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Palo Alto

$99+ Cheap flights from Chicago (CHI) to Palo Alto, CA

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
abr. 22 — abr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Palo Alto are usually found in September or February, booked 83 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Chicago to Palo Alto

Keep the following information in mind while searching for Chicago to Palo Alto flight deals. Data was last updated abril 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$201
(CheapOair)

One-way from

$99
(Alaska Airlines)

Popular in

December

Cheapest in

September

Average price

$288
Provider with most accurate pricing for Chicago (CHI)-San Francisco flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San Francisco flights.
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From Chicago (CHI) to Palo Alto
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One-way flight from Chicago (CHI) to Palo Alto
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Highest demand for flights based on searches. 7% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Palo Alto

Cheapest flights from Chicago to Palo Alto
Explore the most affordable flight options available from Chicago to Palo Alto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 17, 2025.

This CheapOair deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/164:15 pmORD - SFO
1 stop23h 00mFrontier
dom. 5/182:53 pmSFO - ORD
1 stop12h 17mFrontier
Deal found 4/16$201
This Trip.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/152:45 pmMDW - SFO
1 stop10h 21mFrontier
dom. 5/189:59 pmSFO - MDW
1 stop12h 25mFrontier
Deal found 4/16$205
This Southwest deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/15:15 amMDW - SFO
1 stop6h 10mSouthwest
mar. 7/87:45 pmSFO - MDW
1 stop7h 15mSouthwest
Deal found 4/16$207
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/89:05 pmORD - SFO
Nonstop4h 54mUnited Airlines
mar. 5/1311:20 pmSFO - ORD
Nonstop4h 25mUnited Airlines
Deal found 4/16$207
This Hawaiian Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/307:59 pmORD - SFO
Nonstop4h 50mHawaiian Airlines
mar. 6/36:49 pmSFO - ORD
1 stop8h 51mHawaiian Airlines
Deal found 4/16$208
This Lucky2Go deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/95:21 pmORD - SFO
1 stop8h 48mMultiple Airlines
mar. 5/1311:48 amSFO - ORD
Nonstop4h 32mMultiple Airlines
Deal found 4/17$212
This Alaska Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/86:58 pmORD - SFO
Nonstop4h 59mAlaska Airlines
lun. 5/1211:48 amSFO - ORD
Nonstop4h 32mAlaska Airlines
Deal found 4/16$217
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/164:51 pmORD - SFO
Nonstop4h 46mAmerican Airlines
dom. 5/1811:49 pmSFO - ORD
Nonstop4h 18mAmerican Airlines
Deal found 4/17$237
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/256:24 amORD - SFO
1 stop9h 05mDelta
sáb. 5/311:45 pmSFO - ORD
1 stop8h 14mDelta
Deal found 4/16$256
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/11:09 pmMDW - SFO
1 stop7h 04mDelta
mar. 7/1512:40 amSFO - MDW
1 stop5h 56mDelta
Deal found 4/16$257
This Gotogate deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/176:15 pmORD - SFO
1 stop17h 07mSun Country Air
dom. 7/2011:59 pmSFO - ORD
1 stop15h 16mSun Country Air
Deal found 4/16$304
This Southwest deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/36:15 amORD - SFO
2 stops10h 05mSouthwest
mié. 5/76:00 amSFO - ORD
1 stop8h 45mSouthwest
Deal found 4/15$312

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Palo Alto that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 17, 2025.
Use the filters below to find and compare flights from Chicago to Palo Alto that are best for you.

