Bus from Tupelo, MS to Chicago from $104

Compare all the bus companies and find the best price with CheckMyBus
The Best Deals Save up to 70%
The Most Choices Millions of routes worldwide
Easy and Transparent Compare offers with 1 click

Compare all timetables for the bus from Tupelo, MS to Chicago

Here is a selection of the cheapest bus trips from the schedule from Tupelo, MS to Chicago from various bus operators like Greyhound US for the next days.

today
tomorrow
$108
Friday
Saturday
$165
Sunday
Monday
Tuesday
$147

Cheapest bus trips tomorrow

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 24h 10m 10:55 AM Tupelo, MS Bus Stop 11:05 AM Chicago 95th Red Line Station  Economy $108
Greyhound US 17h 40m 9:35 PM Tupelo, MS Bus Stop 3:15 PM Chicago Downtown Bus Station  Economy $109
Greyhound US 19h 30m 9:35 PM Tupelo, MS Bus Stop 5:05 PM Chicago 95th Red Line Station  Economy $109
Greyhound US 24h 35m 11:15 PM Tupelo, MS Bus Stop 11:50 PM Chicago 95th Red Line Station  Economy $109
Greyhound US 24h 55m 11:15 PM Tupelo, MS Bus Stop 12:10 AM Chicago Downtown Bus Station  Economy $110

Cheapest bus trips Saturday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 27h 15m 10:55 AM Tupelo, MS Bus Stop 2:10 PM Chicago Union Station  Economy $165
Greyhound US 16h 30m 5:35 AM Tupelo, MS Bus Stop 10:05 PM Chicago Downtown Bus Station  Economy $165
Greyhound US 26h 25m 5:35 AM Tupelo, MS Bus Stop 8:00 AM Chicago Union Station  Economy $166
Greyhound US 17h 40m 9:35 PM Tupelo, MS Bus Stop 3:15 PM Chicago Downtown Bus Station  Economy $166
Greyhound US 24h 55m 11:15 PM Tupelo, MS Bus Stop 12:10 AM Chicago Downtown Bus Station  Economy $166
  • Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $80? You can find the corresponding connections below.
    • FlixBus
      19h 30m
      0
      9:35 PM
      Tupelo, MS
      Bus Stop
      11:25 PM
      Memphis
      Airways Transit Center
      0
      FlixBus
      Economy
      $23
      • Waiting Time 1h 10m
    • Busbud
      16h 30m
      0
      12:35 AM
      Memphis
      Airways Transit Center
      5:05 PM
      Chicago
      95th Red Line Station
      0
      Busbud
      Economy
      $62
    Travel time is 3h 0m longer, but you will save $80

Cheapest bus trips Tuesday

Mode of Transport BertCompanyCountOneCompanyName Duration Departure time From Departure Arrival time To Destination Logo Seat classes Price
Greyhound US 26h 0m 9:35 PM Tupelo, MS Bus Stop 11:35 PM Chicago 95th Red Line Station  Economy $147
Greyhound US 24h 10m 10:55 AM Tupelo, MS Bus Stop 11:05 AM Chicago 95th Red Line Station  Economy $153
Greyhound US 18h 0m 5:35 AM Tupelo, MS Bus Stop 11:35 PM Chicago 95th Red Line Station  Economy $154
  • Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $70? You can find the corresponding connections below.
    • FlixBus
      18h 0m
      0
      5:35 AM
      Tupelo, MS
      Bus Stop
      7:25 AM
      Memphis
      Airways Transit Center
      0
      FlixBus
      Economy
      $21
      • Waiting Time 3h 35m
    • Busbud
      12h 35m
      0
      11:00 AM
      Memphis
      Airways Transit Center
      11:35 PM
      Chicago
      95th Red Line Station
      0
      Busbud
      Economy
      $56
    Travel time is the same as the direct connection, but you will save $70

Best Price Offer: The price for the cheapest bus from Tupelo, MS to Chicago is $104 on 2/13/2026. Flexible travelers save on ticket prices.


