A Chicago to New Orleans road trip takes you from the Great Lakes of North America to the Gulf of Mexico.
A 970-mile Chicago to New Orleans road trip takes you from Lake Michigan, through Illinois, Missouri, Arkansas, Tennessee, Mississippi, and Louisiana, to the Gulf of Mexico. You’ll pass countless historic towns, iconic cities, stunning natural landmarks, and a diverse array of wildlife as you drive from “The Windy City” to “The Big Easy”.
Read on for your guide to planning the perfect Chicago to New Orleans road trip itinerary.
A Perfect Chicago To New Orleans Road Trip Itinerary: How Far Is It, How Long Will It Take & What Is The Best Route?
The perfect Chicago to New Orleans road trip itinerary covers 970 miles (1,561 kilometres) and takes 14 hours to drive. However, despite its great length, the best route is extremely straightforward. You begin by picking up I-55 at its origin in Chicago, Illinois, and following its entire 964.25-mile (1,551.8-km) length to LaPlace, Louisiana. You then join I-10 heading east and follow it the rest of the way to your destination in New Orleans, Louisiana.
Best Time For The Perfect Chicago to New Orleans Road Trip
The best time to drive a Chicago to New Orleans road trip is from early February to the end of May. This period will avoid hurricane season, which hits the Gulf of Mexico between June and October, and is when the region experiences nice warm weather that is not too hot.
It also gives you the chance to be in New Orleans during one of its most legendary events: the Mardi Gras festival, which takes place in either late February or early March each year. It also ensures you avoid the overly large crowds that develop at your destination and throughout the rest of the route during the summer.
For those who don’t want to travel during this window, late October is another great time to drive to New Orleans. This is because this window has similar weather conditions to our original suggestion, and New Orleans is known as one of the very best places to spend Halloween in the United States, especially if you are interested in ghost tours.
Best Places To Stop On The Perfect Chicago to New Orleans Road Trip Itinerary
With the perfect Chicago to New Orleans road trip taking at least 14 hours to drive, most people will need to split it across a minimum of 2 days, while others will want to break it into even smaller chunks. There are plenty of great places to make extended stops on our Chicago to New Orleans road trip itinerary, but we feel the following 3 are easily the best.
St. Louis, Missouri
St. Louis ranks as the second-largest city in Missouri, situated along the banks of the Mississippi River. It is historically referred to as the "Gateway To The West," representing the last significant urban area before the western frontier during the historic westward expansion.
The city's most notable landmark is the Gateway Arch, which rises 630 feet (192 metres) and showcases remarkable architectural design, positioned alongside the river. Recognised as a National Park, this monument is the world’s tallest human-made structure, symbolising St. Louis's role during the United States' westward movement in the 19th century.
In addition to its historical significance, St. Louis has a rich legacy in the music scene, particularly in the blues genre. It is one of the most vital musical hubs globally, featuring iconic sites like Gaslight Square, where the blues gained prominence in the 1950s and 1960s. The city is filled with numerous bars, allowing visitors to enjoy evenings immersed in the sounds that contributed to its musical reputation.
There are also famed venues, such as Blueberry Hill, and the chance to experience America's second-oldest symphony orchestra. For those who may not be keen on history or music, St. Louis offers a variety of attractions, including museums, zoos, and botanical gardens.
Best Hotel To Stay At In St. Louis, Missouri – Hyatt Regency St. Louis At The Arch
The Hyatt Regency St. Louis At The Arch is an elegant four-star hotel conveniently situated directly across from Gateway Arch National Park. It serves as an excellent choice for visitors who wish to be near many of the city's premier attractions while savouring breathtaking views from their accommodations.
The hotel’s rooms are generously sized, modern, and equipped with air conditioning, offering features such as a 50-inch flat-screen television, an iPod dock, a refrigerator, tea and coffee-making facilities, and ironing amenities. Many guests will also appreciate unhindered views of the iconic Gateway Arch.
Additionally, the hotel offers amenities, including a 24-hour fitness centre, two restaurants, two bars, and a Starbucks outlet. With Wi-Fi available throughout the property and private parking, this pet-friendly hotel ensures that all your needs are met.
Memphis, Tennessee
Memphis stands as the second-largest and second-most populous city in Tennessee, only surpassed by the capital, Nashville, in these aspects. Situated along the banks of the Mississippi River, Memphis is celebrated for its foundational contributions to the blues, soul, and rock ‘n’ roll music genres.
Music lovers can explore iconic locations such as Graceland, the legendary home of Elvis Presley; Sun Studio, the recording site for music icons like Johnny Cash and Jerry Lee Lewis; and the Stax Museum of American Soul Music, which honours the city’s rich musical legacy. The Beale Street Entertainment District is lively, and its musical performances, dining options, and vibrant neon signage create a spirited atmosphere that captures the essence of Memphis.
Rich in history, culture, and Southern hospitality, Memphis also offers the National Civil Rights Museum, positioned at the historic Lorraine Motel, where Dr Martin Luther King Jr. was assassinated, providing a meaningful and moving experience. The Memphis Riverfront and Tom Lee Park present scenic spots for walking or cycling along the river, while Shelby Farms Park offers outdoor recreation just minutes from downtown. Known for its world-famous Memphis barbecue, flourishing art scene, and relaxed pace, Memphis is a soulful destination rich in history, flavour, and passion.
Best Hotel To Stay At In Memphis, Tennessee – The Guest House At Graceland
The Guest House at Graceland is a charming, pet-friendly 4-star hotel that embodies the iconic style of Elvis Presley along with the warmth of Southern hospitality. Just a short walk from the Graceland Mansion, it offers an engaging experience that pays tribute to the King of Rock ’n’ Roll. The hotel’s elegant design harmoniously combines modern comfort with classic sophistication, reflecting the essence of Elvis’s personality and tastes.
Guests can choose from spacious and stylish accommodations, where each room boasts exquisite décor and furnishings, an en-suite bathroom, and contemporary amenities. These include a flat-screen cable television, a workspace, a coffee maker, a seating area, a mini-fridge, Wi-Fi, and air conditioning. Some rooms even provide views of the courtyard, and room service is available!
For added convenience, the hotel features a resort-style swimming pool, four dining options, a fitness centre, private parking, and an airport shuttle service. Evening entertainment captures the spirit of Memphis music. With easy access to the Elvis Presley Museum Complex, along with shops and live performances on the Graceland grounds, this hotel presents a unique opportunity to experience the residence of Memphis and rock-and-roll royalty.
Jackson, Mississippi
Jackson, the capital and most populous city of Mississippi, is steeped in history, culture, and Southern charm. Situated in the heart of the Mississippi Delta, it played a vital role in the Civil Rights Movement, with significant sites like the Mississippi Civil Rights Museum and the Medgar Evers Home National Monument that allow visitors to engage with this important legacy. These attractions provide profound educational experiences that illuminate the city's historical importance within the broader narrative of American history.
Additionally, Jackson has a vibrant arts and music scene. The Mississippi Museum of Art features changing exhibitions alongside a tranquil sculpture garden, while the Mississippi Museum of Natural Science offers insights into local wildlife with its beautiful walking trails. The sounds of live blues, gospel, and jazz resonate throughout the city, showcasing Jackson's rich musical heritage and lively artistic environment.
Culinary enthusiasts will appreciate Jackson's traditional Southern dishes, including flavourful barbecue and fried catfish, alongside contemporary farm-to-table options. The city’s welcoming vibe, historic neighbourhoods, green parks, and dynamic festivals create a warm atmosphere, making Jackson an appealing destination for those seeking genuine Southern culture and heritage.
Best Hotel To Stay At In Jackson, Mississippi – The Westin Jackson
The Westin Jackson is an elegant, pet-friendly, 4-star hotel in downtown Jackson, Mississippi, that artfully merges Southern hospitality with contemporary aesthetics. Ideal for those seeking comfort, convenience, and proximity to the city's key attractions, it’s just a short walk from cultural landmarks such as the Mississippi Museum of Art, Thalia Mara Hall, and the Jackson Convention Complex.
Rooms are stylishly decorated and equipped with blackout curtains, premium bedding, bathrobes, and high-tech features like a 50-inch LED TV, iPod dock, Wi-Fi, and air conditioning, as well as a well-equipped private bathroom. The property’s many amenities are designed to enhance your experience and include the Estelle Wine Bar & Bistro, which features modern Southern-inspired dishes; a peaceful Soul Spa for relaxation; a 24-hour fitness centre, and an indoor pool for unwinding after a day of exploration.
Top Attractions On The Perfect Chicago To New Orleans Road Trip Itinerary
Joliet, Illinois
Joliet ranks as the third-largest city in Illinois and is closely associated with the automotive industry and the iconic Route 66. Attractions such as the Route 66 Visitors Center, Route 66 Raceway, and Chicagoland Speedway are fantastic spots for car aficionados and road trip lovers alike.
For those not as passionate about automobiles, a variety of entertainment options are available. These include the Joliet Area Historical Museum, Joliet Correctional Center, Rialto Square Theatre (linked to the notorious gangster Al Capone), and a variety of casinos.
Springfield, Illinois
Springfield, the largest city in Illinois outside the Chicago metropolitan area, is renowned for being the residence of Abraham Lincoln from 1837 to 1861, during which time he practised law. Following his election, numerous sites commemorating his legacy were established in the city.
Key attractions include the Lincoln Home National Historic Site, Lincoln Tomb, The Abraham Lincoln Presidential Library and Museum, and the Lincoln-Herndon Law Offices State Historic Site, making Springfield an essential destination for those interested in one of America’s most celebrated Presidents.
