Flight
Driving
South Pasadena to Chicago
Updated: 31 May 2026
The journey from South Pasadena to Chicago is approximately 2,000 kilometers. Driving takes about 20 to 22 hours, while flying from Tampa International Airport (TPA) to Chicago takes about 3 hours. Flying is the most practical and efficient way to travel between these two cities.
Total Distance: 2,000 km driving, 1,800 km air distance.
Fastest Way
Flying is the fastest, taking 3 hours.
Cheapest Way
Flying is often cheaper than the total cost of fuel and hotels for driving.
Compare South Pasadena to Chicago Routes
|
Direct
|
Direct
|
|
|---|---|---|
| Duration | 3 hours | 20 hours |
| Avg Price | $150-$400 | $220 in fuel + tolls |
| Operator | United Airlines | Personal Vehicle |
| Route | TPA to ORD/MDW. | I-75 North to I-65 North. |
| Tip | Book flights in advance for the best prices. | Expect significant traffic near major cities. |
Travel Tips
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ParkingParking in Chicago is expensive; use public transit.
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Public TransitThe 'L' train system is the best way to get around the city.
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TollsBe prepared for tolls on the drive to Chicago.
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Train TicketsBook Amtrak tickets early to save money.
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WalkingChicago is a very walkable city; bring comfortable shoes.
Safety Tips
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DrivingBe prepared for aggressive traffic and complex city driving.
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Public TransitStay aware of your surroundings on the 'L' at night.
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EmergencyDial 911 for any emergencies in the city.
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ScamsBe wary of street scams in tourist-heavy areas.
People Also Ask
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Is there a train?Yes, Amtrak runs from Florida to Chicago, but it takes a long time.
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How long is the drive?Expect 20 to 22 hours of driving time.
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Is it safe to commute?Yes, it is a very common and safe route.
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What is the best way to travel?Flying is highly recommended for comfort and speed.
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Are there tolls?Yes, there are significant tolls on the drive to Chicago.
Quick Info
- From South Pasadena, Florida, United States
- To Chicago, Illinois, United States
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Modes
Best Time to Travel
Spring or autumn for the best weather in Chicago.
Things to Do in Chicago
1
Millennium Park
Visit the iconic Cloud Gate sculpture and enjoy the park.
2
Art Institute of Chicago
Explore one of the oldest and largest art museums in the US.
3
Willis Tower
Visit the Skydeck for stunning views of the city.
4
Navy Pier
Enjoy the shops, restaurants, and attractions on the pier.
Tags
South Pasadena to Chicago travel
driving to Chicago
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Florida to Chicago travel
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traveling from South Pasadena
Chicago transport guide
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