- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
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 €186 if you buy it on the day, but the cheapest tickets can be found for only €146.
It's difficult to get from Southern Pines, NC to Chicago, IL without transferring at least 2 times.

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Take a bus from Southern Pines, NC to Chicago, IL and enjoy the approximately 641 miles (1032 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest bus runs at 05:45, the last at 23:50.
Distance 641 miles (1032 km) |
First bus 5:45 AM |
Last bus 11:50 PM |
Cheapest Month Dec |
Cheapest Day Mon |
High Season Jan - Mar |
Low Season Oct - Dec |
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Southern Pines, NC to Chicago, IL.
| 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 €226 |
Operator Greyhound USA | Departure Time 02:25PM | Arrival Time 01:35PM | Duration 23h10 | Departure days Wed, Thu, Sat | Cheapest price €146 |
Operator Greyhound | Departure Time 05:35PM | Arrival Time 01:05AM | Duration 31h30 | Departure days Mon, Sun | Cheapest price €102 |
Operator Greyhound | Departure Time 06:25PM | Arrival Time 01:00PM | Duration 42h35 | Departure days Fri | Cheapest price €188 |
Operator Greyhound | Departure Time 07:25PM | Arrival Time 02:00PM | Duration 42h35 | Departure days Tue | Cheapest price €255 |
The table below shows live departures for Southern Pines, NC to Chicago, IL buses for today, Wednesday, November 4. 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
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.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Chicago, IL.
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.

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