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Todos Santos

$86+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Todos Santos are usually found in September or July, booked 31 days in advance, depart on a Tuesday or Monday and return on a Wednesday

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 November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$385
(Delta)

One-way from

$86
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$614
Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.
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From Chicago (CHI) to Todos Santos
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One-way flight from Chicago (CHI) to Todos Santos
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Highest demand for flights based on searches. 6% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 17, 2025.

This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:00 amMDW - SJD
1 stop7h 10mDelta
Sun 12/284:35 pmSJD - MDW
2 stops15h 14mDelta
Deal found 11/17$385
This Delta deal was found by Cheapflights users on 11/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/275:08 pmORD - SJD
2 stops20h 27mDelta
Thu 12/49:32 amSJD - ORD
1 stop12h 09mDelta
Deal found 11/15$405
This United Airlines deal was found by Cheapflights users on 11/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/289:05 amORD - SJD
Nonstop4h 58mUnited Airlines
Tue 12/212:49 pmSJD - ORD
1 stop10h 26mUnited Airlines
Deal found 11/15$406
This Southwest deal was found by Cheapflights users on 11/16. 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.
Sat 11/298:10 amMDW - SJD
Nonstop4h 50mSouthwest
Tue 12/211:50 amSJD - MDW
1 stop9h 20mSouthwest
Deal found 11/16$406
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/285:23 amORD - SJD
1 stop7h 47mDelta
Sat 12/61:15 pmSJD - ORD
1 stop8h 28mDelta
Deal found 11/17$410
This Southwest deal was found by Cheapflights users on 11/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/288:00 amMDW - SJD
1 stop6h 45mSouthwest
Tue 12/211:50 amSJD - MDW
1 stop9h 20mSouthwest
Deal found 11/17$410
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:00 amORD - SJD
2 stops34h 12mMultiple Airlines
Sun 12/1410:05 pmSJD - ORD
1 stop15h 55mMultiple Airlines
Deal found 11/15$414
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/286:00 amMDW - SJD
1 stop7h 10mDelta
Sat 12/64:50 pmSJD - MDW
2 stops15h 29mDelta
Deal found 11/17$415
This CheapOair deal was found by Cheapflights users on 11/16. 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.
Wed 12/36:23 amORD - SJD
1 stop9h 57mMultiple Airlines
Sun 12/710:05 pmSJD - ORD
1 stop15h 55mMultiple Airlines
Deal found 11/16$417
This United Airlines deal was found by Cheapflights users on 11/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:03 amORD - SJD
Nonstop5h 00mUnited Airlines
Wed 12/1012:50 pmSJD - ORD
Nonstop4h 11mUnited Airlines
Deal found 11/15$419
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 12/1110:04 amORD - SJD
Nonstop4h 56mAmerican Airlines
Sun 12/145:27 pmSJD - ORD
1 stop14h 12mAmerican Airlines
Deal found 11/17$421
This Booking.com deal was found by Cheapflights users on 11/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:35 pmORD - SJD
1 stop16h 15mViva
Mon 12/85:05 pmSJD - ORD
1 stop21h 55mViva
Deal found 11/16$422

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 November 17, 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

Mon 1/19

12:59 am-1:51 pm

1 stop13h 52m

San José del Cabo Los Cabos

Sun 1/25

10:30 am-11:00 pm

1 stop11h 30m

$407

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 11/29

7:45 am-1:10 pm

1 stop6h 25m

San José del Cabo Los Cabos

Tue 12/2

11:50 am-10:10 pm

1 stop9h 20m

$410

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 11/28

6:00 am-12:10 pm

1 stop7h 10m

San José del Cabo Los Cabos

Sat 12/6

1:15 pm-11:47 pm

1 stop9h 32m

$410

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 11/28

5:30 am-2:50 pm

1 stop10h 20m

San José del Cabo Los Cabos

Tue 12/2

2:05 pm-10:10 pm

1 stop7h 05m

$410

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 11/29

6:00 am-1:35 pm

1 stop8h 35m

San José del Cabo Los Cabos

Sat 12/6

4:50 pm-9:54 am

2 stops16h 04m

$415

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 1/24

5:59 pm-8:40 am

2 stops15h 41m

San José del Cabo Los Cabos

Sat 1/31

10:35 am-11:00 pm

1 stop11h 25m

$416

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 1/25

6:00 am-12:40 pm

1 stop7h 40m

San José del Cabo Los Cabos

Sat 1/31

6:05 am-10:22 pm

2 stops15h 17m

$422

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 1/18

5:59 pm-8:40 am

2 stops15h 41m

San José del Cabo Los Cabos

Sun 1/25

4:32 pm-8:52 am

2 stops15h 20m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 1/31

5:59 pm-8:40 am

2 stops15h 41m

San José del Cabo Los Cabos

Mon 2/9

10:27 am-11:56 pm

2 stops12h 29m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 3/28

6:05 pm-10:29 am

1 stop18h 24m

San José del Cabo Los Cabos

Thu 4/2

12:40 pm-8:39 am

1 stop17h 59m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 39 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 November 14, 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 31 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 $124). Flying from Chicago to Todos Santos in October is currently the most expensive (average of $392). 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 November 17, 2025.

It’s optimal to fly from Chicago to Todos Santos at noon. By choosing this option you can save up to 51% on the cost of your flight, compared to a flight in the morning.

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 November 17, 2025.

The most flights from CHI to TD9 are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 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 November 17, 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.
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
United Airlines
7.4
Good
9,015 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
American Airlines
7.2
Good
11,047 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
Viva
7.0
Good
789 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
Volaris
6.7
Okay
1,150 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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 $410, Delta can have you in Todos Santos from Chicago in 6h 25m. 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 Volaris, with whom users have recently found tickets for as low as $105. However, be on the lookout for offers from Viva and United Airlines, 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: American Airlines (93%), United Airlines (90%), Emirates (81%).

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

    On average you can expect to pay $777 for a flight from Chicago to Todos Santos. The cheapest flight overall is $180 while the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos) is currently priced at $222.

  • 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 $124). Flying from Chicago to Todos Santos in October is currently the most expensive (average of $392). 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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$383FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$279Average$394FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$500FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$422Average$617FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$449Average$668FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$545Average$720FlexibilityNo cancel feeOn-time63%

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