- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Cheapest price
$125
Average price
$125
Fastest journey
1 d 7 h 30 m
Average duration
1 d 7 h 30 m
Buses per day
1
Distance
1032 km
The best way to find a cheap bus ticket from Southern Pines, NC to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Southern Pines, NC to Chicago, IL will cost around $125 if you buy it on the day, but the cheapest tickets can be found for only $125.
Of the 1 buses that leave Southern Pines, NC for Chicago, IL on Sun, Jun 21, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 21 the direct buses cover the 1032 km distance in an average of 1 d 7 h 30 m but if you time it right, some buses will get you there in just 1 d 7 h 30 m .
On Sun, Jun 21 the slowest buses will take 1 d 7 h 30 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Omio recommends booking the bus as it is the most popular option from Southern Pines, NC to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $125. For those with little time consider booking a flight which can get you there in 4h 18m. The ticket price range depends on the travel mode: a bus costs an average of $125, and a flight costs an average of $443.
Distance: 641 miles (1032 km)
Most popular Bus | Train | Flight | Driving |
|---|---|---|---|
$198 Average price Cheapest | $310 Average price | $462 Average price | $159 Average price (fuel + tolls) |
37h 33m Average total duration 37h 3m Onboard + 30m Additional time* | 28h 13m Average total duration 27h 43m Onboard + 30m Additional time* | 7h 18m Average total duration Fastest 4h 18m Onboard + 3h 0m Additional time* | 12h 30m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Southern Pines, NC to Chicago, IL:
A bus is $112 (€92) less than a train for this route with tickets for a train from Southern Pines, NC to Chicago, IL costing on average $310 (€254).
A bus is $264 (€216) less than a flight for this route with tickets for a flight from Southern Pines, NC to Chicago, IL costing on average $462 (€378).
Other travel options to Chicago, IL take longer:
Train takes on average 27h 43m.
Bus takes on average 37h 3m.
You'll arrive about {timeSavings} sooner ({durationInMinutes} by bus vs {drivingDurationInMinutes} by car) and save roughly {savingsAmount} compared to fuel and tolls ({cheapestPrice} vs {drivingPriceInCents}). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.
Direct coaches are operated by {directProviders}.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound USA | Departure Time 01:35PM | Arrival Time 08:05PM | Duration 30h30 | Departure days Wed, Thu, Sat | Cheapest price $276 |
Operator Greyhound USA | Departure Time 02:25PM | Arrival Time 01:35PM | Duration 23h10 | Departure days Wed, Thu, Sat | Cheapest price $178 |
Operator Greyhound | Departure Time 05:35PM | Arrival Time 01:05AM | Duration 31h30 | Departure days Mon, Sun | Cheapest price $125 |
Operator Greyhound | Departure Time 06:25PM | Arrival Time 01:00PM | Duration 42h35 | Departure days Fri | Cheapest price $230 |
Operator Greyhound | Departure Time 07:25PM | Arrival Time 02:00PM | Duration 42h35 | Departure days Tue | Cheapest price $312 |
The table below shows live departures for Southern Pines, NC to Chicago, IL buses for today, Saturday, June 20. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 2:25 PM Southern Pines, NC | 23h10 | 1:35 PM Chicago, IL | 2 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Buses from Southern Pines, NC to Chicago, IL run on average 1 times per day, taking around 37h 3m. Cheap bus tickets for this journey start at $125 (€102) if you book in advance.
The earliest bus runs at 05:45, the last at 23:50. The fastest bus covers the 641 miles (1032 km) distance in 31h 30m.
Distance 641 miles (1032 km) |
Average bus duration 37h 3m |
Cheapest ticket price $125 (€102) |
Buses per day 1 |
Fastest bus 31h 30m |
First bus 5:45 AM |
Last bus 11:50 PM |
Cheapest Month Dec |
Cheapest Day Mon |
High Season Jan - Mar |
Low Season Apr - Jun |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
Find answers to the most common questions about traveling from Southern Pines, NC to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Southern Pines, NC to Chicago, IL buses use the Southern Pines, W Pennsylvania Ave (BP) to Chicago, Union Station (Amtrak) station pair, with some services arriving at Chicago, Greyhound Bus Station. Use this guide to compare Southern Pines, NC and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Here are some other resources that might have the information you need