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How to Travel from

San Mateo to Chicago

by Plane, Route or Car

San Mateo
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Chicago
Transport search to Chicago
San Mateo
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Chicago
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32 h 55 min
3458 km.
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Five ways to Travel from San Mateo to Chicago

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Fastest
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Transport providers

Airlines

American Airlines

Website:
aa.com/
Plane from San Francisco International Airport to Chicago
Ave. Duration:
4h 15m
Frequency:
Every day
Estimated price:
$140.33–$574.06

Delta

Website:
delta.com/
Plane from San Francisco International Airport to Midway
Ave. Duration:
6h 45m
Frequency:
Every day
Estimated price:
$216.87–$369.95
Plane from San Francisco International Airport to Chicago
Ave. Duration:
5h 54m
Frequency:
Every day
Estimated price:
$153.08–$280.65
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
6h 10m
Frequency:
Every day
Estimated price:
$191.35–$344.44

United Airlines

Website:
united.com/
Plane from San Francisco International Airport to Chicago
Ave. Duration:
4h 23m
Frequency:
Every day
Estimated price:
$178.60–$548.54
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
4h 15m
Frequency:
Every day
Estimated price:
$216.87–$892.98

Frontier Airlines

Website:
flyfrontier.com/
Plane from San Francisco International Airport to Midway
Ave. Duration:
7h 24m
Frequency:
Wednesday
Estimated price:
$59.96–$293.41
Plane from Norman Y. Mineta San José International Airport to Midway
Ave. Duration:
6h 24m
Frequency:
Monday, Wednesday, Friday, and Saturday
Estimated price:
$82.92–$357.19
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
6h 30m
Frequency:
Monday, Wednesday, and Friday
Estimated price:
$63.78–$280.65

Alaska Airlines, Inc.

Website:
alaskaair.com/
Plane from San Francisco International Airport to Chicago
Ave. Duration:
4h 12m
Frequency:
Every day
Estimated price:
$140.33–$625.09

Southwest Airlines

Website:
southwest.com/
Plane from San Francisco International Airport to Midway
Ave. Duration:
4h 7m
Frequency:
Every day
Estimated price:
$176.62
Plane from Norman Y. Mineta San José International Airport to Midway
Ave. Duration:
4h 5m
Frequency:
Every day
Estimated price:
$204.11–$574.06
Plane from Oakland International Airport to Midway
Ave. Duration:
4h 5m
Frequency:
Every day
Estimated price:
$165.58
Plane from Norman Y. Mineta San José International Airport to Chicago
Ave. Duration:
7h 52m
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$153.08–$446.49

Train operators

Caltrain

Phone:
+1 800-660-4287
Website:
caltrain.com
Train from San Mateo Caltrain Southbound to Santa
Ave. Duration:
42 min
Frequency:
Every 30 minutes
Estimated price:
$7.65–$10.21

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Richmond to Chicago
Ave. Duration:
2d 4h
Frequency:
Once daily
Estimated price:
$216.87–$765.41

BART

Phone:
+1-510-464-6000
Website:
bart.gov
Train from Millbrae to Richmond
Ave. Duration:
1h 13m
Frequency:
Every 30 minutes
Estimated price:
$12.12–$15.31

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from San Francisco Bus Station to Sparks
Ave. Duration:
6h 10m
Frequency:
Twice daily
Estimated price:
$17.86–$153.08
Bus from Sparks Transit Center to Denver
Ave. Duration:
21h 5m
Frequency:
Once daily
Estimated price:
$82.92–$484.76

Burlington Trailways

Phone:
+1 (319) 735-2864
Website:
burlingtontrailways.com
Bus from Denver to Omaha
Ave. Duration:
9h 10m
Frequency:
Once daily
Estimated price:
$108.43–$216.87
Bus from Omaha to Chicago
Ave. Duration:
8h 25m
Frequency:
Once daily
Estimated price:
$95.68–$204.11

Questions and Answers

What is the cheapest way to get from San Mateo to Chicago?

The cheapest way to get from San Mateo to Chicago is to fly which costs $65.22 - $271.74 and takes 5h 59m.

What is the fastest way to get from San Mateo to Chicago?

The fastest way to get from San Mateo to Chicago is to fly which takes 5h 59m and costs $65.22 - $271.74 .

Is there a direct bus between San Mateo and Chicago?

No, there is no direct bus from San Mateo to Chicago. However, there are services departing from S Delaware St & 2nd Ave and arriving at Chicago via San Francisco Bus Station, Sparks Transit Center, Denver and Omaha. The journey, including transfers, takes approximately 2 days 2h.

Is there a direct train between San Mateo and Chicago?

No, there is no direct train from San Mateo to Chicago station. However, there are services departing from San Mateo Caltrain Northbound and arriving at Chicago Union Station via Millbrae and Richmond. The journey, including transfers, takes approximately 2 days 6h.

How far is it from San Mateo to Chicago?

The distance between San Mateo and Chicago is 3007 km. The road distance is 3459 km.

How do I travel from San Mateo to Chicago without a car?

The best way to get from San Mateo to Chicago without a car is to bus which takes 2 days 2h and costs $260.87 - $923.91 .

How long does it take to get from San Mateo to Chicago?

It takes approximately 5h 59m to get from San Mateo to Chicago, including transfers.

Where do I catch the San Mateo to Chicago bus from?

San Mateo to Chicago bus services, operated by Greyhound USA, depart from San Francisco Bus Station.

Where do I catch the San Mateo to Chicago train from?

San Mateo to Chicago train services, operated by BART, depart from Millbrae station.

Bus or fly from San Mateo to Chicago?

The best way to get from San Mateo to Chicago is to fly which takes 5h 59m and costs $65.22 - $271.74 . Alternatively, you can bus, which costs $260.87 - $923.91 and takes 2 days 2h.

Where does the San Mateo to Chicago bus arrive?

San Mateo to Chicago bus services, operated by Greyhound USA, arrive at Sparks Transit Center station.

What is the time difference between San Mateo and Chicago?

Chicago is 2h ahead of San Mateo. It is currently 09:55 in San Mateo and 11:55 in Chicago.

Where does the San Mateo to Chicago train arrive?

San Mateo to Chicago train services, operated by BART, arrive at Richmond station.

Can I drive from San Mateo to Chicago?

Yes, the driving distance between San Mateo to Chicago is 3459 km. It takes approximately 32h 58m to drive from San Mateo to Chicago.

Where can I stay near Chicago?

There are 1249+ hotels available in Chicago. Prices start at $65.98 per night.
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