Bus Tupelo, MS to Chicago: Compare prices and save money

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

$92

tomorrow

$103

Monday

Tuesday

Wednesday

$103

Thursday

$99

Friday

$102

Cheapest bus trips today
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	18h 0m	5:35 AM	Tupelo, MS	Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$92	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/25/2026 5:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 7/25/2026 11:35:00 PM. 50 Economy ticket for $92 per person are available. Travel duration is 18h 0m
Greyhound US	24h 10m	10:55 AM	Tupelo, MS	Bus Stop	11:05 AM	Chicago	95th Red Line Station	Economy	$92	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/25/2026 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 7/26/2026 11:05:00 AM. 50 Economy ticket for $92 per person are available. Travel duration is 24h 10m
Greyhound US	24h 40m	11:15 PM	Tupelo, MS	Bus Stop	11:55 PM	Chicago	95th Red Line Station	Economy	$93	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/25/2026 11:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 7/26/2026 11:55:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 24h 40m
Greyhound US	20h 40m	9:45 PM	Tupelo, MS	Bus Stop	6:25 PM	Chicago	95th Red Line Station	Economy	$94	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/25/2026 9:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 7/26/2026 6:25:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 20h 40m
Greyhound US	24h 35m	10:55 AM	Tupelo, MS	Bus Stop	11:30 AM	Chicago	Downtown Bus Station	Economy	$100	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/25/2026 10:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/26/2026 11:30:00 AM. 50 Economy ticket for $100 per person are available. Travel duration is 24h 35m

Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $11? You can find the corresponding connections below.
- Greyhound US
  
  16h 30m
  
  0
  
  5:35 AM
  
  Tupelo, MS
  Bus Stop
  
  7:25 AM
  
  Memphis
  Airways Transit Center
  
  0
  
  Economy
  
  $21
  
  A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/26/2026 5:35:00 AM to Airways Transit Center, Memphis (USA) arriving at 7/26/2026 7:25:00 AM. 50 Economy ticket for $21 per person are available. Travel duration is 1h 50m
- FlixBus
  
  11h 5m
  
  0
  
  11:00 AM
  
  Memphis
  Airways Transit Center
  
  10:05 PM
  
  Chicago
  Downtown Bus Station
  
  0
  
  Economy
  
  $60
  
  A Bus from FlixBus goes from Airways Transit Center, Memphis (USA) at 7/26/2026 11:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/26/2026 10:05:00 PM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 5m
Travel Time is 1h 30m shorter, and you will save $11

Cheapest bus trips tomorrow
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	16h 30m	5:35 AM	Tupelo, MS	Bus Stop	10:05 PM	Chicago	Downtown Bus Station	Economy	$103	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/26/2026 5:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/26/2026 10:05:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 16h 30m
Greyhound US	24h 55m	11:15 PM	Tupelo, MS	Bus Stop	12:10 AM	Chicago	Downtown Bus Station	Economy	$103	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/26/2026 11:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/28/2026 12:10:00 AM. 50 Economy ticket for $103 per person are available. Travel duration is 24h 55m
Greyhound US	26h 50m	10:55 AM	Tupelo, MS	Bus Stop	1:45 PM	Chicago	Union Station	Economy	$104	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/26/2026 10:55:00 AM to Union Station, Chicago (USA) arriving at 7/27/2026 1:45:00 PM. 50 Economy ticket for $104 per person are available. Travel duration is 26h 50m
Greyhound US	24h 35m	10:55 AM	Tupelo, MS	Bus Stop	11:30 AM	Chicago	Downtown Bus Station	Economy	$104	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/26/2026 10:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/27/2026 11:30:00 AM. 50 Economy ticket for $104 per person are available. Travel duration is 24h 35m
Greyhound US	17h 30m	9:45 PM	Tupelo, MS	Bus Stop	3:15 PM	Chicago	Downtown Bus Station	Economy	$104	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/26/2026 9:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/27/2026 3:15:00 PM. 50 Economy ticket for $104 per person are available. Travel duration is 17h 30m

Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $22? You can find the corresponding connections below.
- Greyhound US
  
  16h 30m
  
  0
  
  5:35 AM
  
  Tupelo, MS
  Bus Stop
  
  7:25 AM
  
  Memphis
  Airways Transit Center
  
  0
  
  Economy
  
  $21
  
  A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/26/2026 5:35:00 AM to Airways Transit Center, Memphis (USA) arriving at 7/26/2026 7:25:00 AM. 50 Economy ticket for $21 per person are available. Travel duration is 1h 50m
- FlixBus
  
  11h 5m
  
  0
  
  11:00 AM
  
  Memphis
  Airways Transit Center
  
  10:05 PM
  
  Chicago
  Downtown Bus Station
  
  0
  
  Economy
  
  $60
  
  A Bus from FlixBus goes from Airways Transit Center, Memphis (USA) at 7/26/2026 11:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/26/2026 10:05:00 PM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 5m
Travel time is the same as the direct connection, but you will save $22

