Find Cheap Flights from San Diego to Chicago O'Hare International (SAN - ORD)

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Good to Know

Low Season:
September
Best time to beat the crowds
2%
expected price decrease
High Season:
March
Most popular time to fly
1%
expected price increase
Average Price:
$1003
(avg. price over the last 2 weeks)
Good Deal:
$600
or less (round trip)

When to Book Flights from San Diego to Chicago O'Hare International

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

The cheapest flight from San Diego to Chicago O'Hare International was found 24 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
High season is considered to be February, March and April. The cheapest month to fly is September.
Morning departure is around 30% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking San Diego to Chicago O'Hare International Flights

How long does a flight from San Diego to Chicago O'Hare International take?
An average nonstop flight takes 4h 04m, covering a distance of 1720 miles.
How many flights are there between San Diego and Chicago O'Hare International?
There are 590 (nonstop) flights between San Diego and Chicago O'Hare International per week, averaging 89 per day.
Which airlines provide the cheapest flights from San Diego to Chicago O'Hare International?
In the past 3 days, the cheapest round-trip tickets were found on Spirit Airlines ($110), Multiple Airlines ($160) and Frontier ($184).
Do I need a passport to fly between San Diego and Chicago O'Hare International?
No.
Which airlines fly most frequently between San Diego and Chicago O'Hare International?
United (13 times daily), Air Canada (10 times daily), SAS (7 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly San Diego to Chicago O'Hare International?
For San Diego to Chicago O'Hare International, Wednesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago O'Hare International back to San Diego, the best deals are generally found on Tuesday, with Wednesday being the most expensive.

Book cheap flights from San Diego to Chicago O'Hare International (round-trip)

Airports
Origin
San Diego
$110
only
$110
Destination
Chicago
$110
only
$110
Wed, Feb 21
SAN
ORD
4h 05m
Wed, Feb 28
ORD
SAN
6h 28m
Trip: 8 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Mediocre 2.0

We left over two hours late due to a "missing tool", and once we arrived in Chicago we sat on the plane for another HOUR before we could get to our gate. During this time, not even a free glass of water was offered. Such a waste of my time. I won't be flying Spirit again!

SAN
ORD
Mediocre 2.0

Very bad service another company's it's butter

SAN
ORD
Excellent 10.0

See above also left on time no delays

It was fine

SAN
ORD
Mediocre 2.0

Nothing

Everything

SAN
ORD
Okay 4.3

Low ticket price

to check in one bag it was $52. My seat was all the way in the back next to the bathrooms.

Wed, Feb 21
SAN
ORD
4h 05m
Mon, Feb 26
ORD
SAN
4h 26m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Apr 10
SAN
ORD
21h 46m
Mon, Apr 23
ORD
SAN
5h 53m
Trip: 14 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33832 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DEN
ORD
Excellent 9.6

They left me alone.

Fold down tables are tiny

PHL
DEN
Mediocre 2.0

This is actually almost a funny question because Frontier is the worst Airlines well actually that's not true spirit is the worst Airlines the seats are uncomfortable it takes about an hour and a half to just put your bags and baggage drop and then when you get on the plane They don't serve you anything they have no entertainment your crowded in can't move people are rude worst hairlines ever

Every single thing

ISP
MIA
Excellent 10.0

Great flight from Islip to MIA. Looked at another review about water on flights and I was told by the crew that water is FREE!

Seats are small but newly redesigned.

ORD
RSW
Good 6.0

Crew was super nice

Delayed 3 hours, boarded and was told would be another 30minutes because of mechanical issues.

TPA
LAS
Okay 4.3

Very reasonable price.

You literally have to pay for even the basic things, including for seats to recline. Cushion on seats thin and seats don't recline. 5hrs flight and No entertainment, no tv, no radio, no complimentary food...they offered a cup of water.

