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Cheap flights from San Diego to Chicago O'Hare Intl Airport from $45

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 O'Hare Intl Airport departing on 6/3. 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from San Diego to Chicago.
Frontier Logo
4:53 pm - 10:56 pmSAN-ORD
4h 03mnonstop
Frontier Logo
1:56 pm - 4:08 pmORD-SAN
4h 12mnonstop
$136Frontier
Find Deal
Tue, Jun 17 - Tue, Jun 24
Frontier Logo
4:53 pm - 10:56 pmSAN-ORD
4h 03mnonstop
Frontier Logo
1:56 pm - 4:08 pmORD-SAN
4h 12mnonstop
$137Frontier
Find Deal
Tue, Jun 17 - Tue, Jun 24
Spirit Airlines Logo
6:58 pm - 10:55 amSAN-ORD
13h 57m1 stop
Spirit Airlines Logo
9:02 pm - 7:13 amORD-SAN
12h 11m1 stop
$160Spirit Airlines
Find Deal
Mon, Jun 2 - Tue, Jun 3
Spirit Airlines Logo
6:58 pm - 10:55 amSAN-ORD
13h 57m1 stop
Spirit Airlines Logo
9:02 pm - 7:13 amORD-SAN
12h 11m1 stop
$180Spirit Airlines
Find Deal
Thu, May 29 - Tue, Jun 3
American Airlines Logo
6:15 am - 12:31 pmSAN-ORD
4h 16mnonstop
American Airlines Logo
10:03 am - 12:28 pmORD-SAN
4h 25mnonstop
$237American Airlines
Find Deal
Sat, May 24 - Tue, May 27
United Airlines Logo
3:25 pm - 12:13 amSAN-ORD
6h 48m1 stop
United Airlines Logo
8:55 am - 11:23 amORD-SAN
4h 28mnonstop
$247United Airlines
Find Deal
Fri, May 30 - Wed, Jun 4
American Airlines Logo
10:39 pm - 4:47 amSAN-ORD
4h 08mnonstop
American Airlines Logo
7:10 am - 9:30 amORD-SAN
4h 20mnonstop
$252American Airlines
Find Deal
Wed, Jun 4 - Thu, Jun 5
Alaska Airlines Logo
9:40 am - 7:59 pmSAN-ORD
8h 19m1 stop
Alaska Airlines Logo
9:00 am - 11:25 amORD-SAN
4h 25mnonstop
$287Alaska Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
Alaska Airlines Logo
6:10 pm - 5:04 amSAN-ORD
8h 54m1 stop
Alaska Airlines Logo
7:00 am - 1:07 pmORD-SAN
8h 07m1 stop
$296Alaska Airlines
Find Deal
Thu, Aug 21 - Sat, Sep 27
United Airlines Logo
10:30 pm - 4:40 amSAN-ORD
4h 10mnonstop
United Airlines Logo
7:15 am - 9:38 amORD-SAN
4h 23mnonstop
$327United Airlines
Find Deal
Wed, Jun 11 - Wed, Jun 18

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

Our best Spirit Airlines deals on San Diego to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Jun 2
SAN6:58 pmSan Diego
13h 57m
1 stop
ORD10:55 amChicago O'Hare Intl
Jun 3
ORD9:02 pmChicago O'Hare Intl
12h 11m
1 stop
SAN7:13 amSan Diego
Spirit Airlines
May 29
SAN6:58 pmSan Diego
13h 57m
1 stop
ORD10:55 amChicago O'Hare Intl
Jun 3
ORD9:02 pmChicago O'Hare Intl
12h 11m
1 stop
SAN7:13 amSan Diego
Spirit Airlines
Jun 2
SAN8:08 amSan Diego
24h 47m
2 stops
ORD10:55 amChicago O'Hare Intl
Jun 3
ORD9:02 pmChicago O'Hare Intl
12h 11m
1 stop
SAN7:13 amSan Diego

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
Oct 18
SAN9:40 amSan Diego
8h 19m
1 stop
ORD7:59 pmChicago O'Hare Intl
Oct 25
ORD9:00 amChicago O'Hare Intl
4h 25m
SAN11:25 amSan Diego
Alaska Airlines
Aug 21
SAN6:10 pmSan Diego
8h 54m
1 stop
ORD5:04 amChicago O'Hare Intl
Sep 27
ORD7:00 amChicago O'Hare Intl
8h 07m
1 stop
SAN1:07 pmSan Diego
Alaska Airlines
Jun 17
SAN6:15 amSan Diego
15h 44m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jun 24
ORD7:18 pmChicago O'Hare Intl
14h 24m
1 stop
SAN7:42 amSan Diego

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 $355.

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 $479. 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 $656.

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 $466 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $556. 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 17 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $418 when searching 17 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 $333 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.

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

As of April 2025, prices for San Diego to Chicago O'Hare Intl Airport flights are approximately 42% 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

$45

Fastest flight time

3h 54m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from San Diego in the past 72 hours is $45. The best round-trip flight deal from San Diego to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $136.
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 on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, American Airlines and Alaska Airlines.

  • 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 4h 03m 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 $93Free CancellationRating
6.3
7,942 reviews
Search Spirit Airlines flights
FrontierPriceFrom $110Free CancellationRating
5.9
3,283 reviews
Search Frontier flights
American AirlinesPriceFrom $227Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $249Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
DeltaPriceFrom $281Free CancellationRating
8.0
7,920 reviews
Search Delta flights
Alaska AirlinesPriceFrom $391Free CancellationRating
8.0
9,928 reviews
Search Alaska Airlines flights
  • Alaska Airlines Flights From San Diego to Chicago O'Hare Intl Airport

    Across 28 Alaska Airlines flights from San Diego to Chicago O'Hare Intl Airport this week, the average price was $798, with the best Alaska Airlines deals starting from $391 round-trip. 9,927 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.

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

    United Airlines is also a popular choice for this route. United Airlines flight deals for San Diego to Chicago O'Hare Intl Airport start from as low as $249 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $472. United Airlines operates 38 flights to Chicago O'Hare Intl Airport from San Diego in an average week. Users have rated it 7.4/10 across 8,685 reviews.


Traveling to a place near Chicago?

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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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