There are 7 ways to get from San Antonio to Chicago by plane, bus, train or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly San Antonio to Chicago Midway  •  4 h 43 min

  1. Fly from San Antonio (SAT) to Chicago Midway (MDW) SAT - MDW

$193 - $655

Cheapest option

Bus  •  27 h 20 min

  1. Take the bus from San Antonio, Tx to Dallas, Tx 9386 / ...
  2. Take the bus from Dallas, Tx to Chicago, Il 1500

$126 - $314

5 alternative options

Fly San Antonio to Chicago O'Hare  •  5 h 11 min

  1. Fly from San Antonio (SAT) to Chicago O'Hare (ORD) SAT - ORD

$163 - $496

Bus to Austin, fly to Chicago Midway  •  6 h 41 min

  1. Take the bus from San Antonio, Tx to Austin, Tx
  2. Fly from Austin (AUS) to Chicago Midway (MDW) AUS - MDW

$229 - $544

Bus to Austin, fly to Chicago O'Hare  •  6 h 58 min

  1. Take the bus from San Antonio, Tx to Austin, Tx
  2. Fly from Austin (AUS) to Chicago O'Hare (ORD) AUS - ORD

$179 - $405

Train  •  30 h 52 min

  1. Take the train from San Antonio Amtrak to Chicago Union Station Texas Eagle

$160 - $490

Drive  •  19 h 45 min

  1. Drive from San Antonio to Chicago 1222.8 miles

$120 - $180

Questions & Answers

The cheapest way to get from San Antonio to Chicago is to drive which costs $120 - $180 and takes 19 h 45 min.

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The quickest way to get from San Antonio to Chicago is to fly which costs $190 - $700 and takes 4 h 43 min.

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No, there is no direct bus from San Antonio to Chicago. However, there are services departing from San Antonio, Tx and arriving at Chicago, Il via Dallas, Tx. The journey, including transfers, takes approximately 27 h 20 min.

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Yes, there is a direct train departing from San Antonio Amtrak and arriving at Chicago Union Station station. Services depart once daily, and operate every day. The journey takes approximately 30 h 52 min.

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The distance between San Antonio and Chicago is 1059 miles. The road distance is 1222.8 miles.

Get driving directions

The best way to get from San Antonio to Chicago without a car is to bus which takes 27 h 20 min and costs $120 - $320.

More details

It takes approximately 4 h 43 min to get from San Antonio to Chicago, including transfers.

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San Antonio to Chicago bus services, operated by Greyhound USA, depart from San Antonio, Tx station.

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San Antonio to Chicago train services, operated by Amtrak, depart from San Antonio Amtrak station.

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The best way to get from San Antonio to Chicago is to fly which takes 4 h 43 min and costs $190 - $700. Alternatively, you can bus, which costs $120 - $320 and takes 27 h 20 min, you could also train, which costs $160 - $490 and takes 30 h 52 min.

Mode details

The quickest flight from San Antonio Airport to Chicago Midway Airport is the direct flight which takes 2 h 30 min.

Search flights

San Antonio to Chicago bus services, operated by Greyhound USA, arrive at Chicago, Il station.

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Map of how to get from San Antonio to Chicago.
Launch map view
  • Distance: 1058.9 miles
  • Duration: 4 h 43 min

What companies run services between San Antonio, TX, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from San Antonio to Chicago hourly. Alternatively, you can take a bus from San Antonio to Chicago via Dallas, Tx in around 27 h 20 min.

Airlines
Southwest Airlines
Website
southwest.com
Flights from San Antonio to Chicago Midway
Ave. Duration
2 h 35 min
When
Every day
Estimated price
$440 - $1,100
Flights from San Antonio to Chicago Midway via St. Louis
Ave. Duration
4 h 1 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$440 - $1,100
Flights from San Antonio to Chicago Midway via Kansas City
Ave. Duration
4 h 5 min
When
Saturday
Estimated price
$440 - $1,100
Flights from San Antonio to Chicago Midway via Houston Hobby Apt
Ave. Duration
4 h 15 min
When
Saturday and Sunday
Estimated price
$440 - $1,100
Flights from San Antonio to Chicago Midway via Dallas
Ave. Duration
4 h 10 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$440 - $1,100
Flights from Austin to Chicago Midway
Ave. Duration
2 h 32 min
When
Every day
Estimated price
$380 - $1,000
Flights from Austin to Chicago Midway via St. Louis
Ave. Duration
3 h 55 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$380 - $1,000
Flights from Austin to Chicago Midway via Houston Hobby Apt
Ave. Duration
4 h 14 min
When
Every day
Estimated price
$380 - $1,000
Flights from Austin to Chicago Midway via Dallas
Ave. Duration
4 h 20 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$380 - $1,000
Flights from Austin to Chicago Midway via Nashville
Ave. Duration
4 h 17 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$380 - $1,000
Flights from Austin to Chicago Midway via Kansas City
Ave. Duration
4 h 20 min
When
Monday to Friday
Estimated price
$380 - $1,000
United Airlines
Website
united.com
Flights from San Antonio to Chicago O'Hare
Ave. Duration
2 h 47 min
When
Every day
Estimated price
$360 - $950
Flights from San Antonio to Chicago O'Hare via Houston
Ave. Duration
4 h 50 min
When
Every day
Estimated price
$360 - $950
Flights from Austin to Chicago O'Hare
Ave. Duration
2 h 41 min
When
Every day
Estimated price
$330 - $750
Flights from Austin to Chicago O'Hare via Houston
Ave. Duration
4 h 42 min
When
Every day
Estimated price
$330 - $750
American Airlines
Website
aa.com
Flights from San Antonio to Chicago O'Hare
Ave. Duration
2 h 53 min
When
Every day
Estimated price
$350 - $1,000
Flights from San Antonio to Chicago O'Hare via Dallas/Ft.Worth
Ave. Duration
4 h 41 min
When
Every day
Estimated price
$350 - $1,000
Flights from Austin to Chicago O'Hare
Ave. Duration
2 h 45 min
When
Every day
Estimated price
$330 - $750
Flights from Austin to Chicago O'Hare via Dallas/Ft.Worth
Ave. Duration
4 h 33 min
When
Every day
Estimated price
$330 - $750
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from San Antonio Amtrak to Chicago Union Station
Ave. Duration
30 h 52 min
Frequency
Once daily
Estimated price
$160 - $490
Website
amtrak.com
Coach Seat
$160 - $250
Flexi Coach Seat
$290 - $430
Business Coach Seat
$350 - $490
Room
$650 - $900
Bus operators
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from San Antonio, Tx to Austin, Tx
Ave. Duration
1 h 30 min
Frequency
Every 30 minutes
Estimated price
$14 - $35
Website
greyhound.com
Economy
$14 - $21
Flexible
$25 - $35
Bus from San Antonio, Tx to Dallas, Tx
Ave. Duration
4 h 50 min
Frequency
Hourly
Estimated price
$30 - $75
Website
greyhound.com
Economy
$30 - $50
Flexible
$55 - $75
Bus from Dallas, Tx to Chicago, Il
Ave. Duration
21 h 30 min
Frequency
Every 4 hours
Estimated price
$95 - $240
Website
greyhound.com
Economy
$95 - $160
Flexible
$180 - $240

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