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

The cheapest way to get from Chicago to Oldsmar is to bus which costs $160 - $410 and takes 30h 17m.

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 25m and costs $110 - $650.

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 30h 17m and costs $160 - $410.

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

It takes approximately 6h 25m 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 Greyhound 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 25m and costs $110 - $650. Alternatively, you can bus, which costs $160 - $410 and takes 30h 17m, you could also train, which costs $550 - $1,200 and takes 41h 11m.

Where does the Chicago to Oldsmar bus arrive?

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

What is the time difference between Chicago and Oldsmar?

Oldsmar is 1h ahead of Chicago. It is currently 2:08 PM in Chicago and 3:08 PM in Oldsmar.

Can I drive from Chicago to Oldsmar?

Yes, the driving distance between Chicago to Oldsmar is 1128 miles. It takes approximately 20h 19m to drive from Chicago to Oldsmar.

Where can I stay near Oldsmar?

There are 1990+ 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 30h 17m.

There are 7 ways to get from Chicago to Oldsmar by plane, bus (Greyhound, Flixbus), 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)plane MDW - TPA
6h 25m
$118–610
Bus
1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
2. Take the bus from Atlanta Bus Station to Orlando Bus Stationbus
3. Take the bus from Orlando Bus Station to Tampa Bus Stationbus
30h 17m
$169–402
Train (Amtrak)
1. Take the train from Chicago Union Station to Tampatrain Floridian
41h 11m
$558–1,163
Drive 1,121.3 mi
1. Drive from Chicago to Oldsmarcar 1,121.3 mi
20h 19m
$205–296
Fly Chicago O'Hare International Airport to Tampa, line 30 bus, line 78 bus
1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)plane ORD - TPA
2. Take the bus from TPA Internat'l Airport Post Office to Northwest Transfer Centerbus
3. Take the bus from North West Transfer Center Tampa to Tampa Rd & Commerce Blvdbus
7h 2m
$138–710
Train to General Mitchell International Airport, fly to Tampa
1. Take the train from Chicago Union Station to Milwaukeetrain
2. Fly from General Mitchell International Airport (MKE) to Tampa (TPA)plane MKE - TPA
8h 12m
$171–771
Subway to Chicago Midway International Airport, fly to Sarasota–Bradenton International Airport, line 203 bus, line 34 bus, line 19 bus, line 78 bus
1. Take the subway from Roosevelt to Midwaysubway
2. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)plane MDW - SRQ
3. Take the bus from Downtown Station to Psta Grand Central Stationbus
4. Take the bus from Grand Central Station - C to Largo Commons Walmart Shelter - Dbus
5. Take the bus from Largo Transit Center to Sr 580 + Summerdalebus
6. Take the bus from Sr 580 + Summerdale to Tampa Rd + Pinckney Stbus
9h 55m
$184–874

Chicago to Oldsmar by bus

42Weekly Buses

30h 17mAverage Duration

$169Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Oldsmar.

Launch map view

Distance: 1,026.4 mi
Duration: 6h 25m

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

Southwest Airlines flies from Chicago Midway International Airport (MDW) to Tampa (TPA) every 4 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 30h 17m.

Airlines

Train operators

Bus operators

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