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Modesto

$123+ Cheap flights from Chicago (CHI) to Modesto, 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Modesto are usually found in July or February, booked 83 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Modesto

Keep the following information in mind while searching for Chicago to Modesto flight deals. Data was last updated October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$245
(Cheapflightsfares)

One-way from

$123
(CheapOair)

Popular in

December

Cheapest in

July

Average price

$321
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 Modesto
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One-way flight from Chicago (CHI) to Modesto
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Highest demand for flights based on searches. 10% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Chicago to Modesto

Cheapest flights from Chicago to Modesto
Explore the most affordable flight options available from Chicago to Modesto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This Trip.com deal was found by Cheapflights users on 10/25. 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.
Sat 11/11:37 pmMDW - SFO
1 stop9h 34mFrontier
Sun 11/25:34 amSFO - MDW
1 stop26h 56mFrontier
Deal found 10/25$245
This Cheapflightsfares deal was found by Cheapflights users on 10/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:05 pmORD - SFO
1 stop16h 03mFrontier
Sun 11/236:32 amSFO - ORD
1 stop15h 38mFrontier
Deal found 10/25$245
This Frontier deal was found by Cheapflights users on 10/26. 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 12/116:15 amMDW - SFO
1 stop9h 03mFrontier
Sun 1/116:15 amSFO - MDW
1 stop11h 47mFrontier
Deal found 10/26$246
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amORD - SFO
1 stop9h 13mFrontier
Fri 1/99:13 amSFO - ORD
1 stop7h 40mFrontier
Deal found 10/24$246
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:15 amMDW - SFO
1 stop13h 20mFrontier
Mon 12/154:59 pmSFO - MDW
2 stops13h 47mFrontier
Deal found 10/25$247
This Cheapflightsfares deal was found by Cheapflights users on 10/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/56:05 pmORD - SFO
1 stop6h 22mFrontier
Fri 11/710:23 pmSFO - ORD
1 stop11h 07mFrontier
Deal found 10/24$247
This Frontier deal was found by Cheapflights users on 10/26. 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.
Fri 12/126:15 amMDW - SFO
1 stop13h 20mFrontier
Thu 1/86:15 amSFO - MDW
1 stop11h 47mFrontier
Deal found 10/26$248
This Frontier deal was found by Cheapflights users on 10/25. 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.
Fri 11/77:20 amORD - SFO
1 stop9h 47mFrontier
Mon 11/1010:23 pmSFO - ORD
1 stop10h 51mFrontier
Deal found 10/25$248
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/163:05 pmORD - SFO
1 stop8h 41mAlaska Airlines
Thu 1/811:41 amSFO - ORD
1 stop9h 56mAlaska Airlines
Deal found 10/27$249
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/163:05 pmORD - SFO
1 stop8h 41mAlaska Airlines
Tue 1/67:00 amSFO - ORD
1 stop8h 12mAlaska Airlines
Deal found 10/27$250
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1811:45 amORD - SFO
1 stop7h 33mMultiple Airlines
Wed 1/76:30 pmSFO - ORD
2 stops14h 19mMultiple Airlines
Deal found 10/26$251
This Gotogate deal was found by Cheapflights users on 10/25. 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.
Thu 10/3012:30 pmMDW - SFO
1 stop28h 10mFrontier
Sat 11/16:34 amSFO - MDW
1 stop27h 56mFrontier
Deal found 10/25$252

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Modesto 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 October 27, 2025.
Use the filters below to find and compare flights from Chicago to Modesto that are best for you.

