Todos Santos

$121+ Cheap flights from Chicago (CHI) to Todos Santos, Mexico

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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
Nov 1 — Nov 81
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Todos Santos are usually found in September or July, booked 17 days in advance, depart on a Tuesday or Monday and return on a Friday

Cheap flight deals from Chicago to Todos Santos

Keep the following information in mind while searching for Chicago to Todos Santos flight deals. Data was last updated October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$416
(United Airlines)

One-way from

$121
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$611
Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.
From Chicago (CHI) to Todos Santos
One-way flight from Chicago (CHI) to Todos Santos
Highest demand for flights based on searches. 6% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Find flight deals from Chicago to Todos Santos

Cheapest flights from Chicago to Todos Santos
Explore the most affordable flight options available from Chicago to Todos Santos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2025.

This United Airlines deal was found by Cheapflights users on 9/30. 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.
Fri 10/317:10 amORD - SJD
1 stop8h 32mUnited Airlines
Tue 11/412:50 pmSJD - ORD
Nonstop4h 13mUnited Airlines
Deal found 9/30$416
This United Airlines deal was found by Cheapflights users on 10/2. 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.
Fri 10/178:50 amORD - SJD
Nonstop4h 38mUnited Airlines
Wed 10/2211:52 amSJD - ORD
Nonstop4h 14mUnited Airlines
Deal found 10/2$417
This Hawaiian Airlines deal was found by Cheapflights users on 9/30. 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.
Tue 10/147:59 pmORD - SJD
1 stop16h 36mHawaiian Airlines
Wed 10/2211:45 amSJD - ORD
1 stop10h 14mHawaiian Airlines
Deal found 9/30$418
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Sun 11/912:55 amORD - SJD
1 stop14h 57mMultiple Airlines
Sun 11/168:10 pmSJD - ORD
2 stops18h 00mMultiple Airlines
Deal found 9/30$419
This Kiwi.com deal was found by Cheapflights users on 9/30. 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.
Wed 10/81:40 amORD - SJD
1 stop10h 29mMultiple Airlines
Fri 10/174:50 pmSJD - ORD
2 stops28h 45mMultiple Airlines
Deal found 9/30$420
This Aeromexico deal was found by Cheapflights users on 9/30. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:45 amORD - SJD
1 stop6h 57mAeromexico
Tue 10/146:00 amSJD - ORD
2 stops15h 58mAeromexico
Deal found 9/30$421
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Thu 10/309:00 amORD - SJD
Nonstop4h 45mAmerican Airlines
Thu 11/62:17 pmSJD - ORD
1 stop8h 55mAmerican Airlines
Deal found 9/30$422
This Hawaiian Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 10/307:59 pmORD - SJD
1 stop18h 16mHawaiian Airlines
Thu 11/611:40 amSJD - ORD
1 stop11h 19mHawaiian Airlines
Deal found 10/1$423
This Alaska Airlines deal was found by Cheapflights users on 10/1. 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.
Sun 11/29:20 amORD - SJD
1 stop8h 00mAlaska Airlines
Thu 11/61:09 pmSJD - ORD
1 stop9h 50mAlaska Airlines
Deal found 10/1$424
This American Airlines deal was found by Cheapflights users on 10/2. 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 10/318:13 pmORD - SJD
1 stop17h 11mAmerican Airlines
Fri 11/71:25 pmSJD - ORD
1 stop7h 55mAmerican Airlines
Deal found 10/2$425
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Thu 11/68:45 pmORD - SJD
1 stop14h 49mAmerican Airlines
Thu 11/132:17 pmSJD - ORD
1 stop8h 55mAmerican Airlines
Deal found 9/30$426
This Southwest deal was found by Cheapflights users on 9/30. 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.
Thu 10/305:45 amMDW - SJD
1 stop8h 10mSouthwest
Thu 11/612:35 pmSJD - MDW
1 stop9h 45mSouthwest
Deal found 9/30$426

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Todos Santos 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 2, 2025.
Use the filters below to find and compare flights from Chicago to Todos Santos that are best for you.