Cahokia Mounds State Historic Site
Cahokia Mounds State Historic Site is one of North America’s most significant archaeological sites. As the largest pre-Columbian community north of Mexico, Cahokia thrived as a Native American urban centre between 1050 and 1350 AD, housing approximately 20,000 individuals. Visitors have the opportunity to explore its remarkable earthen mounds, including the notable Monks Mound, which is the largest prehistoric earthen structure found in the Americas and provides sweeping views from its summit.
The interpretive centre on the premises enhances visitors' understanding of Cahokia's rich history through its exhibitions, artefacts, and interactive displays that illuminate the culture, astronomy, and everyday life of its ancient residents. Ample walking trails meander through the vast area. This helps guests understand the extent and importance of this UNESCO World Heritage Site. For both history buffs and inquisitive travellers, Cahokia Mounds gives a captivating insight into a sophisticated civilisation that once thrived in the Mississippi Valley.
Shawnee National Forest
Shawnee National Forest, in southern Illinois, offers a breathtaking outdoor experience characterised by its rugged terrain, picturesque viewpoints, and rich natural diversity. Guests can visit notable sites, including the Garden of the Gods, where striking rock formations and sweeping landscapes of hills and forests captivate the eye. The forest features impressive bluffs, secluded canyons, and serene lakes, creating an ideal environment for hikers, photographers, and nature enthusiasts alike.
For those seeking adventure, the area boasts extensive hiking and biking paths, opportunities for rock climbing, and kayaking on the nearby rivers and lakes. Each season brings its unique highlights, from the vibrant wildflowers of spring to the verdant foliage of summer, the rich colours of autumn, and the quiet serenity of snowy trails in winter. With its combination of stunning views, diverse wildlife, and peaceful surroundings, Shawnee National Forest serves as a wonderful retreat for those wanting to immerse themselves in the natural splendour of southern Illinois.
Wapanocca National Wildlife Refuge
Wapanocca National Wildlife Refuge, situated near Turrell in eastern Arkansas, serves as a tranquil retreat for birdwatchers and nature lovers. It is centred around a sizable oxbow lake created by the Mississippi River, offering vital habitats for migratory waterfowl, wading birds, and bald eagles. Throughout the year, especially during spring and fall migrations, visitors can observe herons, egrets, ducks, and a variety of songbirds.
The refuge boasts a picturesque driving loop and serene observation spots that facilitate easy access for wildlife viewing. Anglers will find designated fishing areas, while photographers can capture the calm waters and vibrant landscapes. With its peaceful environment and diverse wildlife, Wapanocca National Wildlife Refuge provides a refreshing getaway into the natural charm of the Arkansas Delta.
Maurepas Swamp Wildlife Management Area
Situated in southeastern Louisiana between Baton Rouge and New Orleans, the Maurepas Swamp Wildlife Management Area invites visitors to explore one of the state's most notable ecosystems. This expansive cypress-tupelo swamp features trees draped in moss, meandering bayous, and a diverse array of wildlife, including alligators, turtles, deer, and numerous bird species. The area serves as a serene retreat where individuals can appreciate the unspoiled beauty of Louisiana's wetlands.
Outdoor adventurers have the opportunity to partake in fishing, kayaking, and wildlife observation across the swamp, with channels that extend deep into this tranquil landscape. Designated regions permit seasonal hunting, while nature enthusiasts will enjoy the calm atmosphere and picturesque views. Maurepas Swamp is an ideal setting for travellers looking for an authentic outdoor experience in Louisiana and a deeper connection to the area’s vibrant natural heritage.
Lake Pontchartrain
Located just north of New Orleans, Lake Pontchartrain covers an area of 631 square miles, making it the 10th largest natural lake in the United States and the fourth largest within a single state. It is particularly well-known for the Lake Pontchartrain Causeway, which spans 23.88 miles and is recognised as the longest continuous bridge over water globally.
Whether you choose to travel across the causeway to enjoy its stunning views, which are rare to find elsewhere, or prefer to unwind by the shore while watching the local wildlife and enjoying the peaceful lake scenery before exploring the city, Lake Pontchartrain is a perfect final stop for any road trip from Chicago to New Orleans, Louisiana.
Final Thoughts On The Perfect Chicago To New Orleans Road Trip Itinerary
A Chicago to New Orleans road trip is an incredible expedition that allows you the opportunity to experience a vast range of the culture and history present across the United States. This guide contains everything you need to plan your perfect Chicago to New Orleans road trip itinerary, including when to go, the route to take, what to see, and where to stay along the way.
All you have left to do now is decide what to take with you and start budgeting and booking everything, so you can look forward to enjoying the perfect road trip for yourself as soon as possible. We also have a helpful guide on the best areas to stay in New Orleans, Louisiana, which you’ll find here, as well as one on the best areas to stay in Chicago, which may be useful before you set off.
Anyone interested in continuing the drive may also enjoy our selection of guides on road trips from New Orleans, Louisiana. These include:
A road trip from New Orleans to Miami
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