

profile  Jirina from asked:
hotels in Oklahoma  (1 answer)

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

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 Oklahoma to Chicago 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 Chicago to Oklahoma. Or get a full Chicago to Oklahoma 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 Chicago well, please help your fellow travelers and answer their questions about Chicago!

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At a Glance
without making any stops
total driving distance is 765 miles
driving time of 11 hours, 21 minutes
Oklahoma is the same time as Chicago
271 Chicago travel answers
4 Bloomington (Illinois) travel answers
10 Springfield (Illinois) travel answers
62 St. Louis travel answers
1 Fort Leonard Wood travel answer
5 Springfield travel answers
17 Tulsa travel answers
4 Oklahoma travel answers

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