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Palo Alto

$102+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Jun 18 — Jun 251
Wed 6/18
Wed 6/25
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Palo Alto are usually found in September or October, booked 84 days in advance, depart on a Friday 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 June 13, 2025.

Round-trip from

$203
(American Airlines)

One-way from

$102
(iWofly)

Popular in

December

Cheapest in

September

Average price

$326
From Chicago (CHI) to Palo Alto
Search Deals
One-way flight from Chicago (CHI) to Palo Alto
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Highest demand for flights based on searches. 8% potential increase in price ($28 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 June 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 June 13, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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.
Fri 8/296:50 pmORD - SFO
Nonstop4h 43mAmerican Airlines
Mon 9/16:10 amSFO - ORD
Nonstop4h 20mAmerican Airlines
Deal found 6/11$203
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 9/69:45 amMDW - SFO
2 stops10h 35mSouthwest
Sat 9/136:20 pmSFO - MDW
1 stop8h 50mSouthwest
Deal found 6/11$204
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 8/231:50 pmORD - SFO
2 stops9h 35mSouthwest
Thu 8/285:00 amSFO - ORD
1 stop7h 25mSouthwest
Deal found 6/11$204
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 8/127:18 pmORD - SFO
Nonstop4h 48mAlaska Airlines
Sat 8/168:00 amSFO - ORD
1 stop13h 39mAlaska Airlines
Deal found 6/11$208
This Agoda.com deal was found by Cheapflights users on 6/12. 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 Agoda.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/177:18 pmORD - SFO
Nonstop4h 48mHawaiian Airlines
Tue 7/2211:55 amSFO - ORD
Nonstop4h 23mHawaiian Airlines
Deal found 6/12$215
This Kissandfly.com deal was found by Cheapflights users on 6/12. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:18 pmORD - SFO
Nonstop4h 48mMultiple Airlines
Sat 7/57:20 amSFO - ORD
1 stop13h 47mMultiple Airlines
Deal found 6/12$231
This Frontier deal was found by Cheapflights users on 6/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:00 amORD - SFO
1 stop7h 29mFrontier
Mon 8/255:45 amSFO - ORD
1 stop12h 55mFrontier
Deal found 6/12$251
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Sat 7/123:54 pmORD - SFO
Nonstop4h 50mUnited Airlines
Tue 7/2211:55 pmSFO - ORD
Nonstop4h 20mUnited Airlines
Deal found 6/12$256
This Delta deal was found by Cheapflights users on 6/13. 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.
Tue 7/11:09 pmMDW - SFO
1 stop9h 13mDelta
Fri 7/412:49 amSFO - MDW
1 stop5h 55mDelta
Deal found 6/13$257
This Delta deal was found by Cheapflights users on 6/11. 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.
Tue 7/17:09 amORD - SFO
1 stop10h 44mDelta
Sat 7/55:50 amSFO - ORD
1 stop8h 28mDelta
Deal found 6/11$257
This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/294:29 pmMDW - SFO
1 stop9h 45mFrontier
Mon 10/66:00 amSFO - MDW
1 stop14h 38mFrontier
Deal found 6/12$265
This Sun Country Air deal was found by Cheapflights users on 6/11. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/286:10 amORD - SFO
1 stop7h 10mSun Country Air
Sun 7/611:55 pmSFO - ORD
1 stop10h 44mSun Country Air
Deal found 6/11$335

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 June 13, 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

Fri 8/29

6:50 pm-9:33 pm

Nonstop4h 43m

San Francisco

Mon 9/1

6:10 am-12:30 pm

Nonstop4h 20m

$203

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 9/6

9:45 am-6:20 pm

2 stops10h 35m

San Francisco

Sat 9/13

6:20 pm-5:10 am

1 stop8h 50m

$204

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 8/23

1:50 pm-9:25 pm

2 stops9h 35m

San Francisco

Thu 8/28

5:00 am-2:25 pm

1 stop7h 25m

$204

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 8/12

7:18 pm-10:06 pm

Nonstop4h 48m

San Francisco

Sat 8/16

8:00 am-11:39 pm

1 stop13h 39m

$208

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 7/17

7:18 pm-10:06 pm

Nonstop4h 48m

San Francisco

Tue 7/22

11:55 am-6:18 pm

Nonstop4h 23m

$215

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 7/1

7:18 pm-10:06 pm

Nonstop4h 48m

San Francisco

Sat 7/5

7:20 am-11:07 pm

1 stop13h 47m

$231

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 8/21

6:00 am-11:29 am

1 stop7h 29m

San Francisco

Mon 8/25

5:45 am-8:40 pm

1 stop12h 55m

$251

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 7/12

3:54 pm-6:44 pm

Nonstop4h 50m

San Francisco

Tue 7/22

11:55 pm-6:15 am

Nonstop4h 20m

$256

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 7/1

6:00 am-11:45 am

1 stop7h 45m

San Francisco

Mon 7/7

12:50 am-8:45 am

1 stop5h 55m

$257

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 7/1

6:15 pm-12:20 am

1 stop8h 05m

San Francisco

Fri 7/4

11:35 am-9:24 pm

1 stop7h 49m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 9, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Palo Alto, you should look to book at least 84 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 $364). 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 June 13, 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 Thursday evenings when fares are most often at their lowest. Sunday at noon 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 June 13, 2025.

The most flights from CHI to P4L are scheduled on a Friday (92 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (64 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 June 13, 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
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,286 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,496 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,792 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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?

    $102 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 Southwest and Hawaiian Airlines, with prices starting from $104 and $107, 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 Austrian Airlines (90%), ANA (90%) and Brussels Airlines (88%).

  • 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 $1,238 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 $364). 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.

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Alternative routes for Chicago to Palo Alto

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 June 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$242FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$108Average$226FlexibilityNo cancel feeOn-time85%
Spirit AirlinesCheapest$127Average$239FlexibilityNo cancel feeOn-time65%
DeltaCheapest$128Average$393FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$167Average$324FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$179Average$392FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$197Average$394FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$433FlexibilityNo cancel feeOn-time63%

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