Cheapest bus trips Wednesday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	16h 30m	5:35 AM	Tupelo, MS	Bus Stop	10:05 PM	Chicago	Downtown Bus Station	Economy	$103	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/29/2026 5:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/29/2026 10:05:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 16h 30m
Greyhound US	17h 30m	9:45 PM	Tupelo, MS	Bus Stop	3:15 PM	Chicago	Downtown Bus Station	Economy	$104	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/29/2026 9:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/30/2026 3:15:00 PM. 50 Economy ticket for $104 per person are available. Travel duration is 17h 30m
Greyhound US	24h 55m	11:15 PM	Tupelo, MS	Bus Stop	12:10 AM	Chicago	Downtown Bus Station	Economy	$104	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/29/2026 11:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/31/2026 12:10:00 AM. 50 Economy ticket for $104 per person are available. Travel duration is 24h 55m
Greyhound US	24h 35m	10:55 AM	Tupelo, MS	Bus Stop	11:30 AM	Chicago	Downtown Bus Station	Economy	$107	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/29/2026 10:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/30/2026 11:30:00 AM. 50 Economy ticket for $107 per person are available. Travel duration is 24h 35m
Greyhound US	26h 50m	10:55 AM	Tupelo, MS	Bus Stop	1:45 PM	Chicago	Union Station	Economy	$112	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/29/2026 10:55:00 AM to Union Station, Chicago (USA) arriving at 7/30/2026 1:45:00 PM. 50 Economy ticket for $112 per person are available. Travel duration is 26h 50m

Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $27? You can find the corresponding connections below.
- Greyhound US
  
  16h 30m
  
  0
  
  5:35 AM
  
  Tupelo, MS
  Bus Stop
  
  7:25 AM
  
  Memphis
  Airways Transit Center
  
  0
  
  Economy
  
  $16
  
  A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 5:35:00 AM to Airways Transit Center, Memphis (USA) arriving at 7/30/2026 7:25:00 AM. 50 Economy ticket for $16 per person are available. Travel duration is 1h 50m
- FlixBus
  
  11h 5m
  
  0
  
  11:00 AM
  
  Memphis
  Airways Transit Center
  
  10:05 PM
  
  Chicago
  Downtown Bus Station
  
  0
  
  Economy
  
  $60
  
  A Bus from FlixBus goes from Airways Transit Center, Memphis (USA) at 7/30/2026 11:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/30/2026 10:05:00 PM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 5m
Travel time is the same as the direct connection, but you will save $27

Cheapest bus trips Thursday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	16h 30m	5:35 AM	Tupelo, MS	Bus Stop	10:05 PM	Chicago	Downtown Bus Station	Economy	$99	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 5:35:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/30/2026 10:05:00 PM. 50 Economy ticket for $99 per person are available. Travel duration is 16h 30m
Greyhound US	29h 5m	11:15 PM	Tupelo, MS	Bus Stop	4:20 AM	Chicago	Downtown Bus Station	Economy	$101	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 11:15:00 PM to Downtown Bus Station, Chicago (USA) arriving at 8/1/2026 4:20:00 AM. 50 Economy ticket for $101 per person are available. Travel duration is 29h 5m
Greyhound US	17h 30m	9:45 PM	Tupelo, MS	Bus Stop	3:15 PM	Chicago	Downtown Bus Station	Economy	$102	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 9:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 7/31/2026 3:15:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 17h 30m
Greyhound US	24h 35m	10:55 AM	Tupelo, MS	Bus Stop	11:30 AM	Chicago	Downtown Bus Station	Economy	$105	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 10:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/31/2026 11:30:00 AM. 50 Economy ticket for $105 per person are available. Travel duration is 24h 35m
Greyhound US	26h 25m	5:35 AM	Tupelo, MS	Bus Stop	8:00 AM	Chicago	Union Station	Economy	$121	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 5:35:00 AM to Union Station, Chicago (USA) arriving at 7/31/2026 8:00:00 AM. 50 Economy ticket for $121 per person are available. Travel duration is 26h 25m

Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $23? You can find the corresponding connections below.
- Greyhound US
  
  16h 30m
  
  0
  
  5:35 AM
  
  Tupelo, MS
  Bus Stop
  
  7:25 AM
  
  Memphis
  Airways Transit Center
  
  0
  
  Economy
  
  $16
  
  A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 5:35:00 AM to Airways Transit Center, Memphis (USA) arriving at 7/30/2026 7:25:00 AM. 50 Economy ticket for $16 per person are available. Travel duration is 1h 50m
- FlixBus
  
  11h 5m
  
  0
  
  11:00 AM
  
  Memphis
  Airways Transit Center
  
  10:05 PM
  
  Chicago
  Downtown Bus Station
  
  0
  
  Economy
  
  $60
  
  A Bus from FlixBus goes from Airways Transit Center, Memphis (USA) at 7/30/2026 11:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/30/2026 10:05:00 PM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 5m
Travel time is the same as the direct connection, but you will save $23

