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

Thu, Oct 08
+ Add return
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American Airlines
Greyhound
Amtrak
Alaska Airlines
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American Airlines
Greyhound
Amtrak
Alaska Airlines
United
1,000+ more
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Travel Information

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

Omio recommends booking the flight 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 bus, with an average ticket price of $321 For those with little time, consider booking a flight, which has an average total journey time of 8h 5m. If you are seeking to minimise your carbon footprint, the train is your best option, with estimated CO2 emissions of 0.8 - 2.5kg. Average ticket prices depend on the travel mode: a bus costs an average of $321, while a train costs an average of $652.

Distance: 1729 miles (2784 km)

Compare flight with

Most popular
Flight
Train
Bus
Driving

$514

Average price

$652

Average price

$321

Average price

Cheapest

$424

Average price

(fuel + tolls)

8h 5m

Average total duration

Fastest

6h 5m

Onboard

+

2h 0m

Additional time*

51h 14m

Average total duration

50h 44m

Onboard

+

30m

Additional time*

50h 57m

Average total duration

50h 27m

Onboard

+

30m

Additional time*

30h 1m

Average total duration

(door-to-door)

8.4 - 16.7kg

CO2 emissions

0.8 - 2.5kg

CO2 emissions

Lowest

2.8 - 7.0kg

CO2 emissions

-

CO2 emissions

United

Most popular airline

Amtrak

Most popular train company

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 bus with an average price of $321 (€269).

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

A bus is $193 (€162) less than a flight for this route with tickets for a flight from San Diego, CA to Chicago, IL costing on average $514 (€432).

A bus is $331 (€278) less than a train for this route with tickets for a train from San Diego, CA to Chicago, IL costing on average $652 (€548).

The fastest way to travel from San Diego, CA to Chicago, IL is by flight with an average journey time of 8h 5m.

Other travel options to Chicago, IL take longer:

Bus takes on average 50h 57m.

Train takes on average 51h 14m.

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 flight as it is the most popular way to get from San Diego, CA to Chicago, IL among Omio's users.
Take the flight. It's the quicker way to make this trip, and the time saved usually justifies the slightly higher cost.

You'll arrive about 23h 56m sooner (6h 5m by flight vs 30h 1m by car). Tickets start at around $514 (€432) compared to roughly $424 (€356) in fuel and tolls — a bit more, but you get time back and avoid a long drive.

Driving makes more sense if you're travelling as a group, want flexibility on timing, or plan to stop en route.

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

flight

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

  • American AirlinesAA2065
    10:40 PM4h09
    San Diego International Airport
    4:49 AMO'Hare International Airport
    $1421One-way
    0 transfers

Cheapest

  • American AirlinesAA2065
    10:40 PM4h09
    San Diego International Airport
    4:49 AMO'Hare International Airport
    $1421One-way
    0 transfers

Fastest

  • UnitedUA540
    10:30 PM4h03
    San Diego International Airport
    4:33 AMO'Hare International Airport
    $1941One-way
    0 transfers

Other options

  • FlixBusFlixBus+Greyhound · ·
    12:40 PM49h45
    San Diego, San Ysidro Transit Center
    4:25 PMChicago, Greyhound Bus Station
    $1861One-way
    3 transfers
  • FlixBusFlixBus+Greyhound · ·
    1:10 PM49h15
    San Diego, West Harbor Drive (The Headquarters at Seaport District), CA
    4:25 PMChicago, Greyhound Bus Station
    $1931One-way
    3 transfers
  • FlixBusFlixBus · FlixBus+Greyhound ·
    9:25 AM53h00
    San Diego, Congress Street (Old Town Park), CA
    4:25 PMChicago, Greyhound Bus Station
    $1941One-way
    4 transfers
  • American AirlinesAA1696
    7:53 AM4h22
    San Diego International Airport
    2:15 PMO'Hare International Airport
    $1421One-way
    0 transfers
  • American AirlinesAA2343
    10:06 AM4h23
    San Diego International Airport
    4:29 PMO'Hare International Airport
    $1421One-way
    0 transfers
  • American AirlinesAA2131
    1:12 PM4h30
    San Diego International Airport
    7:42 PMO'Hare International Airport
    $1421One-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, bus, and flight.
The cheapest way to travel from San Diego, CA to Chicago, IL is a bus with an average price of $321 (€269).

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

A bus is $193 (€162) less than a flight for this route with tickets for a flight from San Diego, CA to Chicago, IL costing on average $514 (€432).

A bus is $331 (€278) less than a train for this route with tickets for a train from San Diego, CA to Chicago, IL costing on average $652 (€548).

The fastest way to travel from San Diego, CA to Chicago, IL is by flight with an average journey time of 8h 5m.

Other travel options to Chicago, IL take longer:

Bus takes on average 50h 57m.

Train takes on average 51h 14m.

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 55 flights per day.
  • Around 11 buses per day.
  • Around 3 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.
  • 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 American Airlines, Alaska Airlines, United, Spirit Airlines, Sun Country Airlines 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:
  • 11 direct flights per day with American Airlines, Alaska Airlines, United.
Omio customers who travel from San Diego, CA to Chicago, IL often also extend their vacation to go to New York, NY, Denver, CO, Boston, MA, Dallas, TX, Atlanta, GA. 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

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