What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

How many flights depart from San Diego to Chicago O'Hare Intl Airport on average per day?

17 flights are operational daily from San Diego to Chicago O'Hare Intl Airport as of October 2025. The most popular departure time for this route is 6:00AM, with 59% of flights per day taking off at noon.

What is the most punctual flight time for San Diego to Chicago flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on San Diego to Chicago flights?

According to our data, Hawaiian Airlines have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

What is the cheapest airline that flies from San Diego to Chicago O'Hare Intl?

United Airlines, Southwest, and Frontier are the most popular carriers operating from San Diego to Chicago O'Hare Intl

How often are flights from San Diego to Chicago delayed?

Historically, on average around 9% of flights between San Diego and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 167 minutes.

What airlines fly to Chicago O'Hare Intl Airport?

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from San Diego according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 8 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

How many flights depart from San Diego to Chicago O'Hare Intl Airport on average per week?

As of October 2025, 123 flights take off from San Diego and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Thu, with 32% of weekly flights taking off on this day.

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?

As of October 2025, there are 7 operators available to choose from 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.

$82 Cheap Flights from San Diego to Chicago O'Hare Intl Airport in 2025/26

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5:00 pm - 11:10 pmSAN-ORD

4h 10mnonstop

9:00 am - 11:25 amORD-SAN

4h 25mnonstop

$157Alaska Airlines

Find Deal

Tue, Mar 3 - Tue, Mar 10

5:31 pm - 11:59 pmSAN-ORD

4h 28mnonstop

10:01 pm - 12:38 pmORD-SAN

16h 37m1 stop

$158Multiple Airlines

Find Deal

Mon, Dec 29 - Fri, Jan 9

10:57 am - 8:43 pmSAN-ORD

7h 46m1 stop

8:55 am - 11:22 amORD-SAN

4h 27mnonstop

$159Multiple Airlines

Find Deal

Thu, Dec 4 - Thu, Dec 11

6:34 am - 12:12 amSAN-ORD

15h 38m1 stop

1:24 pm - 2:10 pmORD-SAN

50h 46m2 stops

$162Frontier

Find Deal

Mon, Dec 8 - Sat, Dec 13

5:53 pm - 11:50 pmSAN-ORD

3h 57mnonstop

3:05 pm - 5:33 pmORD-SAN

4h 28mnonstop

$163Hawaiian Airlines

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Sat, Dec 6 - Sat, Dec 13

1:25 pm - 7:46 pmSAN-ORD

4h 21mnonstop

6:10 pm - 8:45 pmORD-SAN

4h 35mnonstop

$165American Airlines

Find Deal

Wed, Dec 3 - Sun, Dec 7

10:30 pm - 4:38 amSAN-ORD

4h 08mnonstop

7:10 am - 9:40 amORD-SAN

4h 30mnonstop

$167United Airlines

Find Deal

Mon, Dec 22 - Sat, Jan 24

1:05 pm - 7:26 pmSAN-ORD

4h 21mnonstop

6:10 pm - 8:45 pmORD-SAN

4h 35mnonstop

$170American Airlines

Find Deal

Thu, Nov 27 - Thu, Dec 4

5:21 pm - 11:30 pmSAN-ORD

4h 09mnonstop

7:10 am - 9:39 amORD-SAN

4h 29mnonstop

$173United Airlines

Find Deal

Sat, Nov 22 - Tue, Nov 25

3:59 pm - 9:48 pmSAN-ORD

27h 49m1 stop

6:20 pm - 12:07 pmORD-SAN

19h 47m2 stops

$179Frontier

Find Deal

Thu, Nov 13 - Mon, Nov 17

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

Our best Alaska Airlines deals on San Diego to Chicago O'Hare Intl Airport flight tickets

