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

The cheapest way to get from San Diego to Chicago is to fly which costs $75 - $650 and takes 5h 42m.

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

The fastest way to get from San Diego to Chicago is to fly which takes 5h 42m and costs $75 - $650.

Is there a direct bus between San Diego and Chicago?

No, there is no direct bus from San Diego to Chicago station. However, there are services departing from Santa Fe Depot, CA and arriving at Chicago Bus Station via Santa Ana Bus Stop, Las Vegas S Strip Transit Terminal and St Louis Bus Station. The journey, including transfers, takes approximately 2 days 3h.

Is there a direct train between San Diego and Chicago?

No, there is no direct train from San Diego to Chicago station. However, there are services departing from San Diego and arriving at Chicago Union Station via Los Angeles. The journey, including transfers, takes approximately 2 days 17h.

How far is it from San Diego to Chicago?

The distance between San Diego and Chicago is 1751 miles. The road distance is 2089.3 miles.

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

The best way to get from San Diego to Chicago without a car is to bus which takes 2 days 3h and costs .

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

It takes approximately 5h 42m to get from San Diego to Chicago, including transfers.

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

San Diego to Chicago bus services, operated by Amtrak, depart from Santa Fe Depot, CA station.

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

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

Train, bus or fly from San Diego to Chicago?

The best way to get from San Diego to Chicago is to fly which takes 5h 42m and costs $75 - $650. Alternatively, you can bus, which costs and takes 2 days 3h, you could also train, which costs $110 - $850 and takes 2 days 17h.

Where does the San Diego to Chicago bus arrive?

San Diego to Chicago bus services, operated by Amtrak, arrive at Santa Ana Amtrak Station.

What is the time difference between San Diego and Chicago?

Chicago is 2h ahead of San Diego. It is currently 5:50 AM in San Diego and 7:50 AM in Chicago.

Where does the San Diego to Chicago train arrive?

San Diego to Chicago train services, operated by Amtrak, arrive at Los Angeles station.

Can I drive from San Diego to Chicago?

Yes, the driving distance between San Diego to Chicago is 2089 miles. It takes approximately 32h 19m to drive from San Diego to Chicago.

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

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

Where can I stay near Chicago?

There are 1250+ hotels available in Chicago. Prices start at $71<span style='font-size: 9px;'> USD</span> per night.

San Diego to Chicago - 5 ways to travel via train, plane, bus, and car

There are 5 ways to get from San Diego 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 to Chicago Midway5h 42m
1. Fly from San Diego (SAN) to Chicago Midway (MDW)SAN - MDW
$80–610

4 alternative options

Fly to Chicago O'Hare6h 6m
1. Fly from San Diego (SAN) to Chicago O'Hare (ORD)SAN - ORD
$80–480
Bus2d 3h
1. Take the bus from Santa Fe Depot, CA to Santa Ana Amtrak Station
2. Take the bus from Santa Ana Bus Stop to Las Vegas S Strip Transit Terminal
3. Take the bus from Las Vegas S Strip Transit Terminal to St Louis Bus Station
4. Take the bus from St Louis Bus Station to Chicago Bus Station
Train2d 17h
1. Take the train from San Diego to Los AngelesPacific Surfliner
2. Take the train from Los Angeles to Chicago Union StationTexas Eagle
$115–834
Drive32h 19m
1. Drive from San Diego to Chicago2,077.2 mi
$380–548

San Diego (SAN) to Chicago Midway (MDW) flights

40Weekly Planes

4h 32mAverage Duration

$187Cheapest Price

See schedules

Questions & Answers

Launch map view

Distance: 1,740.6 mi
Duration: 5h 42m

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

Southwest Airlines flies from San Diego (SAN) to Chicago Midway (MDW) every 4 hours. Alternatively, you can take a bus from Santa Fe Depot, CA to Chicago Bus Station via Santa Ana Amtrak Station, Santa Ana Bus Stop, Las Vegas S Strip Transit Terminal, and St Louis Bus Station in around 2d 3h.

Airlines

Train operators

Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

How to get fromSan Diego to Chicagoby plane, bus, train or car

Need a hotel room in Chicago?