Cheapest bus trips Friday
BertCompanyCountOneCompanyName	Duration	Departure time	From	Departure	Arrival time	To	Destination	Seat classes	Price
Greyhound US	18h 0m	5:35 AM	Tupelo, MS	Bus Stop	11:35 PM	Chicago	95th Red Line Station	Economy	$102	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/31/2026 5:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 7/31/2026 11:35:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 18h 0m
Greyhound US	24h 40m	11:15 PM	Tupelo, MS	Bus Stop	11:55 PM	Chicago	95th Red Line Station	Economy	$102	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/31/2026 11:15:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/1/2026 11:55:00 PM. 50 Economy ticket for $102 per person are available. Travel duration is 24h 40m
Greyhound US	20h 40m	9:45 PM	Tupelo, MS	Bus Stop	6:25 PM	Chicago	95th Red Line Station	Economy	$103	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/31/2026 9:45:00 PM to 95th Red Line Station, Chicago (USA) arriving at 8/1/2026 6:25:00 PM. 50 Economy ticket for $103 per person are available. Travel duration is 20h 40m
Greyhound US	24h 10m	10:55 AM	Tupelo, MS	Bus Stop	11:05 AM	Chicago	95th Red Line Station	Economy	$106	A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/31/2026 10:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 8/1/2026 11:05:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 24h 10m

Did you know that if you travel from Tupelo, MS to Chicago via Memphis, you can save more than $26? You can find the corresponding connections below.
- Greyhound US
  
  16h 30m
  
  0
  
  5:35 AM
  
  Tupelo, MS
  Bus Stop
  
  7:25 AM
  
  Memphis
  Airways Transit Center
  
  0
  
  Economy
  
  $16
  
  A Bus from Greyhound US goes from Bus Stop, Tupelo, MS (USA) at 7/30/2026 5:35:00 AM to Airways Transit Center, Memphis (USA) arriving at 7/30/2026 7:25:00 AM. 50 Economy ticket for $16 per person are available. Travel duration is 1h 50m
- FlixBus
  
  11h 5m
  
  0
  
  11:00 AM
  
  Memphis
  Airways Transit Center
  
  10:05 PM
  
  Chicago
  Downtown Bus Station
  
  0
  
  Economy
  
  $60
  
  A Bus from FlixBus goes from Airways Transit Center, Memphis (USA) at 7/30/2026 11:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 7/30/2026 10:05:00 PM. 50 Economy ticket for $60 per person are available. Travel duration is 11h 5m
Travel Time is 1h 30m shorter, and you will save $26

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.

Saturday is the busiest day, with more than 10 daily buses from Tupelo, MS to Chicago. Friday has instead the fewest connections, with only 4 daily coaches between Tupelo, MS and Chicago.

The busiest time of the day is the Evening, with 12 buses from Tupelo, MS to Chicago, while Morning sees the fewest connections between Tupelo, MS and Chicago, with 10 offers.

Test cheapest views

The cheapest bus for the 8/10/2026 costs just $85, from Greyhound US

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 $85!

Cheapest Bus	$85
Fastest Bus	16h 30m
Earliest Bus	5:35 AM
Latest Bus	11:15 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 07/25/2026 and for the following days.

Sunday

Monday

Tuesday

Wednesday

Thursday

Friday

Saturday

Sunday 07/19

Monday 07/20

Tuesday 07/21

Wednesday 07/22

Thursday 07/23

Friday 07/24

Saturday 07/25

$92

Sunday 07/26

Monday 07/27

Tuesday 07/28

Wednesday 07/29

$87

Thursday 07/30

$99

Friday 07/31

$102

Saturday 08/01

$102

Sunday 08/02

$104

Monday 08/03

Tuesday 08/04

Wednesday 08/05

Thursday 08/06

$97

Friday 08/07

$94

Saturday 08/08

$89

Sunday 08/09

$106

Monday 08/10

$85

Tuesday 08/11

Wednesday 08/12

Thursday 08/13

Friday 08/14

Saturday 08/15

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 $87, Wednesday is the cheapest day for a bus from Tupelo, MS to Chicago. Sunday instead is the most expensive day with prices starting from $103.

Night is the cheapest day time for bus tickets from Tupelo, MS to Chicago, with $85. Evening is the most expensive time of the day with prices starting from $93.

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.

Bus Stop

S Eason Blvd 2831

95th Red Line Station

W. 95th St 14

Downtown Bus Station

West Harrison Street 630-670

Union Station

S Canal St 225

Cumberland CTA

N Cumberland Ave 5800

Canal & Van Buren

S Canal St 310-320

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 $85 and takes 18h 0m 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 $85 and $157. 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 $101. 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 11:15 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.

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

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!