- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$107
Average price
$133
Fastest journey
1 d 1 h 45 m
Average duration
1 d 4 h 51 m
Buses per day
4
Distance
1283 km
The best way to find a cheap bus ticket from Gulfport, MS 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 Gulfport, MS to Chicago, IL will cost around $133 if you buy it on the day, but the cheapest tickets can be found for only $107.
It's difficult to get from Gulfport, MS to Chicago, IL without transferring at least once.
FlixBus+
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FlixBus+
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· · · Omio recommends booking the bus as it is the most popular option from Gulfport, MS to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $102. For those with little time consider booking a flight which can get you there in 5h 44m. The ticket price range depends on the travel mode: a bus costs an average of $102, and a train costs an average of $174.
Distance: 797 miles (1283 km)
Most popular Bus | Flight | Train | Driving |
|---|---|---|---|
$137 Average price Cheapest | $184 Average price | $218 Average price | $188 Average price (fuel + tolls) |
22h 28m Average total duration 21h 58m Onboard + 30m Additional time* | 8h 44m Average total duration Fastest 5h 44m Onboard + 3h 0m Additional time* | 31h 17m Average total duration 30h 47m Onboard + 30m Additional time* | 13h 29m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Gulfport, MS to Chicago, IL:
A bus is $47 less than a flight for this route with tickets for a flight from Gulfport, MS to Chicago, IL costing on average $184.
A bus is $81 less than a train for this route with tickets for a train from Gulfport, MS to Chicago, IL costing on average $218.
Other travel options to Chicago, IL take longer:
Bus takes on average 21h 58m.
Train takes on average 30h 47m.
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 | Departure Time 09:55AM | Arrival Time 01:45PM | Duration 27h50 | Departure days Everyday | Cheapest price $109 |
Operator FlixBus | Departure Time 09:55AM | Arrival Time 11:30AM | Duration 25h35 | Departure days Mon, Wed, Thu, Fri, Sat, Sun | Cheapest price $105 |
Operator Greyhound | Departure Time 03:10PM | Arrival Time 04:20AM | Duration 37h10 | Departure days Thu | Cheapest price $135 |
Operator FlixBus | Departure Time 10:25PM | Arrival Time 12:10AM | Duration 25h45 | Departure days Mon, Tue, Wed, Fri, Sat, Sun | Cheapest price $106 |
Operator Greyhound | Departure Time 10:25PM | Arrival Time 08:00AM | Duration 33h35 | Departure days Everyday | Cheapest price $119 |
The table below shows live departures for Gulfport, MS to Chicago, IL buses for today, Monday, August 24. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
FlixBus+ · | 9:55 AM Biloxi, Dr Martin Luther King Jr Blvd (Transit Center), MS | 25h35 | 11:30 AM Chicago, Greyhound Bus Station | 2 transfers | |
· | 9:55 AM Biloxi, Dr Martin Luther King Jr Blvd (Transit Center), MS | 27h50 | 1:45 PM Chicago, Union Station (Amtrak), IL | 1 transfer | |
FlixBus+![]() | 10:25 PM Biloxi, Dr Martin Luther King Jr Blvd (Transit Center), MS | 25h45 | 12:10 AM Chicago, Greyhound Bus Station | 1 transfer | |
· · · | 10:25 PM Biloxi, Dr Martin Luther King Jr Blvd (Transit Center), MS | 33h35 | 8:00 AM Chicago, Union Station (Amtrak), IL | 4 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare bus, train, 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 Gulfport, MS to Chicago, IL run on average 4 times per day, taking around 21h 58m. Cheap bus tickets for this journey start at $102 if you book in advance.
The earliest bus runs at 00:30, the last at 23:50. The fastest bus covers the 797 miles (1283 km) distance in 25h 35m.
Distance 797 miles (1283 km) |
Average bus duration 21h 58m |
Cheapest ticket price $102 |
Buses per day 4 |
Fastest bus 25h 35m |
First bus 12:30 AM |
Last bus 11:50 PM |
Cheapest Month Nov |
Cheapest Day Sun |
High Season Jul - Sep |
Low Season Oct - Dec |
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 Gulfport, MS 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 Gulfport, MS to Chicago, IL buses use the Biloxi, Dr Martin Luther King Jr Blvd (Transit Center) to Chicago, Union Station (Amtrak) station pair, with some services arriving at Chicago, Greyhound Bus Station. Use this guide to compare Gulfport, MS and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
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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