Fly from

Chicago

Fly to

Modesto

Route

Depart

Return

Price

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 12/18

11:45 am-5:18 pm

1 stop7h 33m

San Francisco

Tue 12/30

11:59 pm-10:44 am

1 stop8h 45m

$255

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 12/16

3:05 pm-9:46 pm

1 stop8h 41m

San Francisco

Mon 1/5

8:46 pm-6:29 am

1 stop7h 43m

$260

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 12/4

8:55 am-2:15 pm

1 stop7h 20m

San Francisco

Wed 12/10

9:57 pm-11:50 pm

1 stop23h 53m

$262

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 1/24

3:49 pm-10:47 pm

1 stop8h 58m

San Francisco

Sun 2/1

11:41 am-11:37 pm

1 stop9h 56m

$271

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 1/6

8:58 pm-2:02 pm

1 stop19h 04m

San Francisco

Sat 1/10

11:41 am-11:37 pm

1 stop9h 56m

$271

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Tue 12/2

8:59 pm-8:06 am

1 stop13h 07m

San Francisco

Wed 12/3

10:06 am-11:50 pm

2 stops11h 44m

$272

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 12/11

8:15 am-11:00 am

Nonstop4h 45m

San Francisco

Tue 12/16

6:10 am-12:15 pm

Nonstop4h 05m

$297

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Mon 11/24

8:10 am-3:05 pm

1 stop8h 55m

San Francisco

Wed 12/3

7:30 am-7:35 pm

2 stops10h 05m

$300

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 12/10

8:55 am-5:24 pm

2 stops10h 29m

San Francisco

Sat 12/13

2:50 pm-11:50 pm

1 stop7h 00m

$304

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 11/27

10:35 am-1:25 pm

Nonstop4h 50m

San Francisco

Mon 12/8

7:00 am-1:23 pm

Nonstop4h 23m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 42 results
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Best time to book a flight from Chicago to Modesto

Have a flexible travel schedule? Discover the best time to fly to Modesto 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 Modesto

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Modesto. Price data was last updated on October 24, 2025.

The best time to book flights from Chicago to Modesto is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, October is the cheapest month in which you can book a flight from Chicago to Modesto (average of $80). Flying from Chicago to Modesto in June is currently the most expensive (average of $198). 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 MD9?

Find hourly flight availability from Chicago to Modesto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Modesto in the afternoon. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Chicago to Modesto?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Modesto. Price data was last updated on October 26, 2025.

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

Weekly flight availability from Chicago to Modesto

Explore weekly flight availability from Chicago to Modesto. 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 October 27, 2025.

The most flights from CHI to MD9 are scheduled on a Monday (82 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (40 on average).

How much does it cost to fly round-trip from Chicago to Modesto?

Reviews of airlines servicing Modesto

Get insights into the airlines that provide service to Modesto. 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 Modesto. Reviews last updated October 27, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and United Airlines from Chicago to Modesto. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,193 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,193 reviews
Alaska Airlines
8.0
Very good
11,193 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
11,193 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,999 reviews
Alaska Airlines
8.0
Very good
11,193 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,031 reviews
Alaska Airlines
8.0
Very good
11,193 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,123 reviews
Alaska Airlines
8.0
Very good
11,193 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

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

  • How long is the flight from Chicago to Modesto?

    Departing from Chicago to Modesto will take you 4h 45m. Airlines will cover a distance of 1849 mi. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $123 on Sun Country Air. Other airlines that offer cheap prices include Alaska Airlines from $126 and Delta from $127 one-way.

  • What are the most reliable airlines from Chicago to Modesto?

    Consider Air China (92%), ANA (92%) or ITA Airways (78%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Modesto.

  • What are the cheapest flights from Chicago to Modesto?

    On average you can expect to pay $1,077 for a flight from Chicago to Modesto. The cheapest flight overall is $148 while the most popular route, (Chicago O'Hare Intl - San Francisco) is currently priced at $166.

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

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

  • How can I find direct flights from Chicago to Modesto?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Modesto 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 Modesto?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Modesto (average of $80). Flying from Chicago to Modesto in June is currently the most expensive (average of $198). 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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Alternative routes for Chicago to Modesto

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Chicago to Modesto

Discover the top 9 airlines that operate flights from Chicago to Modesto. 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$80Average$239FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$83Average$227FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$108Average$217FlexibilityNo cancel feeOn-time85%
Sun Country AirCheapest$112Average$375FlexibilityNo cancel feeOn-time83%
DeltaCheapest$128Average$359FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$138Average$439FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$181Average$440FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$188Average$324FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$204Average$456FlexibilityNo cancel feeOn-time69%

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