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Cheap flights from San Diego to Chicago O'Hare Intl Airport from $37

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 1/8. 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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Find the cheapest flights from San Diego to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from San Diego to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from San Diego to Chicago.

Cheap last minute flights

Planning a quick getaway from San Diego to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from San Diego to Chicago

Find recent round-trip train or bus tickets from San Diego to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:15 am - 10:57 pmSAN-ORD
14h 42m1 stop
8:23 pm - 11:54 amORD-SAN
17h 31m1 stop
Wed, Jan 8 - Mon, Jan 13
1:47 pm - 11:44 pmSAN-ORD
7h 57m1 stop
8:23 pm - 12:05 pmORD-SAN
17h 42m1 stop
$112Frontier
Find Deal
Thu, Jan 16 - Mon, Jan 20
7:26 pm - 5:31 amSAN-ORD
8h 05m1 stop
1:39 pm - 12:55 pmORD-SAN
25h 16m1 stop
$125Spirit Airlines
Find Deal
Wed, Jan 15 - Tue, Jan 21
6:15 am - 9:52 pmSAN-ORD
13h 37m1 stop
1:39 pm - 10:18 pmORD-SAN
10h 39m1 stop
$135Spirit Airlines
Find Deal
Sat, Jan 11 - Wed, Jan 15
2:23 pm - 8:25 pmSAN-ORD
4h 02mnonstop
7:45 pm - 10:30 pmORD-SAN
4h 45mnonstop
$237United Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
6:40 am - 12:48 pmSAN-ORD
4h 08mnonstop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$239American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
8:49 pm - 4:52 amSAN-ORD
6h 03m1 stop
7:45 pm - 10:30 pmORD-SAN
4h 45mnonstop
$247United Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
9:29 am - 5:38 pmSAN-ORD
6h 09m1 stop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$308American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
2:15 pm - 5:40 amSAN-ORD
13h 25m1 stop
7:45 am - 2:17 pmORD-SAN
8h 32m1 stop
$314Alaska Airlines
Find Deal
Tue, Apr 15 - Wed, Apr 23
7:55 pm - 4:27 pmSAN-ORD
18h 32m1 stop
6:55 pm - 9:48 amORD-SAN
16h 53m1 stop
$318Alaska Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
6:15 am - 10:57 pmSAN-ORD
14h 42m1 stop
$37Spirit Airlines
Find Deal
Wed, Jan 8
4:21 pm - 5:31 amSAN-ORD
11h 10m1 stop
$39Spirit Airlines
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Wed, Jan 15
1:47 pm - 11:44 pmSAN-ORD
7h 57m1 stop
$54Frontier
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Thu, Feb 6
1:47 pm - 11:44 pmSAN-ORD
7h 57m1 stop
$56Frontier
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Thu, Jan 30
2:23 pm - 8:25 pmSAN-ORD
4h 02mnonstop
$119United Airlines
Find Deal
Sat, Feb 15
8:51 pm - 5:54 amSAN-ORD
7h 03m1 stop
$128United Airlines
Find Deal
Tue, Jan 21
9:19 pm - 4:27 pmSAN-ORD
17h 08m2 stops
$147Alaska Airlines
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Sun, Jan 26
8:55 pm - 4:27 pmSAN-ORD
17h 32m2 stops
$157Alaska Airlines
Find Deal
Wed, Jan 15
1:34 pm - 7:38 pmSAN-ORD
4h 04mnonstop
$164American Airlines
Find Deal
Tue, Feb 18
10:39 pm - 4:42 amSAN-ORD
4h 03mnonstop
$233American Airlines
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Mon, Jan 6
6:06 pm - 5:30 amSAN-ORD
9h 24m1 stop
8:23 pm - 11:54 amORD-SAN
17h 31m1 stop
Sat, Dec 21 - Mon, Jan 13
7:16 pm - 5:30 amSAN-ORD
8h 14m1 stop
8:34 pm - 9:16 amORD-SAN
14h 42m1 stop
Sat, Dec 21 - Sun, Jan 5
9:40 am - 10:28 pmSAN-ORD
10h 48m1 stop
8:34 pm - 9:16 amORD-SAN
14h 42m1 stop
$360Frontier
Find Deal
Sat, Dec 21 - Sun, Jan 5
6:06 pm - 5:30 amSAN-ORD
9h 24m1 stop
10:47 pm - 5:59 pmORD-SAN
21h 12m2 stops
$399Spirit Airlines
Find Deal
Sat, Dec 21 - Mon, Jan 13
7:16 pm - 5:30 amSAN-ORD
8h 14m1 stop
3:56 pm - 12:55 pmORD-SAN
22h 59m3 stops
$416Spirit Airlines
Find Deal
Sat, Dec 21 - Mon, Jan 13
9:10 pm - 5:40 amSAN-ORD
6h 30m1 stop
6:00 am - 10:22 amORD-SAN
6h 22m1 stop
$461Frontier
Find Deal
Sun, Dec 22 - Wed, Jan 1
1:31 pm - 7:39 pmSAN-ORD
4h 08mnonstop
9:07 pm - 11:40 pmORD-SAN
4h 33mnonstop
$622American Airlines
Find Deal
Thu, Dec 19 - Wed, Jan 1
7:30 pm - 5:16 amSAN-ORD
7h 46m1 stop
9:07 pm - 11:40 pmORD-SAN
4h 33mnonstop
$677American Airlines
Find Deal
Thu, Dec 19 - Tue, Dec 31
2:14 pm - 8:25 pmSAN-ORD
4h 11mnonstop
2:09 pm - 4:42 pmORD-SAN
4h 33mnonstop
$699United Airlines
Find Deal
Thu, Dec 19 - Tue, Dec 31
10:30 pm - 4:35 amSAN-ORD
4h 05mnonstop
1:18 pm - 3:49 pmORD-SAN
4h 31mnonstop
$775United Airlines
Find Deal
Thu, Dec 19 - Fri, Jan 3
6:40 am - 12:48 pmSAN-ORD
4h 08mnonstop
10:05 am - 12:36 pmORD-SAN
4h 31mnonstop
$237American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
6:40 am - 12:48 pmSAN-ORD
4h 08mnonstop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$238American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
6:40 am - 12:48 pmSAN-ORD
4h 08mnonstop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$239American Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
1:28 pm - 7:38 pmSAN-ORD
4h 10mnonstop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$283American Airlines
Find Deal
Tue, Jan 7 - Sat, Jan 25
1:28 pm - 7:38 pmSAN-ORD
4h 10mnonstop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$317American Airlines
Find Deal
Wed, Jan 22 - Sat, Jan 25
6:40 am - 12:48 pmSAN-ORD
4h 08mnonstop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$321American Airlines
Find Deal
Thu, Jan 16 - Sun, Jan 19
7:00 am - 1:11 pmSAN-ORD
4h 11mnonstop
8:50 am - 11:28 amORD-SAN
4h 38mnonstop
$328United Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
7:00 am - 1:11 pmSAN-ORD
4h 11mnonstop
8:50 am - 11:28 amORD-SAN
4h 38mnonstop
$330United Airlines
Find Deal
Wed, Jan 15 - Sun, Jan 19
2:23 pm - 8:25 pmSAN-ORD
4h 02mnonstop
1:20 pm - 3:56 pmORD-SAN
4h 36mnonstop
$377United Airlines
Find Deal
Tue, Feb 18 - Sun, Feb 23
6:40 am - 12:48 pmSAN-ORD
4h 08mnonstop
5:45 pm - 8:10 pmORD-SAN
4h 25mnonstop
$1,290Alaska Airlines
Find Deal
Tue, Jan 7 - Sat, Jan 11

