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

Mon, Aug 24
+ Add return
Travel by train, bus, flight with
Amtrak
Spirit Airlines
Greyhound
American Airlines
United
1,000+ more
Amtrak
Spirit Airlines
Greyhound
American Airlines
United
1,000+ more
QR-Code
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
rate4.9
42K ratings
Google Play
rate4.6
136K reviews

Travel Information

Compare train, bus, and flight 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 $127. For those with little time consider booking a flight which can get you there in 4h 25m. 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 $127, and a train costs an average of $199.

Distance: 1729 miles (2784 km)

Compare train with

Most popular
Train
Flight
Bus
Driving

$351

Average price

$208

Average price

Cheapest

$211

Average price

$443

Average price

(fuel + tolls)

49h 48m

Average total duration

49h 18m

Onboard

+

30m

Additional time*

7h 25m

Average total duration

Fastest

4h 25m

Onboard

+

3h 0m

Additional time*

49h 18m

Average total duration

48h 48m

Onboard

+

30m

Additional time*

30h 1m

Average total duration

(door-to-door)

0.8 - 2.5kg

CO2 emissions

Lowest

8.4 - 16.7kg

CO2 emissions

2.8 - 7.0kg

CO2 emissions

-

CO2 emissions

Amtrak

Most popular train company

Spirit Airlines

Most popular airline

Greyhound

Most popular bus company

Your own car or car rental

Direct Options

Direct Options

Direct Options

Direct Options

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

The cheapest way to travel from San Diego, CA to Chicago, IL is a flight with an average price of $325.

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

A flight is $26 less than a train for this route with tickets for a train from San Diego, CA to Chicago, IL costing on average $351.

A flight is $31 less than a bus for this route with tickets for a bus from San Diego, CA to Chicago, IL costing on average $356.

The fastest way to travel from San Diego, CA to Chicago, IL is by flight with an average journey time of 4h 33m.

Other travel options to Chicago, IL take longer:

Bus takes on average 48h 48m.

Train takes on average 49h 18m.

It's helpful to compare your options as there are 3 ways to travel between San Diego, CA and Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from San Diego, CA to Chicago, IL among Omio's users.

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.

  • Greyhound
    4:50 PM52h40
    San Diego, CA
    9:30 PMChicago, IL
    $1801One-way
    0 transfers

Cheapest

  • Greyhound
    4:50 PM52h40
    San Diego, CA
    9:30 PMChicago, IL
    $1801One-way
    0 transfers

Fastest

  • Greyhound
    7:40 PM49h45
    San Diego, CA
    9:25 PMChicago, IL
    $3461One-way
    0 transfers

Other options

  • Greyhound
    2:35 AM54h35
    San Diego, CA
    9:10 AMChicago, IL
    $1921One-way
    0 transfers
  • Greyhound
    1:45 PM55h40
    San Diego, CA
    9:25 PMChicago, IL
    $2531One-way
    0 transfers
  • Greyhound
    9:10 PM64h50
    San Diego, CA
    2:00 PMChicago, IL
    $3741One-way
    0 transfers

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

Compare prices and tickets Prices for trains, buses and flights

Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Mon
Aug 24
Tue
Aug 25
Wed
Aug 26
Thu
Aug 27
Fri
Aug 28
Sat
Aug 29
Sun
Aug 30

More than 1,000 travel companies trust us to sell their tickets all in one place.

Trenitalia
Easyjet
Deutsche Bahn
SNCF

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, bus, and flight.
The cheapest way to travel from San Diego, CA to Chicago, IL is a flight with an average price of $208.

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

A flight is $2 less than a bus for this route with tickets for a bus from San Diego, CA to Chicago, IL costing on average $211.

A flight is $143 less than a train for this route with tickets for a train from San Diego, CA to Chicago, IL costing on average $351.

The fastest way to travel from San Diego, CA to Chicago, IL is by flight with an average journey time of 4h 25m.

Other travel options to Chicago, IL take longer:

Bus takes on average 48h 48m.

Train takes on average 49h 18m.

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 48 flights per day.
  • Around 12 buses per day.
  • Around 4 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, bus, and flight 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.
  • Buses mostly depart from San Diego, Congress Street (Old Town Park), CA and arrive in Chicago, Greyhound Bus Station.
  • Trains mostly depart from Santa Fe Depot, San Diego, CA and arrive in Chicago Union Station, Chicago, IL.
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 Greyhound to go to Chicago, IL by bus.
  • Travel with Amtrak to go to Chicago, IL by train.
Yes, there is a direct route available from San Diego, CA to Chicago, IL:
  • 10 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.
Most travelers need at least three days in Chicago, IL to see the main sights at a comfortable pace. If you want day trips or a slower itinerary, consider adding extra time.
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
HomeTravelTravel to USATravel to Chicago, ILHow to travel from San Diego, CA to Chicago, IL

The Omio App Makes Travel Planning Easy

We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.

ios-badge
android-badge
Hand With Phone