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San Antonio, TX, USA to Chicago, IL, USA from $55: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

from
San Antonio, United States of America
to
Chicago, United States of America

How to Get from San Antonio to Chicago: 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.

$55 by trainBest price
1704 kmDistance
4h 27m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from San Antonio to Chicago 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
Southwest Airlines
Plane
Average Duration
4h  27m
Estimated price
$98-486
Recommended
Company
Amtrak
Train
Average Duration
30h  44m
Estimated price
$55-370
Cheapest
route map
Distance: 1704 km
Duration: 4h 27m

See more options

Company
various
Plane
Average Duration
6h  47m
Estimated price
$81-980
Company
various
Plane
Average Duration
4h  53m
Estimated price
$83-396
Company
various
Plane
Average Duration
6h  26m
Estimated price
$106-472
Company
Tornado Bus Company
Bus
Average Duration
25h  5m
Estimated price
$981-982
Company
various
Drive
Average Duration
19h  51m
Estimated price
$983-984
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Traveling From San Antonio to Chicago

Embarking on a journey from San Antonio to Chicago presents a fascinating contrast between the vibrant, warm Texan culture and the bustling, urban energy of the Windy City.

Best Neighbourhoods in Chicago

Chicago's neighborhoods each offer distinct flavors and vibrant experiences.

Wicker Park
• Known for its trendy boutiques and cafes.
• Hosts lively art events and music festivals.
Lincoln Park
• Features beautiful parks and green spaces.
• Home to the Lincoln Park Zoo and natural history museum.
The Loop
• Chicago's bustling business and cultural hub.
• Offers iconic architecture and theaters.

Best Times To Visit Chicago's Attractions

To fully enjoy Chicago's highlights, timing is key to avoiding crowds and enhancing your experience.

Millennium Park
Early mornings on weekdays provide fewer crowds and a tranquil atmosphere.
Art Institute of Chicago
Visit during weekday afternoons for a quieter experience with fewer visitors.
Navy Pier
Early evenings on weekdays allow you to enjoy the scenery without large crowds.

Chicago Weather: What to Expect Year-Round

Chicago experiences a humid continental climate, with hot summers and cold winters, creating a diverse weather landscape throughout the year. Spring and fall are often ideal for visits, offering pleasant temperatures, while winter conditions may impact outdoor plans.

Dining Recommendation in Chicago

Try the iconic Chicago deep-dish pizza at Lou Malnati's, where the rich, buttery crust and hearty layers of cheese create a meal that's distinctly different from the Tex-Mex flavors of San Antonio. The vibrant atmosphere and emphasis on local ingredients elevate your dining experience, showcasing the city’s unique culinary identity.

San Antonio - Chicago operators

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

Plane
Website
southwest.com

Plane from San Antonio (SAT) to Chicago Midway (MDW)

Average Duration
4h 27m
Estimated price
$98-486

Plane from San Antonio (SAT) to Chicago O'Hare (ORD)

Average Duration
4h 53m
Estimated price
$83-396
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from San Antonio Amtrak Station to Chicago Union Station

Average Duration
30h 44m
Estimated price
$55-370
Bus Show bus routes
Contact phone
+1 888 358 6762
Website
tornadobus.com

Bus from Tornado Bus Co - San Antonio to Chicago

Average Duration
23h 25m
Estimated price
$983-988
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from San Antonio Bus Station to Austin Eastside Bus Plaza

Average Duration
1h 25m
Estimated price
$554-555
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from San Antonio Bus Station to Austin Eastside Bus Plaza

