- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Oct 21
$162
Average ticket price on Oct 21
$167
Fastest journey on Oct 21
1 d 20 m
Average journey duration on Oct 21
1 d 2 h 1 m
Buses on Oct 21
8
Distance
1585 km
The best way to find a cheap bus ticket from Orlando, FL 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 Orlando, FL to Chicago, IL will cost around $167 if you buy it on the day, but the cheapest tickets can be found for only $162.
It's difficult to get from Orlando, FL to Chicago, IL without transferring at least once.
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FlixBus · FlixBusBuses from Orlando, FL to Chicago, IL run on average 10 times per day, taking around 25h 47m. Cheap bus tickets for this journey start at $113 (€94) but you can travel from only $45 (€37) by flight.
The earliest bus runs at 00:15, the last at 23:40. The fastest bus covers the 984 miles (1585 km) distance in 22h 45m.
Distance 984 miles (1585 km) |
Average bus duration 25h 47m |
Cheapest ticket price $113 (€94) |
Buses per day 10 |
Fastest bus 22h 45m |
First bus 12:15 AM |
Last bus 11:40 PM |
Cheapest Month Jan |
Cheapest Day Mon |
High Season Apr - Jun |
Low Season Jan - Mar |
Busiest Day Mon |
Least Busy Day Sat |
Best time to book 1 day |
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator FlixBus | Departure Time 12:55AM | Arrival Time 12:10AM | Duration 24h15 | Departure days Mon, Tue | Cheapest price $146 |
Operator FlixBus | Departure Time 02:55AM | Arrival Time 05:10AM | Duration 26h15 | Departure days Sat | Cheapest price $261 |
Operator Greyhound | Departure Time 04:35AM | Arrival Time 03:15PM | Duration 35h40 | Departure days Thu | Cheapest price $153 |
Operator Greyhound | Departure Time 06:00AM | Arrival Time 08:00AM | Duration 27h00 | Departure days Mon, Tue, Wed, Thu, Sat, Sun | Cheapest price $122 |
Operator Greyhound | Departure Time 09:30AM | Arrival Time 01:45PM | Duration 29h15 | Departure days Mon, Tue, Wed, Thu, Sat, Sun | Cheapest price $127 |
Operator FlixBus | Departure Time 09:30AM | Arrival Time 11:30AM | Duration 27h00 | Departure days Mon, Tue, Wed, Thu, Sat, Sun | Cheapest price $119 |
Operator Greyhound | Departure Time 12:30PM | Arrival Time 03:15PM | Duration 27h45 | Departure days Thu | Cheapest price $150 |
Operator Greyhound | Departure Time 12:45PM | Arrival Time 08:10PM | Duration 32h25 | Departure days Thu | Cheapest price $151 |
Operator Greyhound | Departure Time 01:00PM | Arrival Time 07:10PM | Duration 30h10 | Departure days Fri | Cheapest price $129 |
Operator Greyhound | Departure Time 02:00PM | Arrival Time 08:00AM | Duration 43h00 | Departure days Mon, Tue, Wed, Sat, Sun | Cheapest price $119 |
Operator Greyhound | Departure Time 02:45PM | Arrival Time 03:15PM | Duration 25h30 | Departure days Mon, Tue, Wed, Sat, Sun | Cheapest price $119 |
Operator Greyhound | Departure Time 06:00PM | Arrival Time 08:15PM | Duration 26h15 | Departure days Fri | Cheapest price $124 |
Operator Greyhound | Departure Time 07:00PM | Arrival Time 02:00PM | Duration 43h00 | Departure days Fri | Cheapest price $237 |
Operator Greyhound | Departure Time 08:50PM | Arrival Time 08:10PM | Duration 24h20 | Departure days Mon, Tue, Wed, Thu, Sat, Sun | Cheapest price $120 |
Operator FlixBus | Departure Time 09:55PM | Arrival Time 12:10AM | Duration 27h15 | Departure days Mon | Cheapest price $149 |
Operator FlixBus | Departure Time 10:55PM | Arrival Time 12:10AM | Duration 26h15 | Departure days Thu, Sat, Sun | Cheapest price $119 |
The table below shows live departures for Orlando, FL to Chicago, IL buses for today, Tuesday, October 20. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
FlixBus · FlixBus | 12:55 AM Orlando, N John Young Pkwy (Greyhound Bus Station) | 24h15 | 12:10 AM Chicago, Greyhound Bus Station | 1 transfer | |
FlixBus+![]() | 6:00 AM Orlando, N John Young Pkwy (Greyhound Bus Station) | 27h00 | 8:00 AM Chicago, Union Station (Amtrak), IL | 1 transfer | |
FlixBus+![]() | 6:00 AM Orlando, N John Young Pkwy (Greyhound Bus Station) | 27h25 | 8:25 AM Chicago, Greyhound Bus Station | 1 transfer | |
FlixBus+![]() | 9:30 AM Orlando, N John Young Pkwy (Greyhound Bus Station) | 29h15 | 1:45 PM Chicago, Union Station (Amtrak), IL | 1 transfer | |
FlixBus · FlixBus | 9:30 AM Orlando, N John Young Pkwy (Greyhound Bus Station) | 27h00 | 11:30 AM Chicago, Greyhound Bus Station | 1 transfer | |
FlixBus+![]() | 2:00 PM Orlando, The Florida Mall, FL | 26h15 | 3:15 PM Chicago, Greyhound Bus Station | 1 transfer | |
FlixBus+ · · | 2:00 PM Orlando, The Florida Mall, FL | 43h00 | 8:00 AM Chicago, Union Station (Amtrak), IL | 3 transfers | |
FlixBus+![]() | 2:45 PM Orlando, N John Young Pkwy (Greyhound Bus Station) | 25h30 | 3:15 PM Chicago, Greyhound Bus Station | 1 transfer | |
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.
Find answers to the most common questions about traveling from Orlando, FL 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 Orlando, FL to Chicago, IL buses use the Orlando, N John Young Pkwy (Greyhound Bus Station) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare Orlando, FL and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Orlando, N John Young Pkwy (Greyhound Bus Station) is 3 km from Orlando city centre. Public transport options include:
Orlando, N John Young Pkwy (Greyhound Bus Station) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Orlando, N John Young Pkwy (Greyhound Bus Station). ATMs are available at Orlando, N John Young Pkwy (Greyhound Bus Station).
Ticket office support is available at Orlando, N John Young Pkwy (Greyhound Bus Station).
Available at Orlando, N John Young Pkwy (Greyhound Bus Station): Parking, Taxis, WC.
Accessibility facilities are available at Orlando, N John Young Pkwy (Greyhound Bus Station): The station is accessible for individuals with disabilities.
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, 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.
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