Chicago, IL, USA to Oaxaca from $108: 9 ways by bus, train, flight or car

Compare Travel Options and Prices

How to Get from Chicago to Oaxaca: 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.

$108 - PlaneBest price

2908 kmDistance

9h 5m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Oaxaca 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.

See more options

Sort by

Browse car rentals Explore flights

Traveling From Chicago to Oaxaca

Embarking on a journey from Chicago to Oaxaca offers you a vibrant transition from the bustling city skyline to the colorful streets filled with rich history and culture.

Best Neighbourhoods in Oaxaca

Oaxaca boasts diverse neighborhoods, each with its own charm and character.

Centro Histórico

• Home to stunning colonial architecture.

• Vibrant markets and artistic shops abound.

Jalatlaco

• Quaint streets lined with colorful buildings.

• Known for its vibrant arts scene.

Santo Domingo

• Famous for the beautiful Santo Domingo Church.

• Lively cafes and galleries enhance the atmosphere.

Best Times To Visit Oaxaca's Attractions

To fully enjoy Oaxaca's vibrant offerings, timing your visits can make a big difference.

Monte Albán

Visit early in the morning to avoid the afternoon crowds and heat.

Zócalo

Late afternoon or early evening captures the lively atmosphere with fewer tourists.

Church of Santo Domingo

Weekdays are quieter, allowing for a more peaceful experience of the stunning interior.

Oaxaca Weather: What to Expect Year-Round

Oaxaca enjoys a mild climate with warm days and cooler evenings, making it inviting throughout the year; however, the best times to visit are during the dry season from October to April for optimal exploration. Be mindful of the rain from May to September, as it can affect outdoor activities and travel plans.

Dining Recommendation in Oaxaca

Be sure to try mole negro at Restaurante Casa Oaxaca, where rich, complex flavors blend with local ingredients, creating a dish that stands in stark contrast to the hearty, often heavier fare of Chicago. The intimate ambiance, paired with traditional Oaxacan hospitality, elevates the dining experience, immersing you in the vibrant culture and culinary heritage unique to this region.

Chicago - Oaxaca operators

Explore transport companies operating between Chicago and Oaxaca, 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 Oaxaca

Average Duration

6h 41m

Estimated price

$1782-1783

Plane from Chicago Midway to Oaxaca

Average Duration

7h 56m

Estimated price

$1782-1783

Website

aeromexico.com

Plane from Chicago O'Hare to Oaxaca

Average Duration

9h 40m

Estimated price

$1784-1785

Website

united.com

Plane from Chicago O'Hare to Oaxaca

Average Duration

6h 41m

Estimated price

$1786-1783

Plane from Chicago Midway to Oaxaca

Average Duration

10h 36m

Estimated price

$1787-1788

Website

volaris.com

Plane from Chicago O'Hare to Oaxaca

Average Duration

8h 42m

Estimated price

$4023-4024

Train

Contact phone

+1 800-872-7245

Website

amtrak.com

Train from Chicago Union Station to Milwaukee

Average Duration

1h 29m

Estimated price

$2620-61230

Train from Chicago Union Station to San Marcos Amtrak

Average Duration

29h 27m

Estimated price

$2624-612360

Bus Show bus routes

Contact phone

+1 888 358 6762

Website

tornadobus.com

Bus from Chicago to San Luis Potosí

Average Duration

33h 48m

Estimated price

$612330-4029

Bus from Chicago to Dallas Jefferson

Average Duration

18h 11m

Estimated price

$4023-61280

Contact phone

+52 555 784 4652

Website

ado.com.mx

Bus from Puebla Terminal CAPU to Oaxaca

Average Duration

5h 10m

Estimated price

6852-2625

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

Traveling between Chicago and Oaxaca 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 epic road trip from the bustling city of Chicago to the vibrant cultural hub of Oaxaca spanning a distance of 2358 miles. 💸 Depending on your preferences and route choices, the cost of driving from Chicago to Oaxaca ranges from $420 to $650, offering budget-friendly and mid-range options for travelers.