Alaska Airlines

Mar 3

SAN5:00 pmSan Diego

4h 10m

ORD11:10 pmChicago O'Hare Intl

Mar 10

ORD9:00 amChicago O'Hare Intl

4h 25m

SAN11:25 amSan Diego

$157

Find similar

Alaska Airlines

Nov 24

SAN5:31 pmSan Diego

4h 01m

ORD11:32 pmChicago O'Hare Intl

Nov 25

ORD8:49 pmChicago O'Hare Intl

4h 24m

SAN11:13 pmSan Diego

$171

Find similar

Alaska Airlines

Mar 2

SAN8:05 amSan Diego

3h 54m

ORD1:59 pmChicago O'Hare Intl

Mar 9

ORD2:59 pmChicago O'Hare Intl

4h 25m

SAN5:24 pmSan Diego

$175

Find similar

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

Dec 8

SAN6:34 amSan Diego

15h 38m

1 stop

ORD12:12 amChicago O'Hare Intl

Dec 13

ORD1:24 pmChicago O'Hare Intl

50h 46m

2 stops

SAN2:10 pmSan Diego

$162

Find similar

Frontier

Nov 13

SAN6:00 pmSan Diego

25h 48m

2 stops

ORD9:48 pmChicago O'Hare Intl

Nov 18

ORD6:05 pmChicago O'Hare Intl

19h 47m

1 stop

SAN11:52 amSan Diego

$174

Find similar

Frontier

Nov 12

SAN6:41 amSan Diego

6h 58m

1 stop

ORD3:39 pmChicago O'Hare Intl

Nov 15

ORD7:15 amChicago O'Hare Intl

17h 10m

1 stop

SAN10:25 pmSan Diego

$176

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momondo Fare Finder

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

Tue 3/3

5:00 pm-11:10 pm

Nonstop4h 10m

Chicago O'Hare Intl

Tue 3/10

9:00 am-11:25 am

Nonstop4h 25m

$157

San DiegoChicago

SAN - ORD

SANORD

San Diego

Mon 12/29

5:31 pm-11:59 pm

Nonstop4h 28m

Chicago O'Hare Intl

Fri 1/9

10:01 pm-12:38 pm

1 stop16h 37m

$158

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 12/4

10:57 am-8:43 pm

1 stop7h 46m

Chicago O'Hare Intl

Thu 12/11

8:55 am-11:22 am

Nonstop4h 27m

$159

San DiegoChicago

SAN - ORD

SANORD

San Diego

Mon 12/8

6:34 am-12:12 am

1 stop15h 38m

Chicago O'Hare Intl

Sat 12/13

1:24 pm-2:10 pm

2 stops50h 46m

$162

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 12/6

5:53 pm-11:50 pm

Nonstop3h 57m

Chicago O'Hare Intl

Sat 12/13

3:05 pm-5:33 pm

Nonstop4h 28m

$163

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 12/3

1:25 pm-7:46 pm

Nonstop4h 21m

Chicago O'Hare Intl

Sun 12/7

6:10 pm-8:45 pm

Nonstop4h 35m

$165

San DiegoChicago

SAN - ORD

SANORD

San Diego

Mon 12/22

10:30 pm-4:38 am

Nonstop4h 08m

Chicago O'Hare Intl

Sat 1/24

7:10 am-9:40 am

Nonstop4h 30m

$167

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 11/27

1:05 pm-7:26 pm

Nonstop4h 21m

Chicago O'Hare Intl

Thu 12/4

6:10 pm-8:45 pm

Nonstop4h 35m

$170

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 11/22

5:21 pm-11:30 pm

Nonstop4h 09m

Chicago O'Hare Intl

Tue 11/25

7:10 am-9:39 am

Nonstop4h 29m

$173

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 11/13

3:59 pm-9:48 pm

1 stop27h 49m

Chicago O'Hare Intl

Mon 11/17

6:20 pm-12:07 pm

2 stops19h 47m

$179

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Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Diego averaging around $260.

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 $409. 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 $595.

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 $244 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $494. 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 $356 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 $258 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 10% 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 October 2025, prices for San Diego to Chicago O'Hare Intl Airport flights are approximately 3% more expensive 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	$139
Fastest flight time	3h 54m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from San Diego in the past 72 hours is $139. The best round-trip flight deal from San Diego to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $268.

The fastest flight from San Diego to Chicago O'Hare Intl Airport takes 3h 54m

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 54m 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?
As of October 2025, there are 7 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from San Diego to Chicago O'Hare Intl Airport is Boeing 737-800 (29.93% of total bookings). The next most popular plane models are Airbus A321neo (16.10%), Boeing 737 MAX 9 (10.92%), and Boeing 737-800 Passenger/BBJ2 (winglets) (10.23%).
What is the most popular airline from San Diego to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between San Diego and Chicago O'Hare Intl Airport, the leading airline is American Airlines, making up 43% of the total bookings. Other popular airlines include United Airlines with 26%, Frontier with 18%, and Alaska Airlines with 8%.

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 Airlines	PriceFrom $110	Free Cancellation	Rating 6.3 8,116 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $118	Free Cancellation	Rating 5.8 3,123 reviews	Search Frontier flights
Hawaiian Airlines	PriceFrom $139	Free Cancellation	Rating 7.8 2,797 reviews	Search Hawaiian Airlines flights
Alaska Airlines	PriceFrom $149	Free Cancellation	Rating 8.0 11,215 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $168	Free Cancellation	Rating 7.2 11,035 reviews	Search American Airlines flights
United Airlines	PriceFrom $203	Free Cancellation	Rating 7.4 8,998 reviews	Search United Airlines flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.9 7,997 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 $264, with the best Alaska Airlines deals starting from $149 round-trip. 11,214 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 9 flights to Chicago O'Hare Intl Airport from San Diego in an average week. Users have rated it 7.8/10 across 2,797 reviews.

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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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Cheap flights from San Diego to Chicago from $82

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 2/20. 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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Alaska Airlines flights from San Diego to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on San Diego to Chicago O'Hare Intl Airport flight tickets

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

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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 August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Diego averaging around $260.

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

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

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?

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 10% 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 October 2025, prices for San Diego to Chicago O'Hare Intl Airport flights are approximately 3% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from San Diego to Chicago O'Hare Intl?

United Airlines, Southwest, and Frontier are the most popular carriers operating from San Diego to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

How often are flights from San Diego to Chicago delayed?

Historically, on average around 9% of flights between San Diego and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 167 minutes.

What is the most punctual flight time for San Diego to Chicago flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on San Diego to Chicago flights?

According to our data, Hawaiian Airlines have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

How many flights depart from San Diego to Chicago O'Hare Intl Airport on average per day?

17 flights are operational daily from San Diego to Chicago O'Hare Intl Airport as of October 2025. The most popular departure time for this route is 6:00AM, with 59% of flights per day taking off at noon.

How many flights depart from San Diego to Chicago O'Hare Intl Airport on average per week?

As of October 2025, 123 flights take off from San Diego and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Thu, with 32% of weekly flights taking off on this day.

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

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

Fastest flight time

Direct flights

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

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

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?

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

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

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

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago O'Hare Intl Airport 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago