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Chicago, IL, USA to Tupelo, MS, USA from $48: 10 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Tupelo, United States of America

How to Get from Chicago to Tupelo: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$48 - PlaneBest price
858 kmDistance
5h 34m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Tupelo with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Plane
Drive
Average Duration
6h  3m
Estimated price
$86-440
Recommended
Company
various
Plane
Average Duration
5h  34m
Estimated price
$48-238
Cheapest
route map
Distance: 858 km
Duration: 5h 34m

See more options

Company
various
Plane
Average Duration
5h  42m
Estimated price
$78-448
Company
various
Plane
Bus
Average Duration
7h  43m
Estimated price
$112-860
Company
various
Plane
Bus
Average Duration
7h  14m
Estimated price
$232-521
Company
various
Plane
Bus
Average Duration
8h  14m
Estimated price
$861-862
Company
Amtrak, Greyhound
Train
Bus
Average Duration
13h  23m
Estimated price
$863-864
Company
Greyhound
Bus
Bus
Average Duration
14h  12m
Estimated price
$865-866
Company
Greyhound
Bus
Bus
Average Duration
15h  59m
Estimated price
$867-868
Company
various
Drive
Average Duration
10h  29m
Estimated price
$869-4400
Browse car rentalsExplore flights

Traveling From Chicago to Tupelo

Experience the vibrant city life of Chicago, filled with towering skyscrapers and bustling streets, before immersing yourself in the charming, small-town vibe of Tupelo, where rich musical history beckons.

Best Neighbourhoods in Tupelo

Tupelo boasts vibrant neighborhoods, each with distinct character and charm.

Downtown Tupelo
• Home to local shops and eateries.
• Offers a lively cultural scene.
East Tupelo
• Known for its historical significance.
• Features several parks for outdoor enjoyment.
North Tupelo
• Offers spacious residential areas.
• Close to schools and family-friendly activities.

Best Times To Visit Tupelo's Attractions

Planning your visit to Tupelo? Here’s when to explore its top attractions for a more enjoyable experience.

Elvis Presley Birthplace
Visit early morning on weekdays to avoid the tourist rush.
Tupelo Buffalo Park and Zoo
Weekday afternoons are ideal for a quieter, relaxed visit.
Natchez Trace Parkway
Fall months offer stunning scenery and fewer visitors on the trails.

Tupelo Weather: What to Expect Year-Round

Tupelo enjoys a humid subtropical climate with hot summers and mild winters, making spring and fall the ideal seasons for a visit. Understanding the weather patterns can help you plan activities, whether it’s enjoying outdoor festivals in the pleasant spring or exploring local attractions during the cooler fall months.

Dining in Tupelo: A Taste of Local Flavor

Head to the Blue Canoe for a taste of their famous catfish po'boy, featuring local ingredients deeply rooted in Southern cuisine. The laid-back atmosphere and homey flavors provide a refreshing contrast to Chicago's bustling dining scene and diverse culinary landscape.

Chicago - Tupelo operators

Explore transport companies operating between Chicago and Tupelo, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane Show flights
Website
aa.com

Plane from Chicago O'Hare to Huntsville

Average Duration
1h 45m
Estimated price
$488-44080

Plane from Chicago O'Hare to Memphis

Average Duration
1h 57m
Estimated price
$440600-489
Website
united.com

Plane from Chicago O'Hare to Huntsville

Average Duration
1h 56m
Estimated price
$488-44010

Plane from Chicago O'Hare to Memphis

Average Duration
1h 50m
Estimated price
$440600-489
Website
delta.com

Plane from Chicago O'Hare to Huntsville

Average Duration
4h 10m
Estimated price
$4408-4409

Plane from Chicago O'Hare to Memphis

Average Duration
4h 15m
Estimated price
$480-44080
Website
contouraviation.com

Plane from Chicago Midway to Tupelo

Average Duration
4h 55m
Estimated price
$4400-481

Plane from Chicago Midway to Tupelo via Nashville

Average Duration
5h 39m
Estimated price
$482-483
Bus Show bus routes
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Memphis Bus Station to Tupelo

Average Duration
1h 45m
Estimated price
$2388-4403

Bus from Birmingham to Tupelo

Average Duration
2h 45m
Estimated price
$2389-44070

Bus from Chicago to Memphis Bus Station

Average Duration
9h 35m
Estimated price
$4401-2385

Bus from Chicago Train Station to Memphis Bus Station

Average Duration
13h 10m
Estimated price
$2386-488
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Memphis

