What is the cheapest way to get from San Diego to Chicago Loop?

The cheapest way to get from San Diego to Chicago Loop is to fly which costs $120 - $550 and takes 4h 43m.

What is the fastest way to get from San Diego to Chicago Loop?

The fastest way to get from San Diego to Chicago Loop is to fly which takes 4h 35m and costs $210 - $950.

Is there a direct bus between San Diego and Chicago Loop?

No, there is no direct bus from San Diego to Chicago Loop. However, there are services departing from San Diego and arriving at Washington & Lasalle via Los Angeles Union Station, St Louis Bus Station and Jefferson & Harrison. The journey, including transfers, takes approximately 2 days 3h.

Is there a direct train between San Diego and Chicago Loop?

No, there is no direct train from San Diego to Chicago Loop station. However, there are services departing from San Diego and arriving at Chicago Union Station via Fullerton Amtrak Station. The journey, including transfers, takes approximately 46h 3m.

How far is it from San Diego to Chicago Loop?

The distance between San Diego and Chicago Loop is 1748 miles. The road distance is 2086.2 miles.

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

The best way to get from San Diego to Chicago Loop without a car is to train which takes 46h 3m and costs $500 - $1,300.

How long does it take to get from San Diego to Chicago Loop?

It takes approximately 4h 35m to get from San Diego to Chicago Loop, including transfers.

Where do I catch the San Diego to Chicago Loop bus from?

San Diego to Chicago Loop bus services, operated by Greyhound Mexico, depart from San Diego station.

Where do I catch the San Diego to Chicago Loop train from?

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

Train, bus or fly from San Diego to Chicago Loop?

The best way to get from San Diego to Chicago Loop is to fly which takes 4h 35m and costs $210 - $950. Alternatively, you can train, which costs $500 - $1,300 and takes 46h 3m, you could also bus, which costs $370 - $750 and takes 2 days 3h.

Where does the San Diego to Chicago Loop bus arrive?

San Diego to Chicago Loop bus services, operated by Greyhound Mexico, arrive at Los Angeles Union Station.

What is the time difference between San Diego and Chicago Loop?

Chicago Loop is 2h ahead of San Diego. It is currently 1:43 PM in San Diego and 3:43 PM in Chicago Loop.

Where does the San Diego to Chicago Loop train arrive?

San Diego to Chicago Loop train services, operated by Amtrak, arrive at Fullerton Amtrak Station.

Can I drive from San Diego to Chicago Loop?

Yes, the driving distance between San Diego to Chicago Loop is 2086 miles. It takes approximately 32h 38m to drive from San Diego to Chicago Loop.

How do I get a train ticket from San Diego to Chicago Loop?

Book your San Diego to Chicago Loop train tickets online with Omio.

Where can I stay near Chicago Loop?

There are 1310+ hotels available in Chicago Loop.

San Diego to Chicago Loop - 6 ways to travel via train, plane, bus, and car

There are 6 ways to get from San Diego to Chicago Loop by plane, train (Amtrak), bus (Greyhound, Flixbus), car, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Fly to Chicago Midway International Airport
best
1. Fly from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW)plane SAN - MDW
4h 35m
$210–935
Fly to Chicago O'Hare International Airport
cheapest
1. Fly from San Diego International Airport (SAN) to Chicago O'Hare International Airport (ORD)plane SAN - ORD
4h 43m
$124–549
Train (Amtrak)
1. Take the train from San Diego to Fullerton Amtrak Stationtrain Pacific Surfliner
2. Take the train from Fullerton Amtrak Station to Chicago Union Stationtrain Southwest Chief
46h 3m
$513–1,252
Bus
1. Take the bus from San Diego to Los Angeles Union Stationbus
2. Take the bus from Los Angeles Union Station to St Louis Bus Stationbus
3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus
2d 3h
$371–705
Drive 2,074.1 mi
1. Drive from San Diego to Chicago Loopcar 2,074.1 mi
32h 38m
$379–547
Fly to General Mitchell International Airport, train
1. Fly from San Diego International Airport (SAN) to General Mitchell International Airport (MKE)plane SAN - MKE
2. Take the train from Milwaukee to Chicago Union Stationtrain
7h
$362–1,581

San Diego to Chicago Loop by train (Amtrak)

7Weekly Trains

46h 3mAverage Duration

$513Cheapest Price

See schedules

Questions & Answers

Map of how to get from San Diego to Chicago Loop.

Launch map view

Distance: 1,737.6 mi
Duration: 4h 35m

What companies run services between San Diego, CA, USA and Chicago Loop, IL, USA?

Southwest Airlines flies from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a train from San Diego to Chicago Union Station via Fullerton Amtrak Station in around 46h 3m.

Airlines

Train operators

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How to get fromSan Diego to Chicago Loopby plane plane train train bus bus car car by plane, train (Amtrak), bus (Greyhound, Flixbus), car or train

Find Transport to Chicago Loop

There are 6 ways to get from San Diego to Chicago Loop by plane, train (Amtrak), bus (Greyhound, Flixbus), car, or train

Fly to Chicago Midway International Airport

Fly to Chicago O'Hare International Airport

Train (Amtrak)

Bus

Drive 2,074.1 mi

Fly to General Mitchell International Airport, train

San Diego to Chicago Loop by train (Amtrak)

Questions & Answers

What companies run services between San Diego, CA, USA and Chicago Loop, IL, USA?

Flights from San Diego International Airport to Chicago Midway International Airport

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Flights from San Diego International Airport to Chicago Midway International Airport via St. Louis

Flights from San Diego International Airport to General Mitchell International Airport

Flights from San Diego International Airport to General Mitchell International Airport via Denver

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Flights from San Diego International Airport to General Mitchell International Airport via St. Louis

Flights from San Diego International Airport to Chicago O'Hare International Airport

Flights from San Diego International Airport to Chicago O'Hare International Airport via Denver

Flights from San Diego International Airport to General Mitchell International Airport via Chicago O'Hare International Airport

Flights from San Diego International Airport to General Mitchell International Airport via Denver

Flights from San Diego International Airport to Chicago O'Hare International Airport

Flights from San Diego International Airport to General Mitchell International Airport via Chicago O'Hare International Airport

Flights from San Diego International Airport to Chicago O'Hare International Airport

Flights from San Diego International Airport to General Mitchell International Airport via Minneapolis

Contact Details

Train from San Diego to Fullerton Amtrak Station

Train from Fullerton Amtrak Station to Chicago Union Station

Train from Milwaukee to Chicago Union Station

Bus from San Diego to Los Angeles Union Station

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Bus from Los Angeles Union Station to St Louis Bus Station

Bus from St Louis Bus Station to Chicago Bus Station

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How to get fromSan Diego to Chicago Loopby plane, train (Amtrak), bus (Greyhound, Flixbus), car or train