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Cheap flights from San Jose to Chicago O'Hare Intl Airport from $69

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 Jose to Chicago O'Hare Intl Airport departing on 2/12. 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 Jose to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from San Jose 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 Jose to Chicago.

Cheap last minute flights

Planning a quick getaway from San Jose 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 Jose to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
4:03 pm - 1:25 pmSJC-ORD
19h 22m1 stop
6:50 am - 3:03 pmORD-SJC
10h 13m1 stop
$135Frontier
Find Deal
qua, fev 26 - qua, mar 5
5:19 pm - 5:25 pmSJC-ORD
22h 06m1 stop
7:50 am - 12:11 pmORD-SJC
6h 21m1 stop
$138Frontier
Find Deal
sáb, fev 1 - seg, fev 3
11:19 am - 6:56 pmSJC-ORD
5h 37m1 stop
7:51 pm - 8:24 amORD-SJC
14h 33m1 stop
$141Spirit Airlines
Find Deal
ter, fev 25 - ter, mar 4
9:34 pm - 5:31 amSJC-ORD
5h 57m1 stop
10:47 pm - 10:41 amORD-SJC
13h 54m1 stop
$154Spirit Airlines
Find Deal
qua, jan 22 - sex, jan 24
2:25 pm - 12:11 amSJC-ORD
7h 46m1 stop
7:15 am - 1:43 pmORD-SJC
8h 28m1 stop
$309Delta
Find Deal
qui, jan 16 - seg, jan 20
11:45 am - 11:56 pmSJC-ORD
10h 11m1 stop
7:05 am - 7:16 pmORD-SJC
14h 11m2 stops
$310Delta
Find Deal
qua, fev 26 - qua, mar 5
6:15 am - 4:58 pmSJC-ORD
32h 43m2 stops
7:00 pm - 6:04 pmORD-SJC
25h 04m2 stops
$318Alaska Airlines
Find Deal
ter, fev 25 - ter, mar 4
8:10 am - 11:59 pmSJC-ORD
13h 49m1 stop
3:35 pm - 11:27 pmORD-SJC
9h 52m2 stops
$323Alaska Airlines
Find Deal
sex, jan 31 - seg, fev 3
6:20 am - 12:35 pmSJC-ORD
4h 15mnonstop
9:08 am - 12:03 pmORD-SJC
4h 55mnonstop
$371United Airlines
Find Deal
qua, fev 26 - qua, mar 5
6:20 am - 12:35 pmSJC-ORD
4h 15mnonstop
12:45 pm - 5:59 pmORD-SJC
7h 14m1 stop
$381United Airlines
Find Deal
qua, fev 26 - qua, mar 5
4:03 pm - 1:25 pmSJC-ORD
19h 22m1 stop
$69Frontier
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qua, fev 12
5:19 pm - 7:28 pmSJC-ORD
24h 09m1 stop
$70Frontier
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qui, fev 6
8:02 pm - 5:31 amSJC-ORD
7h 29m1 stop
$71Spirit Airlines
Find Deal
ter, fev 4
9:34 pm - 5:31 amSJC-ORD
5h 57m1 stop
$74Spirit Airlines
Find Deal
qua, jan 29
2:34 pm - 11:53 pmSJC-ORD
7h 19m1 stop
$158Delta
Find Deal
ter, mar 11
3:03 pm - 5:40 amSJC-ORD
12h 37m2 stops
$162Alaska Airlines
Find Deal
ter, abr 15
7:00 am - 9:57 pmSJC-ORD
12h 57m2 stops
$164Delta
Find Deal
ter, mar 11
8:50 pm - 2:16 pmSJC-ORD
15h 26m1 stop
$175Alaska Airlines
Find Deal
qui, abr 17
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
$186United Airlines
Find Deal
ter, fev 4
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
$211United Airlines
Find Deal
sáb, fev 1
7:00 pm - 8:37 amSJC-ORD
11h 37m1 stop
9:54 pm - 9:35 amORD-SJC
13h 41m1 stop
$356Spirit Airlines
Find Deal
sex, dez 27 - dom, jan 5
12:35 pm - 11:46 pmSJC-ORD
9h 11m1 stop
1:07 pm - 11:45 amORD-SJC
24h 38m1 stop
$391Frontier
Find Deal
sex, dez 27 - qui, jan 2
12:30 pm - 7:34 pmSJC-ORD
29h 04m1 stop
9:54 pm - 7:46 amORD-SJC
11h 52m1 stop
qua, dez 25 - qua, jan 1
10:40 pm - 4:57 amSJC-ORD
4h 17mnonstop
8:00 pm - 10:49 pmORD-SJC
4h 49mnonstop
$891United Airlines
Find Deal
sex, dez 27 - dom, jan 5
3:21 pm - 4:40 amSJC-ORD
11h 19m2 stops
2:01 pm - 9:06 pmORD-SJC
9h 05m1 stop
$898Alaska Airlines
Find Deal
sex, dez 27 - qua, jan 1
12:45 pm - 9:30 pmSJC-ORD
6h 45m1 stop
8:00 pm - 10:49 pmORD-SJC
4h 49mnonstop
$901United Airlines
Find Deal
sex, dez 27 - dom, jan 5
3:21 pm - 4:40 amSJC-ORD
11h 19m2 stops
5:50 pm - 9:14 amORD-SJC
17h 24m1 stop
$913Alaska Airlines
Find Deal
sex, dez 27 - dom, jan 5
12:00 pm - 8:59 pmSJC-ORD
6h 59m1 stop
5:10 pm - 10:49 pmORD-SJC
7h 39m1 stop
$985American Airlines
Find Deal
ter, dez 24 - dom, dez 29
5:55 am - 6:48 pmSJC-ORD
10h 53m2 stops
12:40 pm - 9:40 pmORD-SJC
11h 00m1 stop
$990Delta
Find Deal
qui, dez 26 - seg, dez 30
9:03 am - 9:39 pmSJC-ORD
10h 36m2 stops
12:35 pm - 11:59 pmORD-SJC
13h 24m2 stops
$995Delta
Find Deal
sáb, dez 28 - qui, jan 2
6:20 am - 12:35 pmSJC-ORD
4h 15mnonstop
9:08 am - 12:03 pmORD-SJC
4h 55mnonstop
$371United Airlines
Find Deal
qua, fev 26 - qua, mar 5
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$396United Airlines
Find Deal
qui, jan 9 - qua, jan 15
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$402United Airlines
Find Deal
ter, fev 4 - sex, fev 7
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$421United Airlines
Find Deal
seg, jan 13 - qui, jan 16
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$433United Airlines
Find Deal
sáb, fev 1 - seg, fev 3
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$448United Airlines
Find Deal
dom, jan 19 - dom, jan 26
6:20 am - 12:35 pmSJC-ORD
4h 15mnonstop
9:08 am - 12:03 pmORD-SJC
4h 55mnonstop
$461United Airlines
Find Deal
ter, fev 25 - ter, mar 4
6:20 am - 12:35 pmSJC-ORD
4h 15mnonstop
9:08 am - 12:03 pmORD-SJC
4h 55mnonstop
$486United Airlines
Find Deal
qui, fev 27 - qua, mar 5
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$490United Airlines
Find Deal
qui, jan 9 - qua, jan 15
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$492United Airlines
Find Deal
qua, jan 22 - sex, jan 24

