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Chicago to Jackson (Wyoming) drive

2 travelers   /   driving   /   4 days



Chicago to Jackson (Wyoming) road trip planner

Here's a sample itinerary for a drive from Chicago to Jackson (Wyoming). If you're planning a road trip to Jackson (Wyoming), you can research locations to stop along the way. Find the best restaurants, hotels, and attractions based on the most talked about places recommended by Trippy members.

customize this trip
 Day 1

10:00 am  start in Chicago
drive for about 4 hours

2:01 pm  University of Iowa
stay for about 1 hour and leave at 3:01 pm
drive for about 2 hours

5:15 pm  Des Moines
stay overnight and leave the next day around 11:00 am

day 1 driving ≈ 6.5 hours
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 Day 2

11:00 am  leave from Des Moines
drive for about 2 hours

1:08 pm  Omaha
stay for about 1 hour and leave at 2:08 pm
drive for about 2.5 hours

4:41 pm  Hastings (Nebraska)
stay overnight and leave the next day around 10:00 am

day 2 driving ≈ 4.5 hours
find more stops

 Day 3

10:00 am  leave from Hastings (Nebraska)
drive for about 2 hours

12:02 pm  Original Pony Express Station
stay for about 1 hour and leave at 1:02 pm
drive for about 5 hours

5:48 pm  Cheyenne
stay overnight and leave the next day around 10:00 am

day 3 driving ≈ 7 hours
find more stops

 Day 4

10:00 am  leave from Cheyenne
drive for about 4.5 hours

2:23 pm  Lander
stay for about 1 hour and leave at 3:23 pm
drive for about 3 hours

6:14 pm  arrive in Jackson (Wyoming)
stay at Amangani Resort

day 4 driving ≈ 7 hours
find more stops

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Enter a city to drive through on the way from Chicago to Jackson (Wyoming).
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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?

University of Iowa  (7 mentions)
Des Moines  (18 answers)
    questions about Des Moines:
        What's the best neighborhood in Des Moines for a first time visitor?
        Any good hiking spots in or near Des Moines?
Omaha  (17 answers)
    Henry Doorly Zoo  (8 mentions)
    Joslyn Art Museum  (3 mentions)
    Lauritzen Gardens  (2 mentions)
    The Durham Museum  (2 mentions)
    Omaha Children's Museum  (2 mentions)
    restaurants around Omaha:
        M's Pub
        Stokes Grill & Bar Wood Fired Foods
        801 Chophouse at The Paxton
        Lo Sole Mio Ristorante
    questions about Omaha:
        Best free things to do in Omaha?
        Low-key bachelor party activities in Omaha?
        Dog friendly hotels
Hastings (Nebraska)  (2 answers)
    questions about Hastings (Nebraska):
        Places to go
Original Pony Express Station
Cheyenne  (13 answers)
    questions about Cheyenne:
        Driving from Kennesaw ga to Cheyenne wy
        What are some "must see" places in Cheyenne.
Lander  (3 answers)
    questions about Lander:
        Fishing in Lander, Wyoming




Where does my trip end?

Your final destination is Jackson, Wyoming.

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




Where's the best place to stay in Jackson (Wyoming)?

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 Jackson (Wyoming).

If you're looking for a quick answer, you can check out Amangani Resort, which was mentioned 2 times on Trippy.

Want to research more popular hotels in Jackson (Wyoming)? Click the blue button below.






What are some things to do in Jackson (Wyoming)?

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 Jackson (Wyoming). Click on any question to see answers from the community!

 Nancy S from San Diego asked:
Best places to stay in Jackson, Wyo, under $200/night?  (1 answer)

 Joshua Schaap from Reno asked:
Ski / Stay Options in Jackson?  (1 answer)

 Howard Campbell from asked:
Travel by car and train  (1 answer)

Click the button below to explore more questions and answers related to Jackson (Wyoming).






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 Jackson (Wyoming) 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 Jackson (Wyoming). Or get a full Chicago to Jackson (Wyoming) 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 1,393 miles
driving time of 21 hours, 42 minutes
Jackson (Wyoming) is 1 hour behind Chicago
267 Chicago travel answers
18 Des Moines travel answers
17 Omaha travel answers
2 Hastings (Nebraska) travel answers
13 Cheyenne travel answers
3 Lander travel answers
24 Jackson (Wyoming) travel answers





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