Average Duration
1h 30m
Estimated price
$556-557

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

Traveling between San Antonio and Chicago 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 San Antonio to Chicago, spanning a distance of 1222 miles. Get ready for a nearly 20-hour journey through diverse landscapes and charming towns along the way. 💲 Prices for the adventure range from $220 to $320, offering flexibility for different budgets. Plan ahead and consider factors such as gas, food, and potential overnight stays to make the most of your trip.
Average price
$220 - $320
🚂 Embark on an unforgettable train journey from San Antonio to Chicago! The direct Amtrak service departs once daily from San Antonio Amtrak Station and arrives at Chicago Union Station after a scenic 30-hour ride. 🌆 Traverse 1,303 miles and soak in the changing landscapes on your way to the vibrant city of Chicago. The train, operated by Amtrak, offers a comfortable and relaxing 30-hour journey, allowing you to unwind and enjoy the experience. 💰 Ticket prices for this train adventure vary from $55 to $370, offering flexibility for budget-conscious travelers. Visit the Amtrak website for booking details and kick off this exciting 1-day, 7-hour trip filled with stunning views and memorable moments.
Departure Point
San Antonio Amtrak Station
Arrival Point
Chicago Union Station
🛫 Flying from San Antonio to Chicago is convenient with the direct flight taking only 2 hours and 30 minutes on Southwest Airlines to Chicago Midway Airport. ✈️ The total travel time from San Antonio to Chicago by plane is around 4 hours and 27 minutes, offering a quick and efficient way to reach your destination. 💸 Ticket prices for flights between Chicago and San Antonio can range from $98 to $486, giving travelers flexibility in choosing the best option for their budget and schedule.
Departure Point
San Antonio Airport
Arrival Point
Chicago Midway Airport
Useful tips for plane travellers
• Book your flight in advance with Southwest Airlines (southwest.com) to secure the best fares and ensure a direct flight that typically takes around 2h 30m, saving you valuable travel time.
• Upon arrival at Chicago Midway Airport, utilize the Airport Transit System to navigate easily; signs are clear and staff are available to assist, making transfers to public transport or taxis straightforward.
• Expect the taxi fare from Midway Airport to downtown Chicago to be around $30-$40, plus tolls and tip; for a more economical option, consider ridesharing services like Uber or Lyft which you can book via their apps.
With a travel time of 25 hours and 5 minutes, you can expect a journey filled with diverse landscapes and pit stops along the way. 🎫 The bus ticket prices between Chicago and San Antonio can range from $240 to $624, offering budget-friendly options for travelers looking to explore the Midwest and Great Plains regions of the United States on a shoestring.
Useful tips for bus travellers
• Make sure to pack snacks and drinks for the long journey, as some transfers may not have convenient access to food, especially during late hours; consider bringing a travel-friendly cooler or insulated bag for provisions.
• Keep an eye on your bus schedule through the Greyhound website or app, as departure times may vary; download the app for real-time updates and to keep all your confirmation details handy: greyhound.com
• Upon arriving at the Greyhound Bus Station in Chicago, expect high traffic; familiarize yourself with the layout of the station beforehand using this map here, and consider using ride-share services to get around efficiently if you're heading to the city center.

Frequently asked questions

Find out more about the route from San Antonio to Chicago.

