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Cheap flights from San Jose to Chicago O'Hare Intl Airport from $34

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 2/19. 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.
3:28 pm - 5:28 amSJC-ORD
12h 00m1 stop
7:47 am - 6:59 pmORD-SJC
13h 12m1 stop
$69Spirit Airlines
Find Deal
Wed, Feb 26 - Wed, Mar 5
3:28 pm - 5:28 amSJC-ORD
12h 00m1 stop
7:47 am - 6:59 pmORD-SJC
13h 12m1 stop
$85Spirit Airlines
Find Deal
Sat, Mar 1 - Wed, Mar 5
11:19 am - 5:28 amSJC-ORD
16h 09m2 stops
7:47 am - 6:59 pmORD-SJC
13h 12m1 stop
$93Spirit Airlines
Find Deal
Wed, Feb 26 - Wed, Mar 5
7:34 am - 5:28 amSJC-ORD
19h 54m1 stop
7:47 am - 6:59 pmORD-SJC
13h 12m1 stop
$103Spirit Airlines
Find Deal
Fri, Feb 28 - Wed, Mar 5
4:03 pm - 1:25 pmSJC-ORD
19h 22m1 stop
7:47 am - 6:59 pmORD-SJC
13h 12m1 stop
Wed, Feb 12 - Wed, Mar 5
4:03 pm - 1:25 pmSJC-ORD
19h 22m1 stop
10:45 pm - 10:21 amORD-SJC
13h 36m1 stop
Wed, Feb 12 - Wed, Feb 19
8:59 am - 11:39 pmSJC-ORD
12h 40m1 stop
7:59 pm - 4:46 pmORD-SJC
22h 47m1 stop
$156Frontier
Find Deal
Thu, Feb 20 - Sun, Feb 23
1:00 pm - 5:00 amSJC-ORD
14h 00m1 stop
7:59 pm - 4:46 pmORD-SJC
22h 47m1 stop
$160Frontier
Find Deal
Thu, Feb 20 - Sun, Feb 23
11:46 am - 11:59 pmSJC-ORD
10h 13m2 stops
7:00 pm - 10:01 amORD-SJC
17h 01m2 stops
$342Alaska Airlines
Find Deal
Sat, Mar 1 - Tue, Mar 4
1:00 pm - 11:59 pmSJC-ORD
8h 59m1 stop
7:45 am - 7:56 pmORD-SJC
14h 11m2 stops
$343Alaska Airlines
Find Deal
Thu, Feb 20 - Tue, Feb 25

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 20
SJC8:59 amSan Jose
12h 40m
1 stop
ORD11:39 pmChicago O'Hare Intl
Feb 23
ORD7:59 pmChicago O'Hare Intl
22h 47m
1 stop
SJC4:46 pmSan Jose
Frontier
Feb 20
SJC1:00 pmSan Jose
14h 00m
1 stop
ORD5:00 amChicago O'Hare Intl
Feb 23
ORD7:59 pmChicago O'Hare Intl
22h 47m
1 stop
SJC4:46 pmSan Jose
Frontier
Feb 12
SJC4:03 pmSan Jose
19h 22m
1 stop
ORD1:25 pmChicago O'Hare Intl
Mar 16
ORD7:59 pmChicago O'Hare Intl
23h 07m
1 stop
SJC5:06 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 26
SJC3:28 pmSan Jose
12h 00m
1 stop
ORD5:28 amChicago O'Hare Intl
Mar 5
ORD7:47 amChicago O'Hare Intl
13h 12m
1 stop
SJC6:59 pmSan Jose
Spirit Airlines
Mar 1
SJC3:28 pmSan Jose
12h 00m
1 stop
ORD5:28 amChicago O'Hare Intl
Mar 5
ORD7:47 amChicago O'Hare Intl
13h 12m
1 stop
SJC6:59 pmSan Jose
Spirit Airlines
Feb 26
SJC11:19 amSan Jose
16h 09m
2 stops
ORD5:28 amChicago O'Hare Intl
Mar 5
ORD7:47 amChicago O'Hare Intl
13h 12m
1 stop
SJC6:59 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 typical price of a round-trip flight between San Jose and Chicago O'Hare Intl Airport?

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 $489. 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 $621.

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 evening because they tend to be around $570. 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?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from San Jose when booking 7 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $457 when searching 7 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 Jose for as low as $365 on momondo.

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.

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

As of January 2025, prices for San Jose to Chicago O'Hare Intl Airport flights are approximately 25% 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

$34

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 $34. The best round-trip flight deal from San Jose to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $69.
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 5h 37m, 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
9,686 reviews
Search Alaska Airlines flights
FrontierPriceFrom $106Free CancellationRating
6.0
3,428 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $134Free CancellationRating
6.3
8,087 reviews
Search Spirit Airlines flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,456 reviews
Search Delta flights
American AirlinesPriceFrom $279Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $323Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
SouthwestPriceFrom $423Free CancellationRating
8.1
4,587 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 2 times per week, with 8,913 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 $517 for United Airlines flights on this route.


Traveling to a place near Chicago?

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South Haven
Racine
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Tinley Park
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New Buffalo
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Waukegan

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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