Frequency of bus connections between Tupelo, MS and Chicago

See here how frequent the connections between Tupelo, MS and Chicago are, during different times and days of the week.
Thursday is the busiest day, with more than 11 daily buses from Tupelo, MS to Chicago. Tuesday has instead the fewest connections, with only 3 daily coaches between Tupelo, MS and Chicago.
The busiest time of the day is the Evening, with 8 buses from Tupelo, MS to Chicago, while Morning sees the fewest connections between Tupelo, MS and Chicago, with 6 offers.

Facts about the bus from Tupelo, MS to Chicago

Compare all providers like Greyhound US that travel 6 times every day by bus from Tupelo, MS to Chicago in one click! Book your bus ticket from Tupelo, MS to Chicago starting from $104!

Cheapest Bus $104
Fastest Bus 16h 30m
Earliest Bus 5:35 AM
Latest Bus 9:35 PM
Daily Bus Routes 6 Ø
Distance 529.8 miles
Bus Companies Greyhound US

Cheapest bus connections from Tupelo, MS to Chicago

Every day, 6 buses from 1 bus companies leave Tupelo, MS for Chicago: in the table below, you will find the cheapest prices for a bus ticket for this route, starting from 02/04/2026 and for the following days.

Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday 02/01
Monday 02/02
Tuesday 02/03
Wednesday 02/04
Thursday 02/05
$108
Friday 02/06
Saturday 02/07
$165
Sunday 02/08
Monday 02/09
Tuesday 02/10
$147
Wednesday 02/11
$171
Thursday 02/12
Friday 02/13
$104
Saturday 02/14
Sunday 02/15
Monday 02/16
Tuesday 02/17
Wednesday 02/18
Thursday 02/19
Friday 02/20
Saturday 02/21
Sunday 02/22
Monday 02/23
Tuesday 02/24
Wednesday 02/25
Thursday 02/26
Friday 02/27
Saturday 02/28

The cheapest time to travel from Tupelo, MS to Chicago

See here on which day and which time of the day you can find the cheapest bus ticket from Tupelo, MS to Chicago, for the next 30 days.
With a price starting from $108, Thursday is the cheapest day for a bus from Tupelo, MS to Chicago. Saturday instead is the most expensive day with prices starting from $165.
Night is the cheapest day time for bus tickets from Tupelo, MS to Chicago, with $104. Evening is the most expensive time of the day with prices starting from $109.

How to save money travelling from Tupelo, MS to Chicago

Travel can be expensive, but it doesn't need to be! Do you want to avoid paying a terrible price for your trip? Then follow these quick steps to save money:

Book the ticket from Tupelo, MS to Chicago in advance! The earlier you book, the cheaper usually the price is. Also, you will be sure to have a place on the bus from Tupelo, MS to Chicago, compared instead if you buy it at the last moment, or directly at the station.

If you can, avoid travelling at peak times. Instead of weekend, try travelling during the week. Travelling in the evening or at night it’s also cheaper, and later buses from Tupelo, MS to Chicago are also emptier.

All bus stations and stops in Tupelo, MS and Chicago

In the map below, you can see where to find all bus stations in Tupelo, MS and Chicago.

Service and Comfort on the bus from Tupelo, MS to Chicago

Want to know which seat classes are available on the buses from Tupelo, MS to Chicago? Or which bus companies serve the route Tupelo, MS to Chicago? Below you will find answers to your questions.

FAQs about the Tupelo, MS to Chicago bus

How much does a Tupelo, MS Chicago bus trip cost?

This depends on, among other things, the day and time of travel. The cheapest trip is available from $104 and takes 24h 10m to reach Chicago. Compare offers to save money!

How much could I save by comparing buses from Tupelo, MS to Chicago?

This route is offered by 1 companies with a range of ticket prices between $104 and $167. Thus, we recommend booking your ticket as early as possible to make sure you get the cheapest bus ticket to Chicago.

On average, how many connections are available from Tupelo, MS to Chicago each day?

Every day, the Tupelo, MS to Chicago bus route is served by approximately 6 connections. With our search, you can compare bus times to find the perfect trip.

How long does a bus journey from Tupelo, MS to Chicago take?

The fastest bus from Tupelo, MS to Chicago is offered by Greyhound US and takes 16h 30m. Bus tickets for this connection cost $165. In this context, bear in mind that the journey can take longer due to traffic.