Average price

$420 - $650

🛫 When traveling from Chicago to Oaxaca you will need to take a connecting flight as there are no direct flights available. The quickest route with one stopover typically takes around 6 hours and 41 minutes. 🌎 Various airlines such as Frontier Airlines, American Airlines, and United Airlines provide flights from Chicago O'Hare Airport to Oaxaca Airport, offering options for travelers to choose from. The total duration of the journey by plane is approximately 9 hours and 5 minutes. 💸 Depending on the airline, season, and booking time, the prices of flights between Oaxaca and Chicago can range from $108 to $402. 🧳

Departure Point

Chicago O'Hare Airport

Arrival Point

Oaxaca Airport. The quickest flight takes 6h 41m and has one stopover

🚌 Despite there being no direct bus from Chicago to Oaxaca, travelers can embark on a scenic journey with transfers at notable locations such as the 35th/Archer Orange Line Station, Dallas, and Puebla Terminal CAPU. 🌵 The approximately 2-day and 4-hour adventure offers a unique way to explore the diverse landscapes and vibrant culture as you traverse from the bustling streets of Chicago to the charming city of Oaxaca. 💰 Prices for the buses between Oaxaca and Chicago range from $388 to $997, providing budget-friendly options for those seeking an enriching travel experience through Mexico.

Departure Point

Chicago station

Arrival Point

Oaxaca station

Frequently asked questions

Find out more about the route from Chicago to Oaxaca.

Or choose the category:

The distance between Chicago and Oaxaca is 1807 miles. The road distance is slightly longer at 2357.7 miles. The typical travel times vary depending on the mode of transportation. By flying, it takes about 9 hours and 38 minutes to reach Oaxaca from Chicago. Taking a combination of train and flight takes around 11 hours and 16 minutes. Driving by car would take approximately 39 hours and 13 minutes.

The most cost-effective and time-efficient transportation option for traveling from Chicago to Oaxaca is by flying. Although it may vary, the average flight cost ranges from $120 to $430, and the travel time is approximately 9 hours and 38 minutes. This option provides a quick and direct route, allowing you to reach your destination without unnecessary delays or long travel times.

The prices for a bus ticket between Chicago and Oaxaca can vary. On average, the cost ranges from $384 to $986. It's important to note that these prices may change depending on the time of year and availability. It's recommended to check with different bus companies or online travel platforms for the most accurate and up-to-date prices.

To travel from Chicago to Oaxaca without using public transportation, you can consider driving. The distance between the two cities is approximately 2358 miles, which would take around 39 hours and 13 minutes to drive. However, it's important to note that the prices for this option can vary from $420 to $650, depending on factors such as gas prices and tolls.

To travel from Chicago to Oaxaca without a car, the best option is to take a bus. The journey takes approximately 2 days and 1 hour and costs between $380 and $1,000. While it is a longer travel time compared to other modes of transportation, taking the bus allows you to relax and enjoy the scenery along the way. It is also a more affordable option for those who prefer not to fly or drive.

There is no direct link between Chicago and Oaxaca by bus. However, there are bus services available with transfers. The journey starts from State & Harrison/Ida B Wells Drive in Chicago and transfers at various locations including Dallas and Mexico City Norte before reaching Oaxaca. The total travel time for this bus journey is approximately 2 days and 5 hours.

The flight duration between Chicago and Oaxaca is typically around 6 hours and 40 minutes with one stopover. However, please note that there are no direct flights available. The cost of a flight between the two cities can range from $126 to $421, depending on the airline, time of booking, and other factors. It is recommended to compare prices and book in advance to ensure the best deal for your travel.

There is a wide range of accommodation options available near Oaxaca. With over 585 hotels to choose from, travelers can find something to suit their preferences and budget. Prices start at $89 per night, making it accessible for various types of travelers. It is advisable to research and book in advance to secure the best deals and availability.

Chicago, IL, USA to Oaxaca from $108: 9 ways by bus, train, flight or car

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

Compare Train, Bus, Flight, and Driving Options

See more options

Traveling From Chicago to Oaxaca

Best Neighbourhoods in Oaxaca

Best Times To Visit Oaxaca's Attractions

Oaxaca Weather: What to Expect Year-Round

Dining Recommendation in Oaxaca

Chicago - Oaxaca operators

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

Frequently asked questions

Trips from Chicago

Trips to Oaxaca

Popular routes