- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$179
Average price
$228
Fastest journey
23 h 10 m
Average duration
1 d 2 h 50 m
Buses per day
2
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 $228 if you buy it on the day, but the cheapest tickets can be found for only $179.
It's difficult to get from Southern Pines, NC to Chicago, IL without transferring at least 2 times.




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 $445.
Distance: 641 miles (1032 km)
Most popular Bus | Flight | Train | Driving |
|---|---|---|---|
$199 Average price Cheapest | $464 Average price | $312 Average price | $159 Average price (fuel + tolls) |
37h 33m Average total duration 37h 3m Onboard + 30m Additional time* | 7h 18m Average total duration Fastest 4h 18m Onboard + 3h 0m Additional time* | 28h 13m Average total duration 27h 43m Onboard + 30m 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 $113 less than a train for this route with tickets for a train from Southern Pines, NC to Chicago, IL costing on average $312.
A bus is $265 less than a flight for this route with tickets for a flight from Southern Pines, NC to Chicago, IL costing on average $464.
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 $278 |
Operator Greyhound USA | Departure Time 02:25PM | Arrival Time 01:35PM | Duration 23h10 | Departure days Wed, Thu, Sat | Cheapest price $179 |
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 $231 |
Operator Greyhound | Departure Time 07:25PM | Arrival Time 02:00PM | Duration 42h35 | Departure days Tue | Cheapest price $313 |
The table below shows live departures for Southern Pines, NC to Chicago, IL buses for today, Wednesday, August 5. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:35 PM Southern Pines, NC | 30h30 | 8:05 PM Chicago, IL | 2 transfers | |
![]() | 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 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 |
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, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
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.
Southern Pines, W Pennsylvania Ave (BP) is 1 km from Southern Pines city centre. Public transport options include:
Southern Pines, W Pennsylvania Ave (BP) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Southern Pines, W Pennsylvania Ave (BP). ATMs are available at Southern Pines, W Pennsylvania Ave (BP).
Ticket office support is available at Southern Pines, W Pennsylvania Ave (BP).
Available at Southern Pines, W Pennsylvania Ave (BP): Parking, Taxis, WC.
Accessibility facilities are available at Southern Pines, W Pennsylvania Ave (BP).
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, 95th Red Line Station is 14 km from Chicago city centre. Public transport options include:
Chicago, 95th Red Line Station has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Chicago, 95th Red Line Station. ATMs are available at Chicago, 95th Red Line Station.
Ticket office support is available at Chicago, 95th Red Line Station.
Available at Chicago, 95th Red Line Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, 95th Red Line Station: Wheelchair accessible entrances available.
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