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Cheap flights from San Jose to Chicago O'Hare Intl Airport from $63

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 2/24. 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.
12:23 pm - 5:28 pmSJC-ORD
27h 05m1 stop
9:10 pm - 7:15 pmORD-SJC
24h 05m1 stop
$130Spirit Airlines
Find Deal
Mon, Dec 16 - Tue, Dec 17
8:44 pm - 5:30 amSJC-ORD
6h 46m1 stop
9:10 pm - 7:46 amORD-SJC
12h 36m1 stop
$143Spirit Airlines
Find Deal
Sat, Dec 7 - Tue, Dec 10
3:08 pm - 9:52 pmSJC-ORD
28h 44m1 stop
1:39 pm - 10:24 amORD-SJC
22h 45m1 stop
$149Spirit Airlines
Find Deal
Wed, Jan 8 - Tue, Jan 14
8:44 pm - 5:30 amSJC-ORD
6h 46m1 stop
8:25 pm - 1:49 pmORD-SJC
19h 24m1 stop
Sat, Dec 14 - Mon, Dec 16
8:44 pm - 5:30 amSJC-ORD
6h 46m1 stop
9:10 pm - 9:35 amORD-SJC
14h 25m1 stop
$157Spirit Airlines
Find Deal
Fri, Dec 13 - Tue, Dec 17
5:08 pm - 7:30 pmSJC-ORD
24h 22m1 stop
6:36 pm - 4:18 pmORD-SJC
23h 42m1 stop
$158Frontier
Find Deal
Thu, Dec 5 - Sun, Dec 8
8:44 pm - 5:30 amSJC-ORD
6h 46m1 stop
9:10 pm - 11:28 amORD-SJC
16h 18m2 stops
$160Spirit Airlines
Find Deal
Sat, Dec 7 - Tue, Dec 10
8:44 pm - 5:30 amSJC-ORD
6h 46m1 stop
7:25 am - 12:11 pmORD-SJC
6h 46m1 stop
Sat, Dec 14 - Sun, Jan 26
1:11 pm - 12:32 amSJC-ORD
9h 21m1 stop
7:25 am - 12:11 pmORD-SJC
6h 46m1 stop
$168Frontier
Find Deal
Fri, Jan 17 - Sun, Jan 19
3:10 pm - 5:19 amSJC-ORD
12h 09m1 stop
6:32 am - 2:15 pmORD-SJC
9h 43m1 stop
$362Alaska Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
4:03 pm - 12:44 amSJC-ORD
6h 41m1 stop
$63Frontier
Find Deal
Mon, Feb 24
4:03 pm - 12:44 amSJC-ORD
6h 41m1 stop
$64Frontier
Find Deal
Mon, Feb 24
5:50 am - 5:30 amSJC-ORD
21h 40m1 stop
$74Spirit Airlines
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Thu, Dec 19
8:10 pm - 5:30 amSJC-ORD
7h 20m1 stop
$75Spirit Airlines
Find Deal
Wed, Dec 25
1:10 pm - 11:59 pmSJC-ORD
8h 49m1 stop
$153Alaska Airlines
Find Deal
Wed, Jan 15
11:30 am - 11:56 pmSJC-ORD
10h 26m1 stop
$158Delta
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Tue, Feb 18
1:00 pm - 11:59 pmSJC-ORD
8h 59m1 stop
$163Alaska Airlines
Find Deal
Sat, Mar 1
6:25 am - 9:58 pmSJC-ORD
13h 33m2 stops
$168Delta
Find Deal
Wed, Feb 12
8:00 am - 2:20 pmSJC-ORD
4h 20mnonstop
$197United Airlines
Find Deal
Wed, Dec 18
10:40 pm - 4:57 amSJC-ORD
4h 17mnonstop
$212United Airlines
Find Deal
Thu, Dec 19
1:41 pm - 12:15 pmSJC-ORD
20h 34m1 stop
6:00 am - 11:22 amORD-SJC
7h 22m1 stop
$297Frontier
Find Deal
Thu, Nov 21 - Mon, Nov 25
9:55 pm - 10:43 amSJC-ORD
10h 48m1 stop
