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

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The best prices from San Diego to Chicago are usually found in August or July, booked 21 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
$74 - $313
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

December

High demand for flights, 34% potential price rise

Cheapest in

August

Best time to find cheap flights, 64% potential price drop

Round-trip from

$74

From San Diego to Chicago

One-way from

$36

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 20 days early can save you up to 48% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from San Diego to Chicago for as little as $213 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 $293 for flights departing within the next 3 days.

What is the cheapest month to fly from San Diego to Chicago?

The best pricing can be found in the month of August. Prices to Chicago from San Diego average $182. You can even find prices in August for less than $182, as users have found deals to Chicago from as low as $64. The month of December appears to be one of the more expensive times to travel to Chicago from San Diego. Flying in the targeted month can save you up to 34%.

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 December, January 2021

The best prices found for SAN to CHI flights for December, January
10 Dec - 14 Dec
$40pp
SAN
San Diego
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SAN
San Diego
11 Dec - 13 Dec
$45pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
6 Dec - 13 Dec
$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

San Diego to Chicago 2021 flight deals

Cheap flights to Chicago from San Diego found for this year
10 Dec - 14 Dec
$40pp
SAN
San Diego
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SAN
San Diego
11 Dec - 13 Dec
$45pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
6 Dec - 13 Dec
$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

Non-stop flights to Chicago from San Diego

Save time with San Diego to Chicago direct flight deals
11 Dec - 13 Dec
$45pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
6 Dec - 13 Dec
$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
13 Dec - 20 Dec
$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

Last minute flights from San Diego to Chicago

Late deals on round-trip flights to Chicago from San Diego, departing today and this week
10 Dec - 14 Dec
$40pp
SAN
San Diego
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SAN
San Diego
11 Dec - 13 Dec
$45pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
6 Dec - 13 Dec
$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

One-way flights to Chicago from San Diego

The cheapest one-way flights from San Diego to Chicago
7:39 am - 1:33 pm
United Airlines
Nonstop
3h 54m
SAN - ORD
United Airlines
$36
United
4:15 am - 10:17 am
American Airlines
Nonstop
4h 02m
SAN - ORD
American Airlines
6:42 am - 12:49 pm
Major Airline
Nonstop
4h 07m
SAN - ORD
Major Airline
$51
StudentUniverse

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.

What safety measures are being taken by airlines flying from San Diego to Chicago to control the spread of COVID-19?

Alaska Airlines, Southwest, and Delta are some of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Some of the new policies that have been implemented to accommodate travelers flying from San Diego to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from San Diego to Chicago have flexible cancellations due to COVID-19?

Spirit Airlines, American Airlines, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

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 Multiple Airlines for just $40, but on average you can expect to pay $52.

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 $63.

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.

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

You can find nonstop flights on the following days: Sunday, Tuesday, Wednesday, Thursday, Friday.

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

On average, you can expect to see 18 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.

How long is the flight from San Diego to Chicago?

Departing from San Diego to Chicago will take you 3h 36m. The distance between San Diego and Chicago is about 1729 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from San Diego to Chicago round-trip?

Cheapflights users have booked flights from San Diego to Chicago round-trip from $45. Other airlines that can offer you cheap pricing are Frontier, from $51, and United Airlines, from $71. Users have found that Spirit Airlines is 78% 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 airlines for a one-way flight from San Diego to Chicago are Spirit Airlines ($23), Frontier ($34), and United Airlines ($36).

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 02m
Average temperature for December in Chicago
37.4 °F
Avg rainfall for December in Chicago
1.2 ″

Airports servicing San Diego

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 6 airlines from San Diego to Chicago

The chart below displays the airlines Cheapflights users traveling from San Diego to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$101 $202 No cancel fee 62%
Spirit Airlines
$100 $258 No cancel fee 65%
American Airlines
$105 $353 No cancel fee 71%
Delta
$122 $362 No cancel fee N/A
United Airlines
$115 $371 No cancel fee 69%
Alaska Airlines
$134 $449 No cancel fee 75%

Hourly flight availability from San Diego to Chicago

Morning 6 AM to noon 95% of SAN to CHI departures
Afternoon Noon to 6 PM 4% 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
25 daily flights
Monday
25 daily flights
Tuesday
7 daily flights
Wednesday
22 daily flights
Thursday
6 daily flights
Friday
15 daily flights
Saturday
12 daily flights
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