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

The cheapest way to get from Chicago to Middleburg is to bus which costs $160 - $350 and takes 26h 36m.

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

The fastest way to get from Chicago to Middleburg is to fly and taxi which takes 6h 52m and costs $250 - $800.

Is there a direct bus between Chicago and Middleburg?

No, there is no direct bus from Chicago station to Middleburg. However, there are services departing from Chicago Bus Station and arriving at Circle K via Atlanta Bus Station, JRTC Bay P and Blanding Blvd + Orange Park Northway. The journey, including transfers, takes approximately 26h 36m.

How far is it from Chicago to Middleburg?

The distance between Chicago and Middleburg is 970 miles. The road distance is 1016 miles.

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

The best way to get from Chicago to Middleburg without a car is to bus which takes 26h 36m and costs $140 - $350.

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

It takes approximately 7h 1m to get from Chicago to Middleburg, including transfers.

Where do I catch the Chicago to Middleburg bus from?

Chicago to Middleburg bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Where does the Chicago to Middleburg bus arrive?

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

What is the time difference between Chicago and Middleburg?

Middleburg is 1h ahead of Chicago. It is currently 6:30 AM in Chicago and 7:30 AM in Middleburg.

Can I drive from Chicago to Middleburg?

Yes, the driving distance between Chicago to Middleburg is 1016 miles. It takes approximately 18h 18m to drive from Chicago to Middleburg.

Where can I stay near Middleburg?

There are 57+ hotels available in Middleburg.

Chicago to Middleburg - 8 ways to travel via train, plane, taxi, bus, and car

There are 8 ways to get from Chicago to Middleburg by plane, taxi, bus (Greyhound, Flixbus), train, car, subway, or bus

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 O'Hare International Airport to Gainesville Regional Airport, taxi
best
1. Fly from Chicago O'Hare International Airport (ORD) to Gainesville Regional Airport (GNV)plane ORD - GNV
2. Take the taxi from Gainesville-Airport-GNV to Middleburgtaxi
7h 1m
$222–595
Fly Chicago O'Hare International Airport to Jacksonville, bus, line 900 bus
cheapest
1. Fly from Chicago O'Hare International Airport (ORD) to Jacksonville (JAX)plane ORD - JAX
2. Take the bus from JRTC Bay P to Blanding Blvd + Orange Park Northwaybus
3. Take the bus from Blanding Blvd + Orange Park Northway to Circle Kbus
8h 47m
$106–564
Bus
1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus Greyhound US0100
2. Take the bus from Atlanta Bus Station to Jacksonvillebus FlixBus N2434 / ...
26h 36m
$147–349
Train, taxi
1. Take the train from Chicago Union Station to Jacksonvilletrain Floridian
2. Take the taxi from Jacksonville to Middleburgtaxi
35h 25m
$512–1,035
Drive 1,010.1 mi
1. Drive from Chicago to Middleburgcar 1,010.1 mi
18h 18m
$185–267
Fly Chicago Midway International Airport to Gainesville Regional Airport, taxi
1. Fly from Chicago Midway International Airport (MDW) to Gainesville Regional Airport (GNV)plane MDW - GNV
2. Take the taxi from Gainesville-Airport-GNV to Middleburgtaxi
6h 52m
$252–785
Subway to Chicago Midway International Airport, fly to Jacksonville, bus, line 900 bus
1. Take the subway from Roosevelt to Midwaysubway
2. Fly from Chicago Midway International Airport (MDW) to Jacksonville (JAX)plane MDW - JAX
3. Take the bus from JRTC Bay P to Blanding Blvd + Orange Park Northwaybus
4. Take the bus from Blanding Blvd + Orange Park Northway to Circle Kbus
8h 16m
$156–814
Bus #2
1. Take the bus from Chicago Train Station to Atlanta Bus Stationbus Greyhound US0100
2. Take the bus from Atlanta Bus Station to Jacksonvillebus FlixBus N2434 / ...
26h 36m
$169–349

Chicago to Middleburg by bus

15Weekly Buses

26h 36mAverage Duration

$147Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Middleburg.

Launch map view

Distance: 964.8 mi
Duration: 7h 1m

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

You can take a bus from Chicago Bus Station to Circle K via Atlanta Bus Station, Jacksonville, JRTC Bay P, and Blanding Blvd + Orange Park Northway in around 26h 36m.

Airlines

Train operators

Bus operators

Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.