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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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Chicago to Palo Alto are usually found in April or September, booked 67 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from Chicago to Palo Alto

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Palo Alto (P4L). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$197
(Alaska Airlines)

One-way from

$99
(Southwest)

Popular in

March

Cheapest in

April

Average price

$316
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. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 21, 2025.

This Alaska Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 2/267:00 pmORD - SFO
Nonstop5h 10mAlaska Airlines
Wed 3/510:46 amSFO - ORD
Nonstop4h 12mAlaska Airlines
Deal found 1/20$197
This Orbitz deal was found by Cheapflights users on 1/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/207:00 pmORD - SFO
Nonstop5h 10mMultiple Airlines
Mon 2/247:54 pmSFO - ORD
1 stop7h 06mMultiple Airlines
Deal found 1/19$199
This Frontier deal was found by Cheapflights users on 1/21. 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.
Tue 2/254:07 pmMDW - SFO
1 stop9h 08mFrontier
Thu 3/611:43 pmSFO - MDW
1 stop9h 51mFrontier
Deal found 1/21$200
This CheapOair deal was found by Cheapflights users on 1/20. 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.
Fri 2/287:55 pmORD - SFO
1 stop15h 47mFrontier
Thu 3/612:15 amSFO - ORD
1 stop14h 11mFrontier
Deal found 1/20$200
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Sat 2/154:55 pmORD - SFO
1 stop8h 04mAmerican Airlines
Tue 2/185:15 amSFO - ORD
Nonstop4h 06mAmerican Airlines
Deal found 1/20$208
This Southwest deal was found by Cheapflights users on 1/21. 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 2/1511:05 amMDW - SFO
Nonstop4h 50mSouthwest
Sat 2/226:10 amSFO - MDW
Nonstop4h 10mSouthwest
Deal found 1/21$218
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 2/2010:35 amORD - SFO
Nonstop5h 03mUnited Airlines
Fri 2/2110:40 amSFO - ORD
1 stop6h 15mUnited Airlines
Deal found 1/20$227
This Delta deal was found by Cheapflights users on 1/21. 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.
Fri 2/212:08 pmMDW - SFO
1 stop7h 04mDelta
Sun 3/210:45 pmSFO - MDW
1 stop8h 06mDelta
Deal found 1/21$257
This Delta deal was found by Cheapflights users on 1/20. 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.
Mon 2/1710:30 amORD - SFO
1 stop10h 42mDelta
Mon 3/312:40 amSFO - ORD
1 stop6h 19mDelta
Deal found 1/20$257
This Southwest deal was found by Cheapflights users on 1/20. 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 2/1510:45 amORD - SFO
2 stops12h 15mSouthwest
Tue 2/182:15 pmSFO - ORD
1 stop6h 20mSouthwest
Deal found 1/20$288
This FlightHub deal was found by Cheapflights users on 1/21. 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.
Thu 7/318:10 pmORD - SFO
1 stop13h 58mSun Country Air
Sun 8/311:59 pmSFO - ORD
1 stop17h 12mSun Country Air
Deal found 1/21$315

Find flights from Chicago to Palo Alto within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 2/26

7:00 pm-10:10 pm

Nonstop5h 10m

San Francisco

Tue 3/4

10:46 am-4:58 pm

Nonstop4h 12m

$197

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 2/20

7:00 pm-10:10 pm

Nonstop5h 10m

San Francisco

Mon 2/24

7:54 pm-5:00 am

1 stop7h 06m

$199

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 2/28

7:55 pm-9:42 am

1 stop15h 47m

San Francisco

Thu 3/6

12:15 am-4:26 pm

1 stop14h 11m

$200

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 2/20

8:44 pm-7:16 am

1 stop12h 32m

San Francisco

Wed 2/26

2:53 pm-12:17 am

1 stop7h 24m

$206

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 3/6

6:20 pm-9:00 pm

Nonstop4h 40m

San Francisco

Tue 3/11

7:00 am-1:05 pm

Nonstop4h 05m

$207

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 2/15

4:55 pm-10:59 pm

1 stop8h 04m

San Francisco

Tue 2/18

5:15 am-11:21 am

Nonstop4h 06m

$208

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 2/20

10:35 am-1:38 pm

Nonstop5h 03m

San Francisco

Fri 2/21

10:40 am-6:55 pm

1 stop6h 15m

$227

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 2/18

10:57 am-6:20 pm

1 stop9h 23m

San Francisco

Mon 2/24

12:40 am-9:35 am

1 stop6h 55m

$257

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Mon 2/17

6:15 am-11:32 am

1 stop7h 17m

San Francisco

Sat 2/22

10:45 pm-9:16 am

1 stop8h 31m

$257

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 3/6

7:10 pm-12:30 am

1 stop7h 20m

San Francisco

Wed 4/9

5:15 am-4:45 pm

2 stops9h 30m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 23 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.

Travel insights for flights from Chicago to Palo Alto

Get recent, data-driven insights about flights from Chicago to Palo Alto including ideal travel times, pricing trends, and more.

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 January 17, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Palo Alto, you should look to book at least 67 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 $405). 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 January 21, 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 Wednesday afternoons when fares are most often at their lowest. Monday 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 January 21, 2025.

The most flights from CHI to P4L are scheduled on a Thursday (54 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (39 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 January 21, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and United Airlines 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.
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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 Southwest. You may also be able to find cheap deals on United Airlines and Frontier, with prices starting from $99 and $100, 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 Air China (100%), ANA (93%) and Asiana Airlines (83%).

  • 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 $136 on average our data indicates $992 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 $405). 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

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Top 7 airlines flying from Chicago to Palo Alto

Discover the top 7 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$208FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$367FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$133Average$246FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$140Average$369FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$141Average$388FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$447FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$242Average$456FlexibilityNo cancel feeOn-time63%
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