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
Add another flight clear all

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

Home North America USA Illinois Chicago Cheap flights from San Diego to Chicago

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

SAN - CHI
Price
$202 - $297
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches
Popular in December High demand for flights, 19% potential price rise
Cheapest in February Best time to find cheap flights, 16% potential price drop
Round-trip from C$ 202 From San Diego to Chicago
One-way from C$ 24 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.

When is the cheapest time to fly from San Diego to Chicago (SAN - CHI)?

When flying from San Diego to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 21% versus a flight in the morning.

Cheap flights from San Diego to Chicago in September, October 2020

The best prices found for SAN to CHI flights for September, October
2 Oct - 9 Oct
$47pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
1 Oct - 5 Oct
$48pp
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 Oct - 18 Oct
$49pp
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
2 Oct - 9 Oct
$47pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
1 Oct - 5 Oct
$48pp
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 Oct - 18 Oct
$49pp
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
2 Oct - 9 Oct
$47pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
1 Oct - 5 Oct
$48pp
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 Oct - 18 Oct
$49pp
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
25 Sep - 4 Oct
$48pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
24 Sep - 27 Sep
$49pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
25 Sep - 2 Oct
$50pp
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
6:12 am - 12:05 pm
Spirit Airlines
Nonstop
3h 53m
SAN - ORD
Spirit Airlines
$24
Gotogate
6:22 am - 12:15 pm
Spirit Airlines
Nonstop
3h 53m
SAN - ORD
Spirit Airlines
$25
Travelgenio
6:12 am - 12:05 pm
Spirit Airlines
Nonstop
3h 53m
SAN - ORD
Spirit Airlines
$26
KAYAK

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 $47, but on average you can expect to pay $63.

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 $65.

Are there last-minute flights available from San Diego to Chicago for under $100?

There are currently 20+ open flights from San Diego to Chicago within the next 7 days for less than $100.

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.

How long is the flight from San Diego to Chicago?

Departing from San Diego to Chicago will take you 3h 53m. Generally, flights for this route are nonstop.

What is the cheapest airline to fly from San Diego to Chicago round-trip?

Cheapflights users have booked flights from San Diego to Chicago round-trip from $47. Users have found that Spirit Airlines is 80% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from San Diego to Chicago one-way?

The cheapest airline for a one-way flight from San Diego to Chicago is Spirit Airlines ($24).

Related searches

Flights to Chicago from San Diego
Flights to San Diego Flights to Chicago Flights from San Diego Flights from Chicago

Rent a Car

Car Rentals in Chicago Car Rentals in Illinois Car Rentals at Chicago-O'Hare Intl Car Rentals at Chicago Midway Car Rentals at Chicago Rockford

Alternative routes for San Diego to Chicago

Los Angeles to Bloomington from $273 pp
Long Beach to Bloomington from $287 pp
Burbank to Bloomington from $288 pp

Destination information for Chicago

Things to know before you go. Useful info for your trip from San Diego to Chicago
Flight duration
4h 07m
Average temperature for September in Chicago
77.0 °F
Avg rainfall for September in Chicago
2.4 ″

Airports servicing San Diego

San Diego (SAN)

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Chicago Midway (MDW)
Rockford (RFD)

Popular flight searches

Check out other popular destinations found by fellow travelers

Hourly flight availability from San Diego to Chicago

Early morning Midnight to 6 AM 35% of SAN to CHI departures
Afternoon Noon to 6 PM 33% of SAN to CHI departures
Morning 6 AM to noon 32% 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
29 daily flights
Monday
25 daily flights
Tuesday
23 daily flights
Wednesday
25 daily flights
Thursday
26 daily flights
Friday
28 daily flights
Saturday
24 daily flights
Home North America USA Illinois Chicago Cheap flights from San Diego to Chicago