How to travel from San Diego, CA to Chicago, IL

Sat, Apr 04
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Amtrak
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Greyhound
American Airlines
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Amtrak
Spirit Airlines
Greyhound
American Airlines
United
1,000+ more
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Travel Information

Compare train, flight, and bus for San Diego, CA to Chicago, IL

Omio recommends booking the train as it is the most popular option from San Diego, CA to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $83. For those with little time consider booking a flight which can get you there in 4h 32m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.8 - 2.5kg. The ticket price range depends on the travel mode: a flight costs an average of $83, and a train costs an average of $198.

Distance: 1729 miles (2784 km)

Compare train with

Most popular
Train
Flight
Bus

$523

Average price

$260

Average price

Cheapest

$339

Average price

48h 39m

Average total duration

48h 9m

Onboard

+

30m

Additional time*

7h 32m

Average total duration

Fastest

4h 32m

Onboard

+

3h 0m

Additional time*

49h 18m

Average total duration

48h 48m

Onboard

+

30m

Additional time*

0.8 - 2.5kg

CO2 emissions

Lowest

8.4 - 16.7kg

CO2 emissions

2.8 - 7.0kg

CO2 emissions

Amtrak

Most popular train company

Spirit Airlines

Most popular airline

Greyhound

Most popular bus company

Direct Options

Direct Options

Direct Options

Additional time: Average total travel duration to departure point, security checks and transfers.

Travel options
from San Diego, CA to Chicago, IL

How to get from San Diego, CA to Chicago, IL by train, bus or flight.

Our recommendation

bus

The best way to travel from San Diego, CA to Chicago, IL is by taking a bus because it’s the best combination of price and speed.

  • FlixBusFlixBus+Greyhoundundefined · undefined · undefined
    12:40 PM49h45
    San Diego, San Ysidro Transit Center
    4:25 PMChicago, Greyhound Bus Station
    $3021One-way
    3 transfers

Cheapest

  • FlixBusFlixBus+Greyhoundundefined · undefined · undefined
    12:40 PM49h45
    San Diego, San Ysidro Transit Center
    4:25 PMChicago, Greyhound Bus Station
    $3021One-way
    3 transfers

Fastest

  • American AirlinesAA2796
    10:35 PM4h04
    San Diego International Airport
    4:39 AMO'Hare International Airport
    $5261One-way
    0 transfers

Other options

  • Amtrak581 Pacific Surfliner · 4 Southwest Chief
    2:10 PM46h32
    Old Town Station, San Diego, CA
    2:42 PMChicago Union Station, Chicago, IL
    $5411One-way
    1 transfer
  • Amtrak581 Pacific Surfliner · 4 Southwest Chief
    2:01 PM46h41
    Santa Fe Depot, San Diego, CA
    2:42 PMChicago Union Station, Chicago, IL
    $5411One-way
    1 transfer
  • Amtrak785 Pacific Surfliner · 4785 AMTRAK · 6 California Zephyr
    4:10 PM68h29
    Old Town Station, San Diego, CA
    2:39 PMChicago Union Station, Chicago, IL
    $5971One-way
    2 transfers
  • FlixBusFlixBus+Greyhoundundefined · undefined · undefined
    1:10 PM49h15
    San Diego, West Harbor Drive (The Headquarters at Seaport District), CA
    4:25 PMChicago, Greyhound Bus Station
    $3261One-way
    3 transfers
  • Greyhoundundefined · undefined · undefined · undefined
    7:35 PM54h45
    San Diego, Congress Street (Old Town Park), CA
    4:20 AMChicago, Greyhound Bus Station
    $3731One-way
    3 transfers
  • Greyhoundundefined · undefined · undefined · undefined
    7:00 PM59h00
    San Diego, San Ysidro Transit Center
    8:00 AMChicago, Union Station (Amtrak), IL
    $3681One-way
    3 transfers
  • UnitedUA2343
    6:20 AM4h14
    San Diego International Airport
    12:34 PMO'Hare International Airport
    $5261One-way
    0 transfers
  • American AirlinesAA1494
    6:20 AM4h19
    San Diego International Airport
    12:39 PMO'Hare International Airport
    $5261One-way
    0 transfers
  • American AirlinesAA2131
    1:34 PM4h17
    San Diego International Airport
    7:51 PMO'Hare International Airport
    $5261One-way
    0 transfers

Find all the dates and times for this journey by train, bus, flight, and ferry .

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FAQs: Travel from San Diego, CA to Chicago, IL

Travel to Chicago, IL easily. Whether you want fast, cheap or something entirely different, our travel experts have collected everything you need to know so you can find the best option from San Diego, CA to Chicago, IL.

FAQs
There are 3 options to travel between San Diego, CA and Chicago, IL including taking a train, flight, and bus.
The cheapest way to travel from San Diego, CA to Chicago, IL is a flight with an average price of $83 (€67).

This is compared to other travel options from San Diego, CA to Chicago, IL:

A flight is $61 (€50) less than a bus for this route with tickets for a bus from San Diego, CA to Chicago, IL costing on average $144 (€117).

A flight is $115 (€94) less than a train for this route with tickets for a train from San Diego, CA to Chicago, IL costing on average $198 (€161).

The fastest way to travel from San Diego, CA to Chicago, IL is by flight with an average journey time of 3h 59m.

Other travel options to Chicago, IL take longer:

Train takes on average 46h 41m.

Bus takes on average 48h 35m.

The distance from San Diego, CA to Chicago, IL is approximately 1729 miles (2784 km).
The average frequency per day from San Diego, CA to Chicago, IL is:
  • Around 37 flights per day.
  • Around 12 buses per day.
  • Around 5 trains per day.

However, we recommend checking specific travel dates for your route between San Diego, CA and Chicago, IL as scheduled services by train, flight, and bus can vary by season or day of the week.

These are the most popular departure and arrival points from San Diego, CA to Chicago, IL:
  • Flights mostly depart from San Diego International Airport and arrive in O'Hare International Airport.
  • Trains mostly depart from Santa Fe Depot, San Diego, CA and arrive in Chicago Union Station, Chicago, IL.
  • Buses mostly depart from San Diego, Congress Street (Old Town Park), CA and arrive in Chicago, Greyhound Bus Station.
If finding a good deal is your main consideration for your trip from San Diego, CA to Chicago, IL, then we'll help you find the best value travel companies for you:
  • Travel with Spirit Airlines, American Airlines, United to go to Chicago, IL by flight.
  • Travel with Amtrak to go to Chicago, IL by train.
  • Travel with Greyhound to go to Chicago, IL by bus.
Yes, there is a direct route available from San Diego, CA to Chicago, IL:
  • 8 direct flights per day with American Airlines, United.
Omio customers who travel from San Diego, CA to Chicago, IL often also extend their vacation to go to San Francisco, CA, New York, NY, Indianapolis, IN, Milwaukee, WI, Minneapolis, MN. Omio can help you plan your trip by finding the best connections between Chicago, IL and these popular destinations at a great price.
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