Wed, Feb 28
SAN
ORD
4h 05m
Tue, Mar 6
ORD
SAN
4h 30m
Trip: 7 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Okay 4.0

They nickel and dime you on seats, bagage and other fees.

SAN
ORD
Mediocre 2.0

Nothing

Everything

SAN
ORD
Okay 4.3

Low ticket price

to check in one bag it was $52. My seat was all the way in the back next to the bathrooms.

SAN
ORD
Okay 4.6

The crew at the check-in in San Diego was terrific!! Super friendly and great customer service.

Flight delayed by two hours but still told to show up at airport two hours prior to original departure in case it changes. This is unheard of, same thing happened to one of my kids on a different trip, and I will not fly Spirit again.

SAN
ORD
Excellent 10.0

Smooth flight. Best landing I ever experienced. Great crew!

Sat, Mar 10
SAN
ORD
7h 06m
Sun, Mar 11
ORD
SAN
4h 30m
Trip: 2 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Mediocre 2.0

Nothing

Everything

SAN
ORD
Mediocre 2.0

Very bad service another company's it's butter

SAN
ORD
Mediocre 3.6

i like that they boarded us easily on the plane

not roomy no entertainment no wifi croweded in our row lil snack slection hot on the plane little tray hate the baggage fee

SAN
ORD
Okay 4.3

Low ticket price

to check in one bag it was $52. My seat was all the way in the back next to the bathrooms.

SAN
ORD
Excellent 10.0

Smooth flight. Best landing I ever experienced. Great crew!

Wed, Feb 21
SAN
ORD
4h 05m
Tue, Feb 27
ORD
SAN
4h 26m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 27
SAN
ORD
7h 55m
Wed, Mar 28
ORD
SAN
4h 30m
Trip: 2 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Mediocre 2.6

nothing

The crew was inconsiderate and rude. They were carrying on loudly and woke me up and when I asked them to be quiet - I and another passenger were sleeping - they said too bad, they could talk if they wanted to.

SAN
ORD
Excellent 8.4

My flight included 2 unaccompanied minors. I sat in the rear of the plane near them. There were two female flight attendants who were so great with the kids. I felt they really went beyond what was required to entertain and engage the kids. I was impressed.

SAN
ORD
Okay 4.3

Low ticket price

to check in one bag it was $52. My seat was all the way in the back next to the bathrooms.

SAN
ORD
Mediocre 2.0

Very bad service another company's it's butter

SAN
ORD
Mediocre 2.0

We left over two hours late due to a "missing tool", and once we arrived in Chicago we sat on the plane for another HOUR before we could get to our gate. During this time, not even a free glass of water was offered. Such a waste of my time. I won't be flying Spirit again!

Tue, Feb 27
SAN
ORD
4h 05m
Tue, Mar 6
ORD
SAN
4h 30m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 11
SAN
ORD
5h 32m
Thu, Apr 19
ORD
SAN
13h 06m
Trip: 9 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33832 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DEN
ORD
Excellent 9.6

They left me alone.

Fold down tables are tiny

BUF
MCO
Good 7.3

Flight was great. Checkin etc was great

ISP
MIA
Excellent 10.0

Great flight from Islip to MIA. Looked at another review about water on flights and I was told by the crew that water is FREE!

Seats are small but newly redesigned.

DEN
SFO
Mediocre 2.0

The crew was rude to the passengers. They charge form 9$ to 40$ for seat selection. Charge for a Carry on bag (anything that doesn't fit under your seat). The flights had maintenance issue, hence delayed. I will absolutely avoid traveling with frontier in the future.

BUF
MCO
Mediocre 3.3

The service was Ok, but our flight was 4 hours delayed and it wasn't mechanical or weather related delay, the airline made a scheduling error, we almost missed our car rental and we didn't get to our destination til really late at night when it should been there in the daytime. Overall, won't fly with them again

Wed, Feb 28
SAN
ORD
4h 05m
Mon, Mar 5
ORD
SAN
4h 26m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 28
SAN
ORD
4h 05m
Wed, Mar 7
ORD
SAN
6h 52m
Trip: 8 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Mediocre 2.6

nothing

The crew was inconsiderate and rude. They were carrying on loudly and woke me up and when I asked them to be quiet - I and another passenger were sleeping - they said too bad, they could talk if they wanted to.

