Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
Greyhound Lines, Inc. + FlixBus | Bus | Tupelo (Brothers Quick Stop) | Chicago 95Th & Dan Ryan | Cheapest | ||||
 | Bus | Tupelo (Brothers Quick Stop) | Downtown Greyhound Station | Fastest | ||||
| Bus | Tupelo (Brothers Quick Stop) | Downtown Greyhound Station | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Tupelo (Brothers Quick Stop) | Downtown Greyhound Station | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Tupelo (Brothers Quick Stop) | Downtown Greyhound Station | No tags |
Last refresh of the prices: Today at 4:33 PM CST.
Get from Tupelo to Chicago
The journey takes about 1 day, 35 minutes and with fares starting at just $101, it presents an excellent value for a comfortable ride.
Compare bus companies
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Frequently asked questions about traveling from Tupelo to Chicago by bus
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the bus ticket from Tupelo to Chicago?
The cheapest bus tickets from Tupelo to Chicago start from $101. The average price for this route is around $155. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Tupelo to Chicago?
The average bus trip duration from Tupelo to Chicago is 1d , covering a distance of 520 miles (838 km). The quickest bus can get you there in 17h 40m and is operated by Greyhound.
Which bus companies service the Tupelo to Chicago route?
Several major train operators operate on this route with 11 trains available per day.
What is the earliest and latest departure time for the bus from Tupelo to Chicago?
The earliest bus departs from Tupelo to Chicago at 5:35am. And the latest bus departs at 11:15pm.
What are the CO₂ emissions for the bus trip from Tupelo to Chicago?
A bus trip from Tupelo to Chicago generates an estimated 21 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Tupelo to Chicago was searched and found on Dec 4, 2025 with a price of $164To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Tupelo to Chicago, as early as possible.
You can expect to pay from $164 to $282 for a bus ticket from Tupelo to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $164 which is on 2025-12-04.