Fly from

Chicago

Fly to

Todos Santos

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 11/9

9:20 am-4:20 pm

1 stop8h 00m

San José del Cabo Los Cabos

Thu 11/13

1:09 pm-11:59 pm

1 stop9h 50m

$423

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 11/3

9:20 am-4:20 pm

1 stop8h 00m

San José del Cabo Los Cabos

Fri 11/7

1:09 pm-11:59 pm

1 stop9h 50m

$423

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Thu 10/30

5:45 am-11:55 am

1 stop8h 10m

San José del Cabo Los Cabos

Thu 11/6

12:35 pm-11:20 pm

1 stop9h 45m

$426

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 11/18

6:00 am-12:10 pm

1 stop7h 10m

San José del Cabo Los Cabos

Mon 11/24

9:32 am-11:40 pm

2 stops13h 08m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 11/18

5:23 am-12:10 pm

1 stop7h 47m

San José del Cabo Los Cabos

Mon 11/24

6:00 am-9:56 pm

2 stops14h 56m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 11/18

2:54 pm-11:08 am

2 stops21h 14m

San José del Cabo Los Cabos

Mon 11/24

11:39 am-11:32 pm

1 stop10h 53m

$428

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 3/2

5:25 pm-10:28 pm

2 stops30h 03m

San José del Cabo Los Cabos

Fri 3/6

10:25 am-9:56 am

2 stops22h 31m

$432

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 1/9

6:00 am-2:00 pm

1 stop9h 00m

San José del Cabo Los Cabos

Fri 1/16

1:40 pm-9:46 pm

1 stop7h 06m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

8:59 pm-3:39 pm

2 stops19h 40m

San José del Cabo Los Cabos

Tue 11/18

6:40 pm-7:55 pm

2 stops24h 15m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/7

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Fri 11/14

12:50 pm-6:03 pm

Nonstop4h 13m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 37 results
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Best time to book a flight from Chicago to Todos Santos

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Todos Santos. Price data was last updated on September 26, 2025.

The price you pay for your flight from Chicago to Todos Santos may vary depending on when you book. For the best chance of a lower fare, look to book 17 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Todos Santos (average of $437). Flying from Chicago to Todos Santos in March is currently the most expensive (average of $549). 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 TD9?

Find hourly flight availability from Chicago to Todos Santos. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 2, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Todos Santos as you normally would.

Weekly flight availability from Chicago to Todos Santos

Explore weekly flight availability from Chicago to Todos Santos. 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 2, 2025.

The most flights from CHI to TD9 are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Todos Santos

Get insights into the airlines that provide service to Todos Santos. 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 Todos Santos. Reviews last updated October 2, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Chicago to Todos Santos by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chicago to Todos Santos. 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 Todos Santos?

    For as low as $427, Alaska Airlines can have you in Todos Santos from Chicago in 7h 10m. There are 1804 mi between Chicago and Todos Santos. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $162. However, be on the lookout for offers from Delta and Southwest, as they are both options that can get you from Chicago to Todos Santos for a low price.

  • What are the most reliable airlines from Chicago to Todos Santos?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Todos Santos on time: United Airlines (93%), American Airlines (88%), Emirates (87%).

  • What are the cheapest flights from Chicago to Todos Santos?

    On average you can expect to pay $815 for a flight from Chicago to Todos Santos. The cheapest flight overall is $158 while the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos) is currently priced at $307.

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

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

  • How can I find direct flights from Chicago to Todos Santos?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Todos Santos 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 Todos Santos?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Todos Santos (average of $437). Flying from Chicago to Todos Santos in March is currently the most expensive (average of $549). 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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Top 6 airlines flying from Chicago to Todos Santos

Discover the top 6 airlines that operate flights from Chicago to Todos Santos. 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$381FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$287Average$413FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$543FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$426Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$447Average$662FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$717FlexibilityNo cancel feeOn-time63%

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