Cheap flights from Chicago to San Diego from $44

1 adult
Economy
0 bags
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Mon 10/2
Mon 10/9

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Flight information for Chicago to San Diego
(CHI to SAN)

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Diego

Best Price Found

$44

Fastest flight time

4h 00m

Direct flights

Every day

Airports in San Diego

1 airport
The best one-way flight to San Diego from Chicago in the past 72 hours is $44. The best round-trip flight deal from Chicago to San Diego found on momondo in the last 72 hours is $101.
The fastest flight from Chicago to San Diego takes 4h 00m
Direct flights go from Chicago to San Diego every day.
There is 1 airport near San Diego: San Diego (SAN)

How to get the cheapest flight ticket from Chicago to San Diego

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

January. The cheapest time of year to fly to San Diego from Chicago is January. Most expensive is July

What is the cheapest day to depart Chicago for San Diego?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

When is the cheapest time to fly from Chicago to San Diego?

In the morning. Chicago to San Diego flights are approximately 14% more expensive in the afternoon than in the morning

What is the cheapest airline that flies to San Diego from Chicago?

Frontier. Alaska Airlines, American Airlines, and Delta are the most popular carriers operating from Chicago to San Diego

What is the cheapest Chicago to San Diego flight route?

Chicago Midway - San Diego. Fly from Chicago Midway to San Diego for the best Chicago - San Diego flight prices

How far in advance should you book Chicago to San Diego flights?

41 days before. The cheapest time to buy a flight from Chicago to San Diego is approximately 41 days to departure

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

The number of flights available between Chicago and San Diego is 25 per day as of September 2023. The most frequent departure time is 2:00PM, with 50% of daily flights leaving in the afternoon.

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

179 flights are operational weekly from Chicago to San Diego as of September 2023. The most popular departure day for this route is Monday, with 19% of flights per week taking off on this day.

What cabin class options are available on Chicago to San Diego flights?

There are 3 cabin classes available to choose from on Chicago to San Diego flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to San Diego flights?

You could potentially save up to 22% on your flight if you consider stops on a Chicago to San Diego flight.

When you’re planning your trip from Chicago to San Diego, the most popular airport-to-airport route is Chicago O'Hare Intl Airport to San Diego Airport. You may be looking for an airport near Chicago O'Hare Intl Airport to depart from when traveling to San Diego and Chicago Midway Airport, located in Chicago is a great option. When traveling from Chicago, it is helpful to have an alternative airport to fly into when you land in San Diego. Good options for arrival airports in San Diego, you can try Ontario Airport (in Ontario), Santa Ana J. Wayne/Orange Cnty Airport (in Santa Ana), or Palm Springs Airport (in Palm Springs). In September, $99 is typically the cheapest round trip price you’ll find from Chicago to San Diego which you can find when you fly MDW — SAN.

Chicago O'Hare Intl Airport (ORD) to San Diego Airport (SAN)$101
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Chicago O'Hare Intl Airport (ORD) to Ontario Airport (ONT)$129
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Chicago O'Hare Intl Airport (ORD) to Santa Ana J. Wayne/Orange Cnty Airport (SNA)$102
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Chicago Midway Airport (MDW) to Ontario Airport (ONT)$113
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Chicago Midway Airport (MDW) to San Diego Airport (SAN)$99
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Chicago O'Hare Intl Airport (ORD) to Palm Springs Airport (PSP)$237
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Easily compare round-trip flights from Chicago to San Diego

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to San Diego by changing tabs
Frontier
Nov 11
MDW12:45 amChicago Midway
20h 18m
1 stop
SAN6:03 pmSan Diego
Nov 15
SAN2:06 amSan Diego
10h 36m
1 stop
MDW12:42 pmChicago Midway
Multiple Airlines
Nov 4
ORD3:00 amChicago O'Hare Intl
7h 25m
1 stop
SAN7:25 amSan Diego
Nov 7
SAN11:10 amSan Diego
15h 16m
1 stop
ORD2:26 amChicago O'Hare Intl
Spirit Airlines
Nov 11
ORD10:38 amChicago O'Hare Intl
9h 46m
1 stop
SAN5:24 pmSan Diego
Nov 15
SAN2:15 pmSan Diego
9h 21m
1 stop
ORD11:36 pmChicago O'Hare Intl
Frontier
Oct 17
MDW1:45 amChicago Midway
19h 50m
1 stop
SAN6:35 pmSan Diego
Oct 21
SAN4:06 amSan Diego
10h 41m
1 stop
MDW2:47 pmChicago Midway
Frontier
Oct 24
ORD8:59 amChicago O'Hare Intl
20h 09m
1 stop
SAN2:08 amSan Diego
Oct 31
SAN12:05 pmSan Diego
16h 48m
1 stop
ORD4:53 amChicago O'Hare Intl
Multiple Airlines
Oct 18
MDW9:41 amChicago Midway
6h 35m
1 stop
SAN1:16 pmSan Diego
Oct 24
SAN10:35 amSan Diego
18h 04m
1 stop
MDW4:39 amChicago Midway

