There are 10 ways to get from Dade City to Chicago by bus, plane, bus (Flixbus, Greyhound), train, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Sarasota–Bradenton International Airport, fly to Chicago Midway International Airport
best- Take the bus from Dade City to Bradentonbus
- Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW)plane SRQ - MDW
8h 10m$190–766Line 30 bus, bus to Tampa, fly to Chicago Midway International Airport
cheapest- Take the bus from 7th St & Mcminn Ave to Zephyrhills Downtown Transfer Stationbus
- Take the bus from Zephyrhills Downtown Transfer Station to Wiregrass Park and Ridebus
- Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane TPA - MDW
9h 18m$124–510Bus
- Take the bus from Del Carmen Mexican Store - Dade City, FL to Circle K - Gainesville, FLbus
- Take the bus from Gainesville to Atlanta - Civic Center MARTA Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
24h 20m$166–465Bus, train (Amtrak)
- Take the bus from Dade City Amtrak Bus Stop to Lakelandbus Amtrak Thruway Connecting Service
- Take the train from Lakeland Amtrak Station to Chicago Union Stationtrain Floridian
42h 19mDrive 1,092.8 mi
- Drive from Dade City to Chicagocar 1,092.8 mi
19h 21m$200–289Bus to Sarasota–Bradenton International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Dade City to Bradentonbus
- Fly from Sarasota–Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD)plane SRQ - ORD
8h 43m$170–816Drive to Orlando Sanford, fly to South Bend, train
- Drive from Dade City to Orlando-Sanford-Airport-SFBcar
- Fly from Orlando Sanford (SFB) to South Bend (SBN)plane SFB - SBN
- Take the train from South Bend Airport to Van Buren St.train
7h 26m$138–586Bus, train to Orlando, fly to Chicago Midway International Airport
- Take the bus from Dade City Amtrak Bus Stop to Lakelandbus
- Take the train from Lakeland Amtrak Station to Kissimmee Amtrak Stationtrain
- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
8h 42mBus, train to Orlando, fly to Chicago O'Hare International Airport
- Take the bus from Dade City Amtrak Bus Stop to Lakelandbus
- Take the train from Lakeland Amtrak Station to Kissimmee Amtrak Stationtrain
- Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane MCO - ORD
9h 3mLine 30 bus, bus to Tampa, fly to Chicago O'Hare International Airport
- Take the bus from 7th St & Mcminn Ave to Zephyrhills Downtown Transfer Stationbus
- Take the bus from Zephyrhills Downtown Transfer Station to Wiregrass Park and Ridebus
- Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane TPA - ORD
9h 40m$134–360
Sarasota–Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Dade City to Chicago is to drive which costs $190 - $290 and takes 19h 21m.
The fastest way to get from Dade City to Chicago is to drive and fly and train which takes 7h 26m and costs $130 - $600.
The distance between Dade City and Chicago is 1155 miles. The road distance is 1099.1 miles.
The best way to get from Dade City to Chicago without a car is to bus which takes 24h 20m and costs $160 - $470.
It takes approximately 8h 10m to get from Dade City to Chicago, including transfers.
Chicago is 1h behind Dade City. It is currently 7:15 AM in Dade City and 6:15 AM in Chicago.
Yes, the driving distance between Dade City to Chicago is 1099 miles. It takes approximately 19h 21m to drive from Dade City to Chicago.
There are 1301+ hotels available in Chicago.
What companies run services between Dade City, FL, USA and Chicago, IL, USA?
You can take a bus from Del Carmen Mexican Store - Dade City, FL to Chicago Bus Station via Circle K - Gainesville, FL, Gainesville, Atlanta - Civic Center MARTA Station, Civic Center Station, Garnett Station, and Atlanta Bus Station in around 24h 20m.
- Website
- southwest.com
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $140–700
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 46m
- When
- Monday, Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $140–700
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 12m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $140–700
Flights from Sarasota–Bradenton International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 30m
- When
- Sunday
- Estimated price
- $150–750
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $80–410
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 38m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–410
Flights from Tampa to Chicago Midway International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $90–460
Flights from Tampa to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 40m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $90–460
Flights from Tampa to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h 40m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $90–460
Flights from Tampa to Chicago Midway International Airport via Columbus
- Ave. Duration
- 5h 6m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $95–480
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $55–270
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $60–310
- Website
- aa.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 15m
- When
- Every day
- Estimated price
- $95–470
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 13m
- When
- Every day
- Estimated price
- $55–270
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $60–310
- Website
- united.com
Flights from Sarasota–Bradenton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 19m
- When
- Every day
- Estimated price
- $95–470
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $55–270
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 7m
- When
- Every day
- Estimated price
- $60–310
- Website
- allegiantair.com
Flights from Orlando Sanford to South Bend
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $110–550
- Website
- delta.com
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $80–410
Flights from Tampa to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 1m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–310
- Website
- flyfrontier.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h 6m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–410
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 26m
- When
- Every day
- Estimated price
- $55–270
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 10m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $60–310
- Website
- spirit.com
Flights from Orlando to Chicago O'Hare International Airport
- Ave. Duration
- 3h 10m
- When
- Every day
- Estimated price
- $80–350
Flights from Tampa to Chicago O'Hare International Airport
- Ave. Duration
- 3h 2m
- When
- Every day
- Estimated price
- $100–310
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Lakeland Amtrak Station to Chicago Union Station
- Ave. Duration
- 40h 24m
- Frequency
- Once daily
- Estimated price
- $240–450
- Website
- https://www.amtrak.com/home.html
Train from Lakeland Amtrak Station to Kissimmee Amtrak Station
- Ave. Duration
- 42 min
- Frequency
- Once daily
- Estimated price
- $11–21
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 800-923-1799
- contactus@omexusa.net
- Website
- omnibusexpress.com
Bus from Dade City to Bradenton
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $45–60
- Schedules at
- omnibusexpress.com
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Del Carmen Mexican Store - Dade City, FL to Circle K - Gainesville, FL
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $40–140
- Schedules at
- tornadobus.com
- Adults 11-59
- $40–140
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Gainesville to Atlanta - Civic Center MARTA Station
- Ave. Duration
- 5h 20m
- Frequency
- Twice daily
- Estimated price
- $26–140
- Website
- https://www.redcoachusa.com
- Web
- $26–140
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $80–150
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $80–170
- Website
- https://www.greyhound.com/
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Dade City Amtrak Bus Stop to Lakeland
- Ave. Duration
- 55 min
- Frequency
- Once daily
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 727-834-3322
- info@gopasco.com
- Website
- pascocountyfl.net
Bus from 7th St & Mcminn Ave to Zephyrhills Downtown Transfer Station
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.pascocountyfl.net/services/gopasco/index.php
Bus from Zephyrhills Downtown Transfer Station to Wiregrass Park and Ride
- Ave. Duration
- 50 min
- Frequency
- Every 2 hours
- Estimated price
- $2
- Website
- https://www.pascocountyfl.net/services/gopasco/index.php
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