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The cheapest way to travel from San Antonio to Chicago is by taking a train. The cost of a train ticket can range from $55 to $370, depending on the class and type of train chosen. The journey takes approximately 30 hours and 44 minutes, so be prepared for a longer travel time compared to other modes of transportation.
The fastest way to travel from San Antonio to Chicago is by flying. There are multiple airlines that offer direct flights between the two cities, with a flight duration of approximately 4 hours and 27 minutes. Prices for flights can vary depending on the airline and time of booking, but generally range from $85 to $430. It is recommended to check for deals and compare prices from different airlines to find the best option for your travel dates.
The distance between San Antonio and Chicago is approximately 1059 miles. This is the straight line or air distance, and the actual road distance is about 1222.3 miles. The travel time may vary depending on the mode of transportation chosen and the traffic conditions. It is advisable to factor in extra time for rest stops, meals, and potential delays while traveling this distance.
The most convenient way to travel from San Antonio to Chicago without a car is by taking a bus. There are several reputable bus companies, such as Greyhound, that provide direct services between the two cities. The journey typically takes around 25 hours and 46 minutes, and ticket prices range from $220 to $650, depending on the time of travel and the type of ticket you choose. It's important to book your bus ticket in advance to secure the best fares and seats for your trip.
The travel time from San Antonio to Chicago typically takes around 4 hours and 27 minutes, including any necessary transfers. This can vary depending on factors such as traffic conditions and the mode of transportation chosen. It is advisable to check the specific schedule and duration with the chosen airline, train, or bus company for the most accurate information before making travel arrangements.
The cheapest option to travel from San Antonio to Chicago is by bus, with prices ranging from $220 to $650, and a travel time of 25 hours and 46 minutes. Another affordable option is taking the train, which costs between $55 and $370, and takes approximately 30 hours and 44 minutes. However, the quickest way to reach Chicago is by flying, with a flight duration of around 4 hours and 27 minutes, and prices ranging from $85 to $430.
There are plenty of accommodation options in Chicago, with over 1116 hotels to choose from. Prices for hotels in the area start at $58 per night. Whether you prefer luxury accommodations, budget hotels, or something in between, you will be able to find a suitable place to stay near Chicago. It is advisable to book in advance to ensure availability and secure the best rates.
Yes, you can drive from San Antonio to Chicago. The driving distance is approximately 1222 miles, and it usually takes about 19 hours and 51 minutes to complete the journey. This option provides flexibility and allows you to make stops along the way, but it is important to consider factors like traffic, weather conditions, and rest stops for a safe and comfortable trip.
Yes, there is a bus route from San Antonio to Chicago but there is no direct bus between the two cities. The journey requires transfers at various locations such as St Marys Bet. Market & Villita, California & 35th Street, and 35th/Archer Orange Line Station. The total travel time, including transfers, is approximately 25 hours and 46 minutes. It is recommended to check the schedule and plan accordingly for a smooth journey.
You can catch the bus from San Antonio to Chicago at the Tornado Bus Co - San Antonio station. The Tornado Bus Company operates bus services between these two destinations. Make sure to check the bus schedule in advance and arrive at the station on time. The bus journey from San Antonio to Chicago usually takes several hours, so be prepared for a long trip.
The San Antonio bus to Chicago arrives at the Chicago station. The bus service is operated by Tornado Bus Company. The Chicago station serves as a major transportation hub in the city, offering connections to various modes of transportation and easy access to nearby attractions and accommodations. Passengers can disembark at the station and explore the city or continue their journey to other destinations.
To get to Chicago from San Antonio Airport, you have various options. The most convenient way is to take a flight from San Antonio International Airport to Chicago O'Hare International Airport or Midway International Airport. There are several airlines that operate this route, offering multiple flights daily. Once you arrive at the airport in Chicago, you can take a taxi, ride-share service, or public transportation to your desired destination within the city. Public transportation options include the CTA Blue Line from ORD or the CTA Orange Line from MDW, both of which provide easy access to downtown Chicago and other neighborhoods.
Southwest Airlines is the main airline that offers direct flights between San Antonio and Chicago. Their flights depart from San Antonio International Airport and arrive at Chicago Midway Airport. Other airlines such as American Airlines, United Airlines, and Spirit Airlines may also offer flights between these two cities, but they may involve layovers or indirect routes. It is recommended to check with the airlines for the most up-to-date information on flight schedules and availability.
The fastest way to travel from San Antonio to Chicago is by taking a direct flight. The quickest flight available is a 2 hour and 30-minute journey from San Antonio Airport to Chicago Midway Airport. Southwest Airlines offers flights between these two airports. On average, it takes around 4 hours and 27 minutes to reach Chicago from San Antonio by plane. The prices for a flight between the two cities can range from $88 to $426.
The flight from San Antonio to Chicago typically takes around 2 hours and 30 minutes. However, the duration may vary depending on factors such as weather conditions and specific flight routes. It is advisable to check with the airlines for the most up-to-date information regarding flight times.
Trains from San Antonio to Chicago arrive at Chicago Union Station. This historic train station is located in downtown Chicago and provides convenient access to various transportation options and attractions in the city. Chicago Union Station is a major transportation hub and serves as a central point for both local and long-distance train services. Upon arrival, passengers can easily navigate the station to continue their journey or explore the nearby areas.
Yes, there is a direct train between San Antonio and Chicago. The train leaves from San Antonio Amtrak Station once daily and arrives at Chicago Union Station. The journey takes approximately 30 hours and 44 minutes. Please note that schedules may vary, so it is recommended to check with Amtrak or other railway services for the most up-to-date information.
To catch the train from San Antonio to Chicago you will need to go to the San Antonio Amtrak Station. This is where Amtrak operates the train services for this route. The station is located at 350 Hoefgen Avenue. Make sure to arrive early to allow enough time for check-in and boarding.
The cost of a flight from San Antonio to Chicago can vary depending on various factors such as the airline, time of booking, and travel dates. On average, prices for this route range from $88 to $426. It is recommended to compare prices across different airlines and use flight comparison websites to find the best deals and discounts. Additionally, booking your flight in advance and being flexible with your travel dates can help you secure cheaper fares.
The cost of a train ticket from San Antonio to Chicago varies depending on the class and type of ticket you choose. On average, prices can range from $55 to $370. It is recommended to book your ticket in advance to secure the best rates. Additionally, pricing may differ during peak travel seasons, so it is advisable to check for any ongoing promotions or discounts.
The cost of a bus ticket from San Antonio to Chicago varies depending on the provider and the date of travel. On average, you can expect to pay between $224 and $604 for a one-way ticket. However, it's recommended to check with different bus companies and booking platforms for the most accurate and up-to-date prices. Additionally, prices may vary depending on factors such as the time of year, availability, and any promotional offers that may be available.
The cost of driving from San Antonio to Chicago can vary depending on several factors, such as the vehicle you're driving, gas prices, and the route you take. Generally, the estimated cost for gas for this trip is around $220 - $320. However, additional expenses like toll fees, accommodation, and food should also be taken into account. It's recommended to plan your budget accordingly and factor in any additional expenses to get an accurate estimate of the total cost of driving from San Antonio to Chicago.

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