Find the cheapest one-way flights from Chicago to San Diego

If you're looking for one-way flights from Chicago to San Diego, view some of our deals below provided by American Airlines, Frontier and Spirit Airlines
Frontier
Nov 1
ORD7:53 amChicago O'Hare Intl
8h 11m
1 stop
SAN1:04 pmSan Diego
Multiple Airlines
Nov 15
ORD1:35 amChicago O'Hare Intl
7h 07m
1 stop
SAN5:42 amSan Diego
Spirit Airlines
Oct 25
ORD3:00 amChicago O'Hare Intl
13h 16m
2 stops
SAN1:16 pmSan Diego

Search last-minute flights to San Diego from Chicago

Find and compare round-trip flight prices for your last-minute flight from Chicago to San Diego
Frontier
Oct 4
MDW5:14 pmChicago Midway
12h 02m
1 stop
SAN2:16 amSan Diego
Oct 11
SAN9:25 amSan Diego
9h 09m
1 stop
MDW6:34 pmChicago Midway
Multiple Airlines
Oct 2
MDW6:39 pmChicago Midway
13h 11m
1 stop
SAN4:50 amSan Diego
Oct 5
SAN4:03 pmSan Diego
15h 42m
1 stop
MDW7:45 amChicago Midway
Spirit Airlines
Oct 2
ORD3:19 pmChicago O'Hare Intl
30h 04m
3 stops
SAN6:23 pmSan Diego
Oct 5
SAN12:55 pmSan Diego
11h 40m
1 stop
ORD12:35 amChicago O'Hare Intl
Frontier
Oct 4
MDW8:17 amChicago Midway
7h 47m
1 stop
SAN1:04 pmSan Diego
Oct 10
SAN2:25 amSan Diego
25h 20m
1 stop
MDW3:45 amChicago Midway
Multiple Airlines
Oct 3
ORD6:55 pmChicago O'Hare Intl
15h 41m
2 stops
SAN7:36 amSan Diego
Oct 5
SAN4:03 pmSan Diego
12h 56m
1 stop
ORD4:59 amChicago O'Hare Intl
Spirit Airlines
Oct 4
ORD7:47 pmChicago O'Hare Intl
13h 37m
1 stop
SAN6:24 amSan Diego
Oct 11
SAN4:15 pmSan Diego
8h 20m
1 stop
ORD12:35 amChicago O'Hare Intl

Best airlines flying from Chicago to San Diego

Compare and see reviews for airlines that fly from Chicago to San Diego with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $116Free CancellationRating
6.0
2,809 reviews
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FrontierPriceFrom $118Free CancellationRating
5.8
1,041 reviews
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DeltaPriceFrom $118Free CancellationRating
7.8
1,565 reviews
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Alaska AirlinesPriceFrom $216Free CancellationRating
7.9
3,001 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $218Free CancellationRating
7.2
2,716 reviews
Search United Airlines flights
American AirlinesPriceFrom $251Free CancellationRating
7.1
2,890 reviews
Search American Airlines flights
  • Alaska Airlines Flights From Chicago to San Diego

    Alaska Airlines flies from Chicago to San Diego around 11 times per week, with 3,001 momondo users rating the airline 7.9/10. The cheapest Alaska Airlines deal from Chicago to San Diego in the last 72 hours was $216 (round-trip), much lower than the average airfare cost of $442 for Alaska Airlines flights on this route.