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

Our best American Airlines deals on San Diego to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jan 18
SAN6:40 amSan Diego
4h 08m
ORD12:48 pmChicago O'Hare Intl
Jan 25
ORD5:45 pmChicago O'Hare Intl
4h 25m
SAN8:10 pmSan Diego
American Airlines
Jan 18
SAN9:29 amSan Diego
6h 09m
1 stop
ORD5:38 pmChicago O'Hare Intl
Jan 25
ORD5:45 pmChicago O'Hare Intl
4h 25m
SAN8:10 pmSan Diego
American Airlines
Jan 18
SAN8:25 amSan Diego
7h 13m
1 stop
ORD5:38 pmChicago O'Hare Intl
Jan 25
ORD5:45 pmChicago O'Hare Intl
4h 25m
SAN8:10 pmSan Diego

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
Jan 16
SAN1:47 pmSan Diego
7h 57m
1 stop
ORD11:44 pmChicago O'Hare Intl
Jan 20
ORD8:23 pmChicago O'Hare Intl
17h 42m
1 stop
SAN12:05 pmSan Diego
Frontier
Jan 23
SAN1:47 pmSan Diego
7h 57m
1 stop
ORD11:44 pmChicago O'Hare Intl
Jan 27
ORD7:50 amChicago O'Hare Intl
18h 39m
1 stop
SAN12:29 amSan Diego
Frontier
Jan 8
SAN12:44 pmSan Diego
26h 43m
1 stop
ORD5:27 pmChicago O'Hare Intl
Jan 11
ORD6:20 amChicago O'Hare Intl
13h 09m
1 stop
SAN5:29 pmSan 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 $354.

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 Wednesday when prices can be found for as low as $381. 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 $476.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $358 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $440. 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?

In general, most travelers find the cheapest time to book a flight to Chicago O'Hare Intl Airport is about 47 days prior to their departure date when tickets on average are $421. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $318.

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 68% 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 December 2024, prices for San Diego to Chicago O'Hare Intl Airport flights are approximately 39% 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

$37

Fastest flight time

3h 55m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from San Diego in the past 72 hours is $37. The best round-trip flight deal from San Diego to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $101.
The fastest flight from San Diego to Chicago O'Hare Intl Airport takes 3h 55m
Direct flights go from San Diego to Chicago O'Hare Intl Airport every day.

  • 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 02m 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
FrontierPriceFrom $91Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $97Free CancellationRating
6.3
8,119 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $217Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $244Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
DeltaPriceFrom $251Free CancellationRating
8.0
8,604 reviews
Search Delta flights
Alaska AirlinesPriceFrom $391Free CancellationRating
8.0
9,552 reviews
Search Alaska Airlines flights
  • Alaska Airlines Flights From San Diego to Chicago O'Hare Intl Airport

    Across 6 Alaska Airlines flights from San Diego to Chicago O'Hare Intl Airport this week, the average price was $757, with the best Alaska Airlines deals starting from $391 round-trip. 9,554 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 $244 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $473. United Airlines operates 13 flights to Chicago O'Hare Intl Airport from San Diego in an average week. Users have rated it 7.4/10 across 9,055 reviews.


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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