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Cheap flights from San Diego to Chicago from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Diego to Chicago departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:20 am - 12:39 pm
SAN
-
ORD
4h 19mnonstop
American Airlines Logo
8:06 pm - 10:40 pm
ORD
-
SAN
4h 34mnonstop
$161American Airlines
Wed, Mar 4 - Wed, Mar 18
Frontier Logo
6:55 am - 12:52 am
SAN
-
ORD
15h 57m
1 stop
Frontier Logo
8:43 am - 2:25 pm
ORD
-
SAN
7h 42m
1 stop
$162Frontier
Mon, Apr 20 - Sat, Apr 25
Frontier Logo
11:42 am - 9:50 am
SAN
-
ORD
20h 08m
1 stop
Frontier Logo
8:25 am - 11:06 pm
ORD
-
SAN
16h 41m
2 stops
$163Frontier
Sat, Apr 18 - Tue, Apr 21
Frontier Logo
9:18 pm - 12:57 am
SAN
-
ORD
25h 39m
1 stop
Frontier Logo
2:29 pm - 12:02 am
ORD
-
SAN
11h 33m
1 stop
$164Frontier
Sun, Mar 15 - Mon, Apr 6
Frontier Logo
6:25 am - 2:54 pm
SAN
-
ORD
6h 29m
1 stop
Frontier Logo
7:00 am - 2:31 pm
ORD
-
SAN
9h 31m
1 stop
$166Frontier
Thu, Feb 26 - Tue, Mar 10
Alaska Airlines Logo
5:42 pm - 11:59 pm
SAN
-
ORD
4h 17mnonstop
Alaska Airlines Logo
7:40 am - 10:29 am
ORD
-
SAN
4h 49mnonstop
$167Alaska Airlines
Fri, Feb 27 - Wed, Mar 11
American Airlines Logo
10:35 pm - 4:39 am
SAN
-
ORD
4h 04mnonstop
American Airlines Logo
8:06 pm - 10:40 pm
ORD
-
SAN
4h 34mnonstop
$168American Airlines
Sun, Mar 15 - Wed, Mar 18
Multiple Airlines Logo
3:16 pm - 3:59 pm
SAN
-
ORD
22h 43m
1 stop
Multiple Airlines Logo
4:51 pm - 9:14 pm
ORD
-
SAN
30h 23m
2 stops
$169Multiple Airlines
Tue, Mar 17 - Tue, Mar 24
Frontier Logo
9:07 pm - 6:47 am
SAN
-
ORD
7h 40m
1 stop
Frontier Logo
5:11 am - 12:11 am
ORD
-
SAN
21h 00m
1 stop
$170Frontier
Thu, Apr 16 - Fri, Apr 24
Hawaiian Airlines Logo
5:42 pm - 11:59 pm
SAN
-
ORD
4h 17mnonstop
Hawaiian Airlines Logo
3:07 pm - 5:52 pm
ORD
-
SAN
4h 45mnonstop
$171Hawaiian Airlines
Sat, Feb 21 - Tue, Mar 3

Frontier flights from San Diego to Chicago O'Hare Intl Airport

Our best Frontier deals on San Diego to Chicago O'Hare Intl Airport flight tickets
Frontier
Mar 15
SAN9:18 pmSan Diego
25h 39m
1 stop
ORD12:57 amChicago O'Hare Intl
Apr 6
ORD2:29 pmChicago O'Hare Intl
11h 33m
1 stop
SAN12:02 amSan Diego
$164
Frontier
Feb 27
SAN6:25 amSan Diego
26h 26m
2 stops
ORD10:51 amChicago O'Hare Intl
Mar 10
ORD7:00 amChicago O'Hare Intl
9h 31m
1 stop
SAN2:31 pmSan Diego
$165
Frontier
Feb 26
SAN6:25 amSan Diego
6h 29m
1 stop
ORD2:54 pmChicago O'Hare Intl
Mar 10
ORD7:00 amChicago O'Hare Intl
9h 31m
1 stop
SAN2:31 pmSan Diego
$166

United Airlines flights from San Diego to Chicago O'Hare Intl Airport

Our best United Airlines deals on San Diego to Chicago O'Hare Intl Airport flight tickets
United Airlines
Apr 1
SAN7:40 pmSan Diego
7h 47m
1 stop
ORD5:27 amChicago O'Hare Intl
Apr 4
ORD7:00 amChicago O'Hare Intl
4h 40m
SAN9:40 amSan Diego
$180
United Airlines
May 15
SAN4:04 pmSan Diego
6h 54m
1 stop
ORD12:58 amChicago O'Hare Intl
May 16
ORD7:05 amChicago O'Hare Intl
4h 37m
SAN9:42 amSan Diego
$197
United Airlines
Feb 21
SAN7:50 pmSan Diego
7h 22m
1 stop
ORD5:12 amChicago O'Hare Intl
Mar 3
ORD7:59 pmChicago O'Hare Intl
4h 45m
SAN10:44 pmSan Diego
$200

momondo Fare Finder

 
Customize your flight search to find flights from San Diego to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 7, 2026.
Use the filters below to find and compare flights from San Diego to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 3/4