Fly from

Chicago

Fly to

Palo Alto

Route

Depart

Return

Price

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

vie. 5/16

4:15 pm-1:15 pm

1 stop23h 00m

San Francisco

dom. 5/18

2:53 pm-5:10 am

1 stop12h 17m

$201

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

jue. 5/15

2:45 pm-11:06 pm

1 stop10h 21m

San Francisco

dom. 5/18

9:59 pm-12:24 pm

1 stop12h 25m

$205

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

mar. 7/1

5:15 am-9:25 am

1 stop6h 10m

San Francisco

mié. 7/9

7:45 pm-5:00 am

1 stop7h 15m

$207

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

jue. 5/8

6:58 pm-9:57 pm

Nonstop4h 59m

San Francisco

mar. 5/13

11:48 am-6:20 pm

Nonstop4h 32m

$207

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

vie. 5/9

5:21 pm-12:09 am

1 stop8h 48m

San Francisco

mar. 5/13

11:48 am-6:20 pm

Nonstop4h 32m

$212

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

jue. 5/8

5:05 am-9:36 am

1 stop6h 31m

San Francisco

lun. 5/12

12:10 am-6:30 am

Nonstop4h 20m

$217

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

jue. 5/29

7:59 pm-10:49 pm

Nonstop4h 50m

San Francisco

sáb. 5/31

12:33 pm-6:59 pm

Nonstop4h 26m

$229

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

vie. 5/16

4:51 pm-7:37 pm

Nonstop4h 46m

San Francisco

dom. 5/18

11:49 pm-6:07 am

Nonstop4h 18m

$237

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

dom. 5/25

6:24 am-1:29 pm

1 stop9h 05m

San Francisco

sáb. 5/31

1:45 pm-11:59 pm

1 stop8h 14m

$256

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

mar. 7/1

1:09 pm-6:13 pm

1 stop7h 04m

San Francisco

vie. 7/18

10:45 pm-8:40 am

1 stop7h 55m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 25 results
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Best time to book a flight from Chicago to Palo Alto

Have a flexible travel schedule? Discover the best time to fly to Palo Alto from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Palo Alto

How far ahead should I book a flight from Chicago to Palo Alto?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Palo Alto. Price data was last updated on April 11, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Palo Alto, you should look to book at least 83 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Palo Alto?

Currently, January is the cheapest month in which you can book a flight from Chicago to Palo Alto (average of $276). Flying from Chicago to Palo Alto in June is currently the most expensive (average of $393). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to P4L?

Find hourly flight availability from Chicago to Palo Alto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 17, 2025.

When flying from Chicago to Palo Alto, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Palo Alto?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Palo Alto. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Palo Alto flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Palo Alto

Explore weekly flight availability from Chicago to Palo Alto. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated abril 17, 2025.

The most flights from CHI to P4L are scheduled on a Thursday (81 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (47 on average).

Rainfall in Palo Alto by month

Plan your trip to Palo Alto by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Palo Alto ranges from 0.0 - 4.4 inches per month. January is typically the wettest month, when rainfall can reach 4.4 in. July is typically the driest time to visit Palo Alto when rainfall is around 0.0 in.

Temperature in Palo Alto by month

Plan your trip to Palo Alto by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Palo Alto, use this chart to help with planning. For those seeking warmer temperatures, September is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Palo Alto

Get insights into the airlines that provide service to Palo Alto. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Palo Alto. Reviews last updated abril 17, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Chicago to Palo Alto. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,380 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Chicago to Palo Alto. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Palo Alto one-way?

    $99 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on Frontier and Southwest, with prices starting from $100 and $108, respectively.

  • What are the most reliable airlines from Chicago to Palo Alto?

    The top 3 most reliable airlines when flying from Chicago to Palo Alto are ANA (97%), Air China (94%) and China Southern (89%).

  • What are the cheapest flights from Chicago to Palo Alto?

    Looking at all options, your cheapest flight can be booked for $98. While the most popular route (Chicago O'Hare Intl - San Francisco) can be booked for $179 on average our data indicates $817 when flying from Chicago to Palo Alto.

  • Can I find deals for flights from Chicago to Palo Alto that include hotel bookings?

    Yes. In addition to deals on Chicago to Palo Alto flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Palo Alto?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Palo Alto.

  • Can I find deals for business class flights from Chicago to Palo Alto?

    Yes. Cheapflights offers flight deals from Chicago to Palo Alto by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Palo Alto?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Palo Alto (average of $276). Flying from Chicago to Palo Alto in June is currently the most expensive (average of $393). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Chicago to Palo Alto

Discover the top 8 airlines that operate flights from Chicago to Palo Alto. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$236FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$108Average$268FlexibilityNo cancel feeOn-time85%
DeltaCheapest$128Average$388FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$129Average$243FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$140Average$321FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$179Average$395FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$197Average$406FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$247Average$437FlexibilityNo cancel feeOn-time63%

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