Average Duration
10h 22m
Estimated price
$44062-2380

Chicago to Tupelo: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Tupelo offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on an exciting road trip from the bustling city of Chicago to the charming town of Tupelo covering a distance of 642 miles. The journey offers a scenic drive through the heart of the Midwest to the southern hospitality of Mississippi. 💰 The cost of driving from Chicago to Tupelo ranges from $110 to $170, providing an affordable and flexible travel option. This budget-friendly road trip allows you to explore new sights and experiences along the way, making it a delightful adventure. ⏰ With an approximate travel time of 10 hours and 29 minutes, the road trip from Chicago to Tupelo promises a mix of urban landscapes, rural charm, and a taste of southern culture. Get ready to create unforgettable memories on this memorable journey through the heart of America.
Average price
$110 - $170
🛫 Flying from Chicago to Tupelo involves a quick 1 hour and 45 minute direct flight from Chicago O'Hare Airport to Huntsville Airport. Airlines like American, United, and Delta operate this route. 🌍 After arriving in Huntsville, the journey continues with a total flight time of 5 hours and 34 minutes to reach Tupelo. The trip offers a mix of sightseeing and relaxation as you travel from the bustling city of Chicago to the charming town of Tupelo. 💸 Prices for flights between Tupelo and Chicago can range from $48 to $238, offering travelers a variety of options to suit their budget and travel preferences.
Departure Point
Chicago O'Hare Airport
Arrival Point
Huntsville Airport
Useful tips for plane travellers
• When booking your flight from Chicago to Tupelo, consider American Airlines, United Airlines, or Delta, and check for direct flights to Huntsville Airport for the quickest travel time, typically around 1h 45m.
• After landing at Huntsville Airport, prepare for a scenic 1.5-hour drive to Tupelo; consider renting a car in advance or using a taxi for around $160—make sure to confirm with the driver as rates can vary.
• Once you arrive in Tupelo, expect a small airport with limited amenities, so it’s advisable to have snacks and water for the ride; check out the following resources for transportation and dining options: Hartsfield-Jackson Atlanta International Airport transport schedules at Huntsville Airport Transportation, and local dining recommendations can be found at Visit Tupelo.
🚌 Embark on a scenic journey from Chicago to Tupelo by bus, spanning approximately 14 hours and 12 minutes. Sit back, relax, and enjoy the changing landscapes as you make your way down south. 💰 Ticket prices for buses between Chicago and Tupelo range from $76 to $188, offering budget-friendly options to suit your travel needs. With various bus companies operating on this route, you can choose the one that best fits your schedule and budget.

Frequently asked questions

Find out more about the route from Chicago to Tupelo.

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The distance between Chicago and Tupelo is approximately 533 miles or 641.6 miles by road. The typical travel times can vary depending on the mode of transportation. By flying, it takes around 5 hours and 21 minutes to reach Tupelo from Chicago. However, if you choose to drive, it can take about 10 hours and 29 minutes. Another option is taking the bus, which can take approximately 12 hours and 19 minutes.
The most cost-effective option for traveling from Chicago to Tupelo is by taking a bus, which typically costs between $60 and $200. However, this option does take the longest, with a travel time of 12 hours and 19 minutes. If time is a priority, the quickest option is to fly, which takes approximately 5 hours and 21 minutes and costs between $140 and $450.
The prices for bus tickets between Chicago and Tupelo range from $63 to $192. This variation in price may depend on factors such as the time of travel, the bus company chosen, and the type of ticket purchased. It is recommended to check with different bus operators and compare prices to find the best deal for your trip.
To travel from Chicago to Tupelo without using public transportation, you can drive the distance of 642 miles. The journey takes approximately 10 hours and 29 minutes by car. Keep in mind that the prices for car travel can vary, ranging from $110 to $170, depending on factors like gas prices and tolls.
To travel from Chicago to Tupelo without a car, the best option is to take a bus. The bus journey takes approximately 12 hours and 19 minutes and tickets can cost between $60 and $200. There are several bus companies that operate this route with multiple departure times throughout the day. It's recommended to check the schedules and prices in advance to plan your journey accordingly.
The flight from Chicago to Tupelo typically takes around 1 hour and 45 minutes. The prices for this flight can vary, ranging from $142 to $448.
There are several hotels available near Tupelo. With 29+ hotels to choose from, there is a wide range of options for all budgets and preferences. Prices start at $54, making it possible to find affordable accommodations. Whether you prefer luxury hotels or budget-friendly options, there are plenty of choices available for your stay in Tupelo.

Trips from Chicago