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)

All the information you need to plan the best SAN to CHI flight in 2022: compare San Diego to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
SAN - CHI
Price
$74 - $313
CHI
Temperature
23 - 73.4 °F
CHI
Precipitation
1.7 - 4.9 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

Average price

$197

Average for round-trip flights in January 2022

Round-trip from

$74

From San Diego to Chicago (CHI)

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
When is the cheapest time to fly from San Diego to Chicago (SAN - CHI)?

It’s optimal to fly from San Diego to Chicago at noon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

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 $205. You can even find prices in August for less than $205, as users have found deals to Chicago from as low as $35. 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 52%.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 18 days in advance, which can save you up to 11% on flights from San Diego to Chicago compared to booking the week you need them. Waiting 18 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $189. For sooner than that we have options available in the next 3 days from $217.

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

Departing on a Wednesday is a good option for securing a great price. You can expect to save up to 26% when planning your travel around this day of the week.

Cheap flights from San Diego to Chicago in January, February 2022

The best prices found for SAN to CHI flights for January, February
9 Feb - 14 Feb
$110pp
SAN
San Diego
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SAN
San Diego
8 Feb - 15 Feb
$113pp
SAN
San Diego
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SAN
San Diego
29 Jan - 26 Feb
$114pp
SAN
San Diego
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SAN
San Diego

San Diego to Chicago 2022 flight deals

Cheap flights to Chicago from San Diego found for this year
20 Apr - 26 Apr
$81pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
3 May - 4 May
$95pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
21 Apr - 26 Apr
$100pp
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
20 Apr - 26 Apr
$81pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
3 May - 4 May
$95pp
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
21 Apr - 26 Apr
$100pp
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
29 Jan - 26 Feb
$114pp
SAN
San Diego
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SAN
San Diego
29 Jan - 31 Jan
$118pp
SAN
San Diego
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SAN
San Diego
2 Feb - 7 Feb
$121pp
SAN
San Diego
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SAN
San Diego

One-way flights to Chicago from San Diego

The cheapest one-way flights from San Diego to Chicago
5:59 pm - 12:00 am
American Airlines
Nonstop
4h 01m
SAN - ORD
American Airlines
11:59 am - 1:02 am
Frontier
1 Stop
11h 03m
SAN - ORD
Frontier
$78
JustFly
10:51 am - 6:34 am
Multiple Airlines
1 Stop
17h 43m
SAN - ORD
Multiple Airlines
$83
Gotogate

Related info for your journey

Useful info, stats and facts about <span class="emphasized">San Diego</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From San Diego to Chicago

What airport do you fly from for flights from San Diego to Chicago?

If you book a flight to Chicago from San Diego, you will be flying from San Diego, which is the city’s only airport. San Diego (SAN) is located 2.6 mi from the center of San Diego. There are 25 flights from San Diego to Chicago per day from 8 different airlines.

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 Spirit Airlines for just $81, but on average you can expect to pay $112.

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 $138.

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?

Nonstop flights are available for this route on the following days: Monday, Tuesday, Wednesday, Friday.

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

7 flight departures from San Diego to Chicago per day on average.
Early Morning (Midnight to 6am) - 14% of flight departures
Morning (6am - Noon) - 71% of flight departures
Afternoon (Noon - 6pm) - 14% of flight departures

How long is the flight from San Diego to Chicago?

Airlines like Spirit Airlines and Frontier fly from San Diego to Chicago in about 4h 08m. The time it takes to get you to your destination can typically vary by up to 16h 16m. Airlines will cover a distance of 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?

Spirit Airlines, at $81, was found to be the cheapest airline from San Diego to Chicago. An alternate airline flying to your destination would be Frontier. You may be able to fly from San Diego to Chicago for 60% less than the average price by searching for these airlines.

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

One-way options have recently been found by users for as low as $36 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $52 and American Airlines from $75 one-way.

What are the most popular airlines that fly from San Diego to Chicago?

Consider Major Airline, American Airlines or Alaska Airlines when booking your flight. These represent the most popular airlines when flying from San Diego to Chicago.

What are the most reliable airlines from San Diego to Chicago?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from San Diego to Chicago on time: Austrian Airlines (100%), Cathay Pacific (100%), Aer Lingus (99%).

What are the cheapest flights from San Diego to Chicago?

On average you can expect to pay $436 for a flight from San Diego to Chicago. The cheapest flight overall is $36 while the most popular route, (San Diego - Chicago O'Hare Intl) is currently priced at $81.

What are the most popular routes from San Diego to Chicago?

While some choose either San Diego - Chicago Midway or San Diego - Chicago Greater Rockford, San Diego - Chicago O'Hare Intl is the most popular route from San Diego to Chicago.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from San Diego?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from San Diego need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from San Diego must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from San Diego are not required to quarantine after entering Chicago.

Do I need a test to fly back to San Diego from Chicago?

Returning to San Diego from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to San Diego.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering San Diego.

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for San Diego to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from San Diego to Chicago.
Flight duration from SAN to Chicago
4h 17m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing San Diego

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Top 6 airlines flying 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
Spirit Airlines
$100 $258 No cancel fee 65%
Frontier
$101 $202 No cancel fee 62%
American Airlines
$105 $353 No cancel fee 71%
United Airlines
$115 $371 No cancel fee 69%
Delta
$122 $362 No cancel fee N/A
Alaska Airlines
$134 $449 No cancel fee 75%

Hourly flight availability from San Diego to Chicago

See what time of day planes typically take off from San Diego towards Chicago.
Morning 6 AM to noon 49% of SAN to CHI departures
Early morning Midnight to 6 AM 38% of SAN to CHI departures
Afternoon Noon to 6 PM 8% of SAN to CHI departures
Evening 6 PM to midnight 5% of SAN to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from San Diego to Chicago
See how many times per day planes take to the skies headed from San Diego to Chicago.
Sunday
28 daily flights
Monday
30 daily flights
Tuesday
21 daily flights
Wednesday
24 daily flights
Thursday
24 daily flights
Friday
31 daily flights
Saturday
17 daily flights
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