What time is the first bus from Tupelo, MS to Chicago?

The earliest bus arriving in Chicago from Tupelo, MS starts at 5:35 AM. However, information regarding departure times may differ on weekends and holidays. Simply use our search to find exact times for your planned travel date.

What time is the last bus from Tupelo, MS to Chicago?

The latest bus trip departing from Tupelo, MS for Chicago starts at 9:35 PM. Please note that departure times may differ on weekends and holidays. So just use our search to find the exact times for your planned travel date.

Which bus companies operate the Tupelo, MS Chicago route?

When traveling by bus from Tupelo, MS to Chicago, passengers can travel with Greyhound US. With our search, you can compare all available bus tickets to book the one that works for you.

Is there a direct bus between Tupelo, MS and Chicago?

You can check all the direct connections between Tupelo, MS and Chicago by using our search and looking at the Changes section in our filters. These are some of the companies which offer a direct bus: Greyhound US.

What can I take with me on the Tupelo, MS to Chicago bus route?

Depending on which provider you travel with, what you're allowed to bring with you can vary. Generally, you can take a suitcase and hand luggage with you on the Tupelo, MS Chicago bus route free of charge. Simply use our search to find a bus that is best suited to your needs for your planned travel date.

What equipment is available for the Tupelo, MS Chicago bus route?

The equipment on board differs depending on the provider. However, many long-distance buses have WiFi so you can tell your friends your exact location during the journey. To make traveling even more pleasant, air conditioning systems provide ventilation. It is best to use our search to get precise information about the equipment of the bus from Tupelo, MS to Chicago on your planned travel date.

How does CheckMyBus find the best bus deals from Tupelo, MS to Chicago?

CheckMyBus collaborates directly with companies around the world to provide you with the best options when searching for a trip. We retrieve their first-hand data to show you real-time prices, schedules, and seat availability for 6 daily trips between Tupelo, MS and Chicago. With the most up-to-date information from verified sources, you can fairly compare all available options and choose the trip that suits you best.

How does CheckMyBus technology work for trips from Tupelo, MS to Chicago?

Prices and availability for 6 trips between Tupelo, MS and Chicago change constantly. To provide you with the most up-to-date information, we connect directly with bus operators, Online Travel Agencies (OTAs), and Global Distribution Systems (GDS) via real-time interfaces (APIs). The data collected from these sources undergoes strict quality checks, is processed within our infrastructure, and is then presented to you on our search results pages. Visit our About Us page to learn more.

Available seat classes which are offered on the bus route Tupelo, MS to Chicago

Economy
Economy

The cheapest option available for your ticket, it usually comes with reclinable seats and AC.

More bus routes to Tupelo, MS and to Chicago

Here’s an overview of the most popular bus routes to Tupelo, MS and to Chicago. Simply click on the connection of your choice, and you will find all the details about your bus route!
Bus to Tupelo, MS from Owensboro, KY Bus to Tupelo, MS from Owensboro, KY
Buses from Flint, MI to Tupelo, MS Buses from Flint, MI to Tupelo, MS
Buses from The Woodlands, TX to Tupelo, MS Buses from The Woodlands, TX to Tupelo, MS
Bus to Tupelo, MS from Jackson, MS Bus to Tupelo, MS from Jackson, MS
Marietta, GA to Chicago bus Marietta, GA to Chicago bus
Buses to Chicago from Huntington Park, CA Buses to Chicago from Huntington Park, CA
Springfield, OH to Chicago bus Springfield, OH to Chicago bus
From Kansas City to Chicago bus From Kansas City to Chicago bus
Popular Airport Shuttles to Tupelo, MS and to Chicago
CheckMyBus › Buses in USA › Bus to Tupelo, MS › Bus to Chicago

The CheckMyBus App

Free Download

App Store
CheckMyBus App
Close
GPDR CheckMyBus shield

We value your privacy!

To

show

you

the

best

bus

offers,

we

and

our

partners

use

technical,

analytical,

and

marketing

cookies

to

personalize

the

ads.

We

remember

your

anonymized

details

to

provide

a

personalized

experience.