Flight USAFlight ChicagoFlight San Diego - Chicago

Compare all flight tickets and find cheap flights from San Diego to Chicago

The cheapest flights right now

San Diego – Chicago
Outbound – Sep 26, 2026
ASSAN
direct
4h 18m
ORD
Return – Oct 3, 2026
ASORD
direct
4h 36m
SAN
$235
2 days ago
San Diego – Chicago
Outbound – Sep 27, 2026
AASAN
direct
4h 14m
ORD
Return – Oct 4, 2026
AAORD
direct
4h 20m
SAN
$232
2 days ago

* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.

The best flight deals for a week

San Diego – Chicago
Outbound – Sep 26, 2026
ASSAN
direct
4h 18m
ORD
Return – Oct 3, 2026
ASORD
direct
4h 36m
SAN
$235
2 days ago
San Diego – Chicago
Outbound – Sep 27, 2026
AASAN
direct
4h 14m
ORD
Return – Oct 4, 2026
AAORD
direct
4h 20m
SAN
$232
2 days ago

* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.

info departure city :
San Diego, USA
airports :
Lindbergh Field (SAN)
Montgomery Field (MYF)
NAS (NZY)
local time :

San Diego is a city in the country USA, the time zone is [[timezone]]. In San Diego, it is currently {fromLocalTime}, the temperature is on average 22°C, with a minimum of 17°C and a maximum of 29°C.

The city of San Diego has 3 airport(s): Lindbergh Field, Montgomery Field and NAS

destination info :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :

Chicago is in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {toLocalTime}, the temperature is on average 29°C, with a minimum of 24°C and a maximum of 36°C.

The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare

Useful info about Chicago

What is the least touristic period to go to Chicago?

If you want to visit Chicago during the least touristic period, choose the month of January.

What is the most popular time to travel to Chicago?

In Chicago, the most popular month is July. It is during this period that the prices offered by airlines are also the highest.

When should I book my flight from San Diego to Chicago?

This information is not available at this time.

What are the arrival and destination airports when traveling between San Diego and Chicago?

This information is not available at this time.

How to reach San Diego airport from the city centre?

The airport Lindbergh Field is located 4 km, Montgomery Field is located 10 km or NAS is located 6 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.

Are there other means of transportation to go from San Diego to Chicago?

Airplane is the only means of transportation listed on Liligo for this journey.

Are there big differences in weather between San Diego and Chicago?

In summer, the average temperature is 22°C in Chicago and 21°C in San Diego. The average rainfall in summer is 141 mm in Chicago and 4 mm in San Diego. In summer, it is warmer in Chicago and it rains less in San Diego. In winter, it is colder in San Diego and it rains more in Chicago.

Prepare your stay in Chicago

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