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

Our best Frontier deals on San Jose to Chicago O'Hare Intl Airport flight tickets
Frontier
Feb 26
SJC4:03 pmSan Jose
19h 22m
1 stop
ORD1:25 pmChicago O'Hare Intl
Mar 5
ORD6:50 amChicago O'Hare Intl
10h 13m
1 stop
SJC3:03 pmSan Jose
Frontier
Feb 1
SJC5:19 pmSan Jose
22h 06m
1 stop
ORD5:25 pmChicago O'Hare Intl
Feb 3
ORD7:50 amChicago O'Hare Intl
6h 21m
1 stop
SJC12:11 pmSan Jose
Frontier
Jan 31
SJC1:11 pmSan Jose
9h 21m
1 stop
ORD12:32 amChicago O'Hare Intl
Feb 3
ORD7:50 amChicago O'Hare Intl
6h 21m
1 stop
SJC12:11 pmSan Jose

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

Our best Spirit Airlines deals on San Jose to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Feb 25
SJC11:19 amSan Jose
5h 37m
1 stop
ORD6:56 pmChicago O'Hare Intl
Mar 4
ORD7:51 pmChicago O'Hare Intl
14h 33m
1 stop
SJC8:24 amSan Jose
Spirit Airlines
Jan 22
SJC9:34 pmSan Jose
5h 57m
1 stop
ORD5:31 amChicago O'Hare Intl
Jan 24
ORD10:47 pmChicago O'Hare Intl
13h 54m
1 stop
SJC10:41 amSan Jose
Spirit Airlines
Jan 31
SJC9:34 pmSan Jose
5h 57m
1 stop
ORD5:31 amChicago O'Hare Intl
Feb 1
ORD8:00 amChicago O'Hare Intl
13h 07m
1 stop
SJC7:07 pmSan Jose

See travel insights to Chicago from

How to get the cheapest flight ticket from San Jose 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 April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Jose averaging around $392.

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 $428. 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 Jose because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $534.

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 Jose in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $298 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $488. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from San Jose to Chicago O'Hare Intl for the best San Jose - 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 42 days prior to their departure date when tickets on average are $462. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $217.

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

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

You could potentially save up to 62% on your flight if you consider stops on a San Jose to Chicago O'Hare Intl Airport flight.

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

As of December 2024, prices for San Jose to Chicago O'Hare Intl Airport flights are approximately 55% cheaper when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from San Jose 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 Jose to Chicago O'Hare Intl Airport (SJC to ORD) flight deals and tips

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

Best Price Found

$69

Fastest flight time

4h 15m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from San Jose in the past 72 hours is $69. The best round-trip flight deal from San Jose to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $135.
The fastest flight from San Jose to Chicago O'Hare Intl Airport takes 4h 15m
Direct flights go from San Jose to Chicago O'Hare Intl Airport every day.

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

    The straight-line distance from San Jose to Chicago O'Hare Intl is 1822.3 mi. Flights usually cover this in 4h 15m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from San Jose Airport to Chicago O'Hare Intl Airport were last updated today.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Jose 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 Jose to Chicago O'Hare Intl Airport?

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


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

Compare and see reviews for airlines that fly from San Jose to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $100Free CancellationRating
8.0
9,549 reviews
Search Alaska Airlines flights
FrontierPriceFrom $106Free CancellationRating
6.1
3,469 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $134Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,588 reviews
Search Delta flights
American AirlinesPriceFrom $279Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $323Free CancellationRating
7.4
9,022 reviews
Search United Airlines flights
SouthwestPriceFrom $376Free CancellationRating
8.1
4,780 reviews
Search Southwest flights
  • United Airlines Flights From San Jose to Chicago O'Hare Intl Airport

    United Airlines flies from San Jose to Chicago O'Hare Intl Airport around 5 times per week, with 9,022 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from San Jose to Chicago O'Hare Intl Airport in the last 72 hours was $323 (round-trip), much lower than the average airfare cost of $516 for United Airlines flights on this route.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from San Jose to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from San Jose with this policy.

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

momondo helps you find the best flight between San Jose and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from San Jose and alert you when they change.


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