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 | CheapestFastest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Tupelo (Brothers Quick Stop) | Downtown Greyhound Station | No tags | ||||
 | Bus | Tupelo (Brothers Quick Stop) | Downtown Greyhound Station | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Tupelo (Brothers Quick Stop) | Downtown Greyhound Station | No tags | ||||
| Bus | Tupelo (Brothers Quick Stop) | 537-517 W. Jackson Blvd | No tags |
Last refresh of the prices: Today at 2:42 AM CST.
Get from Tupelo to Chicago
The journey takes about 1 day, 35 minutes, and with fares starting at just $146, it presents an excellent value for a comfortable ride.
Compare bus companies
Based on 87391 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the WiFi. Greyhound ticket prices on this trip start at $161
Frequently asked questions about travelling from Tupelo to Chicago by bus
How far is Tupelo from Chicago?
It's about 853 km (529 miles) from Tupelo to Chicago.
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 Nov 24, 2025 with a price of $323To 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 $323 to $502 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 $323 which is on 2025-11-24.