5:01 am - 11:07 amORD-SJC
8h 06m1 stop
$327Frontier
Find Deal
Thu, Nov 21 - Sun, Nov 24
11:35 am - 11:43 pmSJC-ORD
10h 08m1 stop
6:00 am - 11:22 amORD-SJC
7h 22m1 stop
Sat, Nov 23 - Mon, Nov 25
6:30 am - 10:56 amSJC-ORD
26h 26m2 stops
9:08 pm - 7:55 amORD-SJC
12h 47m1 stop
$341Spirit Airlines
Find Deal
Thu, Nov 21 - Thu, Nov 28
10:07 am - 10:56 amSJC-ORD
22h 49m3 stops
8:27 pm - 9:30 amORD-SJC
15h 03m1 stop
$348Spirit Airlines
Find Deal
Thu, Nov 21 - Mon, Nov 25
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:10 am - 11:59 amORD-SJC
4h 49mnonstop
$813United Airlines
Find Deal
Sat, Nov 23 - Wed, Nov 27
12:55 pm - 9:11 pmSJC-ORD
6h 16m1 stop
9:10 am - 11:59 amORD-SJC
4h 49mnonstop
$823United Airlines
Find Deal
Sat, Nov 23 - Wed, Nov 27
12:30 pm - 11:59 pmSJC-ORD
9h 29m1 stop
6:17 am - 12:11 pmORD-SJC
7h 54m1 stop
$985Delta
Find Deal
Fri, Nov 22 - Sat, Nov 30
3:07 pm - 11:59 pmSJC-ORD
6h 52m1 stop
7:00 am - 12:15 pmORD-SJC
7h 15m1 stop
$1,138Alaska Airlines
Find Deal
Wed, Nov 20 - Sat, Nov 23
6:20 am - 5:47 pmSJC-ORD
9h 27m1 stop
12:25 pm - 6:35 pmORD-SJC
8h 10m2 stops
$1,164Delta
Find Deal
Thu, Nov 21 - Sun, Nov 24
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$393United Airlines
Find Deal
Wed, Jan 8 - Tue, Jan 14
8:00 am - 2:20 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:54 amORD-SJC
4h 49mnonstop
$408United Airlines
Find Deal
Mon, Dec 16 - Tue, Dec 17
8:00 am - 2:20 pmSJC-ORD
4h 20mnonstop
8:00 pm - 10:49 pmORD-SJC
4h 49mnonstop
$413United Airlines
Find Deal
Wed, Dec 18 - Mon, Dec 23
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:54 amORD-SJC
4h 49mnonstop
$423United Airlines
Find Deal
Sat, Dec 14 - Mon, Dec 16
10:40 pm - 4:57 amSJC-ORD
4h 17mnonstop
8:00 pm - 10:49 pmORD-SJC
4h 49mnonstop
$433United Airlines
Find Deal
Fri, Dec 27 - Fri, Jan 3
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:54 amORD-SJC
4h 49mnonstop
$483United Airlines
Find Deal
Sat, Dec 7 - Tue, Dec 10
8:00 am - 2:20 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:54 amORD-SJC
4h 49mnonstop
$498United Airlines
Find Deal
Tue, Dec 10 - Thu, Dec 12
8:00 am - 2:20 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:54 amORD-SJC
4h 49mnonstop
$499United Airlines
Find Deal
Thu, Dec 12 - Wed, Dec 18
8:00 am - 2:20 pmSJC-ORD
4h 20mnonstop
8:00 pm - 10:49 pmORD-SJC
4h 49mnonstop
$503United Airlines
Find Deal
Wed, Dec 18 - Sun, Dec 22
6:30 am - 12:50 pmSJC-ORD
4h 20mnonstop
9:05 am - 11:56 amORD-SJC
4h 51mnonstop
$513United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16