6:20 am-12:39 pm

Nonstop4h 19m

Chicago O'Hare Intl

Wed 3/18

8:06 pm-10:40 pm

Nonstop4h 34m

$161

San DiegoChicago

SAN - ORD

SANORD

San Diego

Mon 4/20

6:55 am-12:52 am

1 stop15h 57m

Chicago O'Hare Intl

Sat 4/25

8:43 am-2:25 pm

1 stop7h 42m

$162

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 4/18

11:42 am-9:50 am

1 stop20h 08m

Chicago O'Hare Intl

Tue 4/21

8:25 am-11:06 pm

2 stops16h 41m

$163

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sun 3/15

9:18 pm-12:57 am

1 stop25h 39m

Chicago O'Hare Intl

Mon 4/6

2:29 pm-12:02 am

1 stop11h 33m

$164

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 2/26

6:25 am-2:54 pm

1 stop6h 29m

Chicago O'Hare Intl

Tue 3/10

7:00 am-2:31 pm

1 stop9h 31m

$166

San DiegoChicago

SAN - ORD

SANORD

San Diego

Fri 2/27

5:42 pm-11:59 pm

Nonstop4h 17m

Chicago O'Hare Intl

Wed 3/11

7:40 am-10:29 am

Nonstop4h 49m

$167

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sun 3/15

10:35 pm-4:39 am

Nonstop4h 04m

Chicago O'Hare Intl

Wed 3/18

8:06 pm-10:40 pm

Nonstop4h 34m

$168

San DiegoChicago

SAN - ORD

SANORD

San Diego

Tue 3/17

3:16 pm-3:59 pm

1 stop22h 43m

Chicago O'Hare Intl

Tue 3/24

4:51 pm-9:14 pm

2 stops30h 23m

$169

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 4/16

9:07 pm-6:47 am

1 stop7h 40m

Chicago O'Hare Intl

Fri 4/24

5:11 am-12:11 am

1 stop21h 00m

$170

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 2/21

5:42 pm-11:59 pm

Nonstop4h 17m

Chicago O'Hare Intl

Tue 3/3

3:07 pm-5:52 pm

Nonstop4h 45m

$171

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from San Diego to Chicago O'Hare Intl Airport

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 to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Diego averaging around $249.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $378. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from San Diego because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $558.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from San Diego in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $248 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $456. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest San Diego to Chicago O'Hare Intl flight route?

Fly from San Diego to Chicago O'Hare Intl for the best San Diego - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from San Diego when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $311 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from San Diego for as low as $248 on momondo.

What cabin class options are available on San Diego to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on San Diego to Chicago O'Hare Intl 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 San Diego to Chicago O'Hare Intl Airport flights?

You could potentially save up to 3% on your flight if you consider stops on a San Diego to Chicago O'Hare Intl Airport flight.

How have San Diego to Chicago O'Hare Intl Airport flight prices changed over time?

As of February 2026, prices for San Diego to Chicago O'Hare Intl Airport flights are approximately 47% cheaper when compared to flights at the same time last year.

When to book flights from San Diego to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from San Diego to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Diego to Chicago O'Hare Intl Airport (SAN to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Diego to Chicago O'Hare Intl Airport

Best Price Found

$135

Fastest flight time

3h 59m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from San Diego in the past 72 hours is $135. The best round-trip flight deal from San Diego to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $254.
The fastest flight from San Diego to Chicago O'Hare Intl Airport takes 3h 59m
Direct flights go from San Diego to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is San Diego to Chicago O'Hare Intl by plane?

    A flight from San Diego to Chicago O'Hare Intl will travel around 1717.8 mi. Typically, this will take 3h 59m by plane in normal conditions.

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

    Prices for flights from San Diego Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from San Diego Airport to Chicago O'Hare Intl 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 San Diego Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from San Diego to Chicago O'Hare Intl Airport?

  • What is the most popular airline from San Diego to Chicago O'Hare Intl Airport?

Best airlines flying from San Diego to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from San Diego to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $92Free CancellationRating
6.3
8,430 reviews
Search Spirit Airlines flights
FrontierPriceFrom $111Free CancellationRating
5.7
3,052 reviews
Search Frontier flights
Alaska AirlinesPriceFrom $138Free CancellationRating
8.0
11,850 reviews
Search Alaska Airlines flights
Hawaiian AirlinesPriceFrom $139Free CancellationRating
7.8
2,829 reviews
Search Hawaiian Airlines flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
11,249 reviews
Search American Airlines flights
United AirlinesPriceFrom $174Free CancellationRating
7.4
9,255 reviews
Search United Airlines flights
DeltaPriceFrom $236Free CancellationRating
7.9
8,173 reviews
Search Delta flights

  • Alaska Airlines Flights From San Diego to Chicago O'Hare Intl Airport

    Across 7 Alaska Airlines flights from San Diego to Chicago O'Hare Intl Airport this week, the average price was $263, with the best Alaska Airlines deals starting from $138 round-trip. 11,851 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.

  • Hawaiian Airlines Flights From San Diego to Chicago O'Hare Intl Airport

    Hawaiian Airlines is also a popular choice for this route. Hawaiian Airlines flight deals for San Diego to Chicago O'Hare Intl Airport start from as low as $139 round-trip, depending on your selected dates, with average Hawaiian Airlines deals seen on momondo around $197. Hawaiian Airlines operates 11 flights to Chicago O'Hare Intl Airport from San Diego in an average week. Users have rated it 7.8/10 across 2,829 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
New Buffalo
Kenosha
Oak Brook
Joliet
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Diego to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from San Diego to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

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

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

If you are not ready to book a flight from San Diego to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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