  • United Airlines Flights From Chicago to San Diego

    $218 is the best United Airlines flight deal from Chicago to San Diego found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $433, however, with flight time and availability significantly affecting the price. United Airlines (7.2/10 from 2,716 user reviews) flies into San Diego from Chicago 21 times in an average week so prices can vary.


American Airlines flights from Chicago to San Diego

Our best American Airlines deals on Chicago to San Diego flight tickets
American Airlines
Oct 28
ORD12:55 pmChicago O'Hare Intl
4h 17m
SAN2:12 pmSan Diego
Nov 4
SAN9:30 amSan Diego
4h 09m
ORD1:39 pmChicago O'Hare Intl
American Airlines
Oct 24
ORD12:55 pmChicago O'Hare Intl
4h 17m
SAN2:12 pmSan Diego
Oct 31
SAN4:05 amSan Diego
4h 09m
ORD8:14 amChicago O'Hare Intl
American Airlines
Oct 24
ORD3:25 amChicago O'Hare Intl
8h 06m
1 stop
SAN8:31 amSan Diego
Oct 28
SAN2:16 amSan Diego
4h 14m
ORD6:30 amChicago O'Hare Intl

Frontier flights from Chicago to San Diego

Our best Frontier deals on Chicago to San Diego flight tickets
Frontier
Nov 11
MDW12:45 amChicago Midway
20h 18m
1 stop
SAN6:03 pmSan Diego
Nov 15
SAN2:06 amSan Diego
10h 36m
1 stop
MDW12:42 pmChicago Midway
Frontier
Oct 17
MDW1:45 amChicago Midway
19h 50m
1 stop
SAN6:35 pmSan Diego
Oct 21
SAN4:06 amSan Diego
10h 41m
1 stop
MDW2:47 pmChicago Midway
Frontier
Nov 1
MDW4:37 pmChicago Midway
12h 39m
1 stop
SAN2:16 amSan Diego
Nov 8
SAN2:06 amSan Diego
10h 36m
1 stop
MDW12:42 pmChicago Midway

  • How far is Chicago to San Diego by plane?

    There are 1730.3 mi between Chicago and San Diego. In terms of flight time, this usually takes a little over 4h 17m.

  • When did momondo last update prices for flights from Chicago to San Diego Airport?

    Prices for flights from Chicago to San Diego Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to San Diego Airport?

  • How old do you have to be to fly from Chicago to San Diego Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to San Diego Airport.

  • What documentation or ID do you need to fly to San Diego Airport?

    The travel and health documents you'll need for your trip to San Diego Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Diego Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Alternative routes for Chicago to San Diego

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Los Angeles Flights
Fastest flight time4h 15m
Cheapest price$91
Chicago to Burbank Flights
Fastest flight time5h 55m
Cheapest price$112
Chicago to Santa Ana Flights
Fastest flight time4h 10m
Cheapest price$102
Chicago to Oakland, California Flights
Fastest flight time6h 10m
Cheapest price$106
Chicago to Palm Springs Flights
Fastest flight time4h 10m
Cheapest price$237
Chicago to Ontario Flights
Fastest flight time4h 25m
Cheapest price$113
Chicago to San Francisco Flights
Fastest flight time4h 28m
Cheapest price$78
St. Louis to Los Angeles Flights
Fastest flight time3h 55m
Cheapest price$133
Chicago to San Jose Flights
Fastest flight time4h 36m
Cheapest price$115
Chicago to Sacramento Flights
Fastest flight time4h 31m
Cheapest price$130
St. Louis to Ontario Flights
Fastest flight time7h 01m
Cheapest price$118
Chicago to Long Beach Flights
Fastest flight time6h 37m
Cheapest price$257

Similar Chicago to San Diego flights

Flexible with your destination? Broaden your search and find flights similar to your Chicago to San Diego route

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San Diego?

Finding the right flight to San Diego from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to San Diego quick and easy, saving you time and money.

Can I find flights from Chicago to San Diego with flexible booking policies on momondo?

Flights from Chicago to San Diego with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to San Diego?

momondo provides multiple filters to help you find the best flight to San Diego from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to San Diego right now. Can momondo alert me if prices change?

If you are simply researching potential flights to San Diego, momondo offers a useful price alert feature which will track prices for flights to San Diego from Chicago and alert you when they change.


An easier way to manage your San Diego trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.