SAN
ORD
Mediocre 2.0

Nothing

Everything

SAN
ORD
Mediocre 2.0

Nothing

They were late for every flight. I paid to change to an earlier flight home and it was delayed so long that I got home around the same time. When I called customer service they were very unhelpful, I will never fly this airline again.

SAN
ORD
Mediocre 2.0

We left over two hours late due to a "missing tool", and once we arrived in Chicago we sat on the plane for another HOUR before we could get to our gate. During this time, not even a free glass of water was offered. Such a waste of my time. I won't be flying Spirit again!

SAN
ORD
Mediocre 2.0

Very bad service another company's it's butter

Fri, Apr 13
SAN
ORD
5h 32m
Tue, Apr 24
ORD
SAN
13h 06m
Trip: 12 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33832 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ISP
MIA
Excellent 10.0

Great flight from Islip to MIA. Looked at another review about water on flights and I was told by the crew that water is FREE!

Seats are small but newly redesigned.

DEN
SFO
Mediocre 2.0

The crew was rude to the passengers. They charge form 9$ to 40$ for seat selection. Charge for a Carry on bag (anything that doesn't fit under your seat). The flights had maintenance issue, hence delayed. I will absolutely avoid traveling with frontier in the future.

DCA
DEN
Excellent 8.0

Friendly staff

Didn't like I wasn't offered a cup of water and they nickel and dime you for EVERYTHING!

BUF
MCO
Good 7.3

Flight was great. Checkin etc was great

TPA
LAS
Okay 4.3

Very reasonable price.

You literally have to pay for even the basic things, including for seats to recline. Cushion on seats thin and seats don't recline. 5hrs flight and No entertainment, no tv, no radio, no complimentary food...they offered a cup of water.

Mon, Mar 5
SAN
ORD
4h 04m
Tue, Mar 6
ORD
SAN
4h 30m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 6
SAN
ORD
4h 05m
Wed, Mar 7
ORD
SAN
6h 52m
Trip: 2 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Mediocre 2.6

nothing

The crew was inconsiderate and rude. They were carrying on loudly and woke me up and when I asked them to be quiet - I and another passenger were sleeping - they said too bad, they could talk if they wanted to.

SAN
ORD
Mediocre 2.0

Very bad service another company's it's butter

SAN
ORD
Mediocre 2.0

Nothing

Everything

SAN
ORD
Excellent 8.4

My flight included 2 unaccompanied minors. I sat in the rear of the plane near them. There were two female flight attendants who were so great with the kids. I felt they really went beyond what was required to entertain and engage the kids. I was impressed.

SAN
ORD
Excellent 10.0

See above also left on time no delays

It was fine

Sat, Apr 14
SAN
ORD
5h 32m
Tue, Apr 24
ORD
SAN
13h 06m
Trip: 11 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33832 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DCA
DEN
Excellent 8.0

Friendly staff

Didn't like I wasn't offered a cup of water and they nickel and dime you for EVERYTHING!

DEN
SFO
Mediocre 2.0

The crew was rude to the passengers. They charge form 9$ to 40$ for seat selection. Charge for a Carry on bag (anything that doesn't fit under your seat). The flights had maintenance issue, hence delayed. I will absolutely avoid traveling with frontier in the future.

ORD
RSW
Good 6.0

Crew was super nice

Delayed 3 hours, boarded and was told would be another 30minutes because of mechanical issues.

