Menu

Cheap flights from San Diego to Chicago (SAN - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from San Diego to Chicago are usually found in February or September, booked 50 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

How to find the cheapest flight from
San Diego (SAN) to Chicago (CHI)

SAN - CHI
Price
$202 - $297
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in December High demand for flights, 19% potential price rise
Cheapest in February Best time to find cheap flights, 16% potential price drop
Round-trip from $202 From San Diego to Chicago
One-way from $35 One-way flight from San Diego to Chicago
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from San Diego to Chicago?

It’s generally more expensive to depart on a Wednesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from San Diego to Chicago?

Users have found that booking a flight from San Diego to Chicago at least 37 days early can save you up to 10% on average compared to booking a flight this week. If booking 37 days before your flight isn’t an option for you, users have found flights from San Diego to Chicago for as little as $177 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $177 for flights departing within the next 3 days.

Cheap flights from San Diego to Chicago in July, August 2020

The best prices found for SAN to CHI flights for July, August
14 Jul - 28 Jul
$72pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
29 Jul - 4 Aug
$73pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
15 Jul - 21 Jul
$74pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego

San Diego to Chicago 2020 flight deals

Cheap flights to Chicago from San Diego found for this year
14 Jul - 28 Jul
$72pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
29 Jul - 4 Aug
$73pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
15 Jul - 21 Jul
$74pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego

Non-stop flights to Chicago from San Diego

Save time with San Diego to Chicago direct flight deals
14 Jul - 28 Jul
$72pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
29 Jul - 4 Aug
$73pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
15 Jul - 21 Jul
$74pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego

Last minute flights from San Diego to Chicago

Late deals on round-trip flights to Chicago from San Diego, departing today and this week
28 Jun - 10 Jul
$104pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
28 Jun - 9 Jul
$119pp
SAN
San Diego
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
SAN
San Diego
28 Jun - 4 Jul
$133pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego

One-way flights to Chicago from San Diego

The cheapest one-way flights from San Diego to Chicago
11:25 am - 5:37 pm
Spirit Airlines
Nonstop
4h 12m
SAN - ORD
Spirit Airlines
$35
KAYAK
11:25 am - 5:37 pm
Spirit Airlines
Nonstop
4h 12m
SAN - ORD
Spirit Airlines
$36
FlyFar
11:25 am - 5:37 pm
Spirit Airlines
Nonstop
4h 12m
SAN - ORD
Spirit Airlines
$37
FlyFar

Related info for your journey

Useful info, stats and facts about San Diego to Chicago flights.

Flight FAQs

From San Diego to Chicago

Are flight prices decreasing from San Diego to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both San Diego and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from San Diego to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from San Diego to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $72, but on average you can expect to pay $85.

Are there nonstop flights from San Diego to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from San Diego to Chicago under $100. A good price for a nonstop flight from San Diego to Chicago is less than $85.

Are there last-minute flights available from San Diego to Chicago for under $200?

There are currently 20+ open flights from San Diego to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from San Diego to Chicago?

You can find nonstop flights on the following days: Sunday, Monday, Thursday, Friday, Saturday.

How popular is this flight route?

This flight path from San Diego to Chicago was viewed by 328 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What is the cheapest airline for this route?

Southwest Airlines Co. offers the cheapest flights from San Diego to Chicago. Per day you can find on average 127 flights for this route and airline.

How long does the flight from San Diego to Chicago take?

Travelers can expect a nonstop flight to take approximately 5 hours, flying a distance of about 1,074 miles.

How many flights depart from San Diego to Chicago on average per day?

On average, you can expect to see 10 flights from San Diego to Chicago a day.
Morning (6am - Noon) - 100% of flight departures

Is San Diego weather warmer or cooler than Chicago?

Temperatures around the 84 °F's can be experienced in July. The weather in Chicago is hotter than in San Diego. Plan for potential changes in flight availability as peak weather approaches in this location.

Alternative routes for San Diego to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from San Diego to Chicago
Flight duration
4h 11m
Average temperature for July in Chicago
84.2 °F
Avg rainfall for July in Chicago
3.7 ″

Airports servicing San Diego

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Hourly flight availability from San Diego to Chicago

Morning 6 AM to noon 79% of SAN to CHI departures
Afternoon Noon to 6 PM 20% of SAN to CHI departures
Early morning Midnight to 6 AM 1% of SAN to CHI departures
Evening 6 PM to midnight 0% of SAN to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from San Diego to Chicago
Sunday
12 daily flights
Monday
9 daily flights
Tuesday
6 daily flights
Wednesday
7 daily flights
Thursday
15 daily flights
Friday
14 daily flights
Saturday
7 daily flights