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
Dec 16
SJC12:23 pmSan Jose
27h 05m
1 stop
ORD5:28 pmChicago O'Hare Intl
Dec 17
ORD9:10 pmChicago O'Hare Intl
24h 05m
1 stop
SJC7:15 pmSan Jose
Spirit Airlines
Dec 7
SJC8:44 pmSan Jose
6h 46m
1 stop
ORD5:30 amChicago O'Hare Intl
Dec 10
ORD9:10 pmChicago O'Hare Intl
12h 36m
1 stop
SJC7:46 amSan Jose
Spirit Airlines
Jan 8
SJC3:08 pmSan Jose
28h 44m
1 stop
ORD9:52 pmChicago O'Hare Intl
Jan 14
ORD1:39 pmChicago O'Hare Intl
22h 45m
1 stop
SJC10:24 amSan Jose

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

Our best United Airlines deals on San Jose to Chicago O'Hare Intl Airport flight tickets
United Airlines
Nov 28
SJC6:30 amSan Jose
4h 20m
ORD12:50 pmChicago O'Hare Intl
Dec 7
ORD7:46 pmChicago O'Hare Intl
16h 04m
1 stop
SJC9:50 amSan Jose
United Airlines
Nov 28
SJC6:30 amSan Jose
4h 20m
ORD12:50 pmChicago O'Hare Intl
Dec 7
ORD9:05 amChicago O'Hare Intl
4h 49m
SJC11:54 amSan Jose
United Airlines
Nov 26
SJC6:30 amSan Jose
4h 20m
ORD12:50 pmChicago O'Hare Intl
Nov 29
ORD9:10 amChicago O'Hare Intl
4h 49m
SJC11:59 amSan Jose

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 from San Jose to Chicago O'Hare Intl Airport?

September. The cheapest time of year to fly to Chicago O'Hare Intl Airport from San Jose is September. Most expensive is March

What is the cheapest day to depart San Jose for Chicago O'Hare Intl Airport?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from San Jose to Chicago O'Hare Intl Airport?

In the afternoon. San Jose to Chicago O'Hare Intl Airport flights are approximately 36% more expensive in the morning than in the afternoon

What is the cheapest airline that flies to Chicago O'Hare Intl Airport from San Jose?

Frontier. Frontier, Spirit Airlines, and Alaska Airlines are the most popular carriers operating from San Jose to Chicago O'Hare Intl Airport

How far in advance should you book San Jose to Chicago O'Hare Intl Airport flights?

32 days before. The cheapest time to buy a flight from San Jose to Chicago O'Hare Intl Airport is approximately 32 days to departure

How many flights depart from San Jose to Chicago O'Hare Intl Airport on average per day?

The number of flights available between San Jose and Chicago O'Hare Intl Airport is 1 per day as of November 2024. The most frequent departure time is 6:00AM, with 100% of daily flights leaving at noon.

How many flights depart from San Jose to Chicago O'Hare Intl Airport on average per week?

7 flights are operational weekly from San Jose to Chicago O'Hare Intl Airport as of November 2024. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.

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

There are 2 cabin classes available to choose from on San Jose to Chicago O'Hare Intl Airport 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 68% 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 November 2024, prices for San Jose to Chicago O'Hare Intl Airport flights are approximately 29% 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

$63

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 $63. The best round-trip flight deal from San Jose to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $130.
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 56m, 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
9,451 reviews
Search Alaska Airlines flights
Spirit AirlinesPriceFrom $111Free CancellationRating
6.3
8,176 reviews
Search Spirit Airlines flights
FrontierPriceFrom $157Free CancellationRating
6.1
3,542 reviews
Search Frontier flights
DeltaPriceFrom $236Free CancellationRating
8.0
8,766 reviews
Search Delta flights
American AirlinesPriceFrom $279Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $322Free CancellationRating
7.4
9,168 reviews
Search United Airlines flights
SouthwestPriceFrom $376Free CancellationRating
8.1
5,022 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 7 times per week, with 9,168 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 $322 (round-trip), much lower than the average airfare cost of $514 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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