What is the cheapest way to get from Chicago to Oldsmar?

The cheapest way to get from Chicago to Oldsmar is to fly and line 30 bus and line 812 bus which costs $100 - $280 and takes 7h 8m.

What is the fastest way to get from Chicago to Oldsmar?

The fastest way to get from Chicago to Oldsmar is to fly which takes 6h 46m and costs $95 - $450.

How far is it from Chicago to Oldsmar?

The distance between Chicago and Oldsmar is 1032 miles. The road distance is 1127.8 miles.

How do I travel from Chicago to Oldsmar without a car?

The best way to get from Chicago to Oldsmar without a car is to bus which takes 28h 54m and costs $140 - $370.

How long does it take to get from Chicago to Oldsmar?

It takes approximately 6h 46m to get from Chicago to Oldsmar, including transfers.

Where do I catch the Chicago to Oldsmar bus from?

Chicago to Oldsmar bus services, operated by Flixbus USA, depart from Chicago Bus Station.

Train, bus or fly from Chicago to Oldsmar?

The best way to get from Chicago to Oldsmar is to fly which takes 6h 46m and costs $95 - $450. Alternatively, you can bus, which costs $140 - $370 and takes 28h 54m, you could also train, which costs $280 - $700 and takes 41h 12m.

Where does the Chicago to Oldsmar bus arrive?

Chicago to Oldsmar bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.

What is the time difference between Chicago and Oldsmar?

Oldsmar is 1h ahead of Chicago. It is currently 7:42 AM in Chicago and 8:42 AM in Oldsmar.

Can I drive from Chicago to Oldsmar?

Yes, the driving distance between Chicago to Oldsmar is 1128 miles. It takes approximately 20h 7m to drive from Chicago to Oldsmar.

Where can I stay near Oldsmar?

There are 2044+ hotels available in Oldsmar.

Chicago to Oldsmar - 7 ways to travel via train, plane, bus, and car

Q: Is there a direct bus between Chicago and Oldsmar?

No, there is no direct bus from Chicago station to Oldsmar. However, there are services departing from Chicago Bus Station and arriving at Tampa Rd & Commerce Blvd via Atlanta Bus Station, Orlando Bus Station, Marion Transit Center and North West Transfer Center Tampa. The journey, including transfers, takes approximately 28h 54m.

There are 7 ways to get from Chicago to Oldsmar by plane, bus (Flixbus, Greyhound), train (Amtrak), car, bus, train, or subway

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Fly Chicago Midway International Airport to Tampa
best
1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)MDW - TPA
6h 46m
$98–450
Bus
1. Take the bus from Chicago Bus Station to Atlanta Bus Station
2. Take the bus from Atlanta Bus Station to Orlando Bus Station
3. Take the bus from Orlando Bus Station to Tampa Bus Station
28h 54m
$142–369
Train (Amtrak)
1. Take the train from Chicago Union Station to TampaFloridian
41h 12m
$288–669
Drive 1,121.3 mi
1. Drive from Chicago to Oldsmar1,121.3 mi
20h 7m
$205–296
Fly Chicago O'Hare International Airport to Tampa, line 30 bus, line 812 bus
1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)ORD - TPA
2. Take the bus from TPA Internat'l Airport Post Office to Northwest Transfer Center
3. Take the bus from North West Transfer Center Tampa to Tampa Rd & Commerce Blvd
7h 8m
$102–280
Train to General Mitchell International Airport, fly to Tampa
1. Take the train from Chicago Union Station to Milwaukee
2. Fly from General Mitchell International Airport (MKE) to Tampa (TPA)MKE - TPA
8h 28m
$150–776
Subway to Chicago Midway International Airport, fly to Sarasota–Bradenton International Airport, line 203 bus, line 62 bus, line 67 bus
1. Take the subway from Roosevelt to Midway
2. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)MDW - SRQ
3. Take the bus from Downtown Station to Psta Grand Central Station
4. Take the bus from Tyrone Square Mall Shelter - D to Sr 580 + Summerdale
5. Take the bus from Sr 580 + Summerdale to Tampa Rd + Pinckney St
10h 15m
$134–624

Chicago to Oldsmar by bus

50Weekly Buses

28h 54mAverage Duration

$142Cheapest Price

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Questions & Answers

Map of how to get from Chicago to Oldsmar.

Launch map view

Distance: 1,026.4 mi
Duration: 6h 46m

What companies run services between Chicago, IL, USA and Oldsmar, FL, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Tampa (TPA) every 3 hours. Alternatively, you can take a bus from Chicago Bus Station to Tampa Rd & Commerce Blvd via Atlanta Bus Station, Orlando Bus Station, Tampa Bus Station, Marion Transit Center, and North West Transfer Center Tampa in around 28h 54m.

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