BUF
MCO
Good 7.3

Flight was great. Checkin etc was great

PHL
DEN
Mediocre 2.0

This is actually almost a funny question because Frontier is the worst Airlines well actually that's not true spirit is the worst Airlines the seats are uncomfortable it takes about an hour and a half to just put your bags and baggage drop and then when you get on the plane They don't serve you anything they have no entertainment your crowded in can't move people are rude worst hairlines ever

Every single thing

Tue, Mar 6
SAN
ORD
4h 05m
Tue, Mar 13
ORD
SAN
4h 27m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 6
SAN
ORD
4h 05m
Wed, Mar 7
ORD
SAN
6h 52m
Trip: 2 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Mediocre 2.0

We left over two hours late due to a "missing tool", and once we arrived in Chicago we sat on the plane for another HOUR before we could get to our gate. During this time, not even a free glass of water was offered. Such a waste of my time. I won't be flying Spirit again!

SAN
ORD
Mediocre 3.6

i like that they boarded us easily on the plane

not roomy no entertainment no wifi croweded in our row lil snack slection hot on the plane little tray hate the baggage fee

SAN
ORD
Mediocre 2.6

nothing

The crew was inconsiderate and rude. They were carrying on loudly and woke me up and when I asked them to be quiet - I and another passenger were sleeping - they said too bad, they could talk if they wanted to.

SAN
ORD
Okay 4.3

Low ticket price

to check in one bag it was $52. My seat was all the way in the back next to the bathrooms.

SAN
ORD
Mediocre 2.0

Very bad service another company's it's butter

Thu, Apr 12
SAN
ORD
6h 16m
Tue, Apr 24
ORD
SAN
23h 39m
Trip: 13 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 33832 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ISP
MIA
Excellent 10.0

Great flight from Islip to MIA. Looked at another review about water on flights and I was told by the crew that water is FREE!

Seats are small but newly redesigned.

DEN
ORD
Excellent 9.6

They left me alone.

Fold down tables are tiny

IAD
SAT
Mediocre 3.6

The crew was helpful and apologetic.

They purposefully understaffed the check in counter, which you have to use. They charge for every little thing, even carry on bags and snacks. The seats might as well be lawn chairs. They are so close together everyone onboard will die from head injuries if there's an accident. I'll fly Southwest from now on.

BUF
MCO
Good 7.3

Flight was great. Checkin etc was great

DEN
SFO
Mediocre 2.0

The crew was rude to the passengers. They charge form 9$ to 40$ for seat selection. Charge for a Carry on bag (anything that doesn't fit under your seat). The flights had maintenance issue, hence delayed. I will absolutely avoid traveling with frontier in the future.

Wed, Mar 7
SAN
ORD
4h 05m
Tue, Mar 13
ORD
SAN
4h 27m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Mar 2
SAN
ORD
4h 05m
Tue, Mar 6
ORD
SAN
4h 30m
Trip: 5 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 204 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
SAN
ORD
Mediocre 2.0

We left over two hours late due to a "missing tool", and once we arrived in Chicago we sat on the plane for another HOUR before we could get to our gate. During this time, not even a free glass of water was offered. Such a waste of my time. I won't be flying Spirit again!

SAN
ORD
Mediocre 2.0

Nothing

Everything

SAN
ORD
Excellent 8.4

My flight included 2 unaccompanied minors. I sat in the rear of the plane near them. There were two female flight attendants who were so great with the kids. I felt they really went beyond what was required to entertain and engage the kids. I was impressed.

SAN
ORD
Mediocre 2.0

Very bad service another company's it's butter

SAN
ORD
Mediocre 2.0

Nothing

They were late for every flight. I paid to change to an earlier flight home and it was delayed so long that I got home around the same time. When I called customer service they were very unhelpful, I will never fly this airline again.

Show more results

San Diego to Chicago O'Hare International Flight Information

Avg. Flight Duration 4h 16m
Flights Arrive in Chicago O'Hare International
Flights Depart from San Diego
Flight Price $110
Distance 1720 miles
Airlines Spirit Airlines, Frontier
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.