Todos Santos

$101+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
Mar 19 — Mar 261
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Todos Santos with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago to Todos Santos are usually found in September or July, booked 41 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap 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 February 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/612:59 pm
ORD
-
SJD
1 stop22h 46m
Multiple Airlines
Mon 3/95:05 pm
SJD
-
ORD
1 stop16h 14m
Multiple Airlines
Deal found 2/14$461
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:35 am
ORD
-
SJD
1 stop13h 29m
Volaris
Sat 7/43:15 pm
SJD
-
ORD
2 stops18h 54m
Volaris
Deal found 2/13$462
This Alaska Airlines deal was found by Cheapflights users on 2/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:59 pm
ORD
-
SJD
1 stop17h 45m
Alaska Airlines
Sat 5/96:39 pm
SJD
-
ORD
2 stops22h 24m
Alaska Airlines
Deal found 2/16$463
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/812:59 pm
ORD
-
SJD
2 stops24h 15m
Volaris
Sun 3/154:34 pm
SJD
-
ORD
2 stops11h 02m
Volaris
Deal found 2/13$464
This United Airlines deal was found by Cheapflights users on 2/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/28:40 am
ORD
-
SJD
Nonstop4h 45m
United Airlines
Thu 4/91:17 pm
SJD
-
ORD
1 stop9h 13m
United Airlines
Deal found 2/13$465
This Southwest deal was found by Cheapflights users on 2/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/269:05 am
MDW
-
SJD
Nonstop4h 55m
Southwest
Tue 3/3111:55 am
SJD
-
MDW
1 stop10h 00m
Southwest
Deal found 2/15$465
This Alaska Airlines deal was found by Cheapflights users on 2/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:59 pm
ORD
-
SJD
1 stop17h 45m
Alaska Airlines
Mon 5/410:41 am
SJD
-
ORD
1 stop11h 02m
Alaska Airlines
Deal found 2/16$466
This Orbitz deal was found by Cheapflights users on 2/14. 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.
Fri 3/134:44 pm
ORD
-
SJD
1 stop19h 32m
Multiple Airlines
Mon 3/1611:31 am
SJD
-
ORD
1 stop10h 28m
Multiple Airlines
Deal found 2/14$467
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Thu 2/2612:59 pm
ORD
-
SJD
2 stops22h 37m
Volaris
Mon 3/23:36 pm
SJD
-
ORD
1 stop18h 43m
Volaris
Deal found 2/15$468
This Delta deal was found by Cheapflights users on 2/14. 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 3/205:40 pm
ORD
-
SJD
1 stop17h 50m
Delta
Fri 3/272:19 pm
SJD
-
ORD
1 stop16h 11m
Delta
Deal found 2/14$469
This Delta deal was found by Cheapflights users on 2/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:00 am
MDW
-
SJD
1 stop9h 14m
Delta
Wed 4/156:00 am
SJD
-
MDW
2 stops14h 28m
Delta
Deal found 2/16$469
This Mytrip deal was found by Cheapflights users on 2/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:59 pm
ORD
-
SJD
1 stop12h 31m
Volaris
Thu 2/1911:11 am
SJD
-
ORD
1 stop16h 25m
Volaris
Deal found 2/14$470

Find 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 February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$461
(Kiwi.com)

One-way from

$101
(Kissandfly.com)

Popular in

March

Cheapest in

September

Average price

$626
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. 8% potential increase in price ($56 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 17, 2026.
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

Sat 5/2

2:00 am-1:45 pm

1 stop13h 45m

San José del Cabo Los Cabos

Sat 5/9

6:00 am-11:59 pm

2 stops15h 59m

$465

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 4/2

8:40 am-11:25 am

Nonstop4h 45m

San José del Cabo Los Cabos

Thu 4/9

1:17 pm-11:28 pm

1 stop8h 11m

$465

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 4/2

8:40 am-11:25 am

Nonstop4h 45m

San José del Cabo Los Cabos

Wed 4/8

1:44 pm-12:45 am

1 stop9h 01m

$465

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 3/16

7:40 am-11:41 am

1 stop30h 01m

San José del Cabo Los Cabos

Thu 3/19

10:40 am-11:59 pm

1 stop11h 19m

$466

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 4/21

7:25 am-12:10 pm

1 stop6h 45m

San José del Cabo Los Cabos

Sat 4/25

9:55 am-7:20 pm

1 stop7h 25m

$469

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 3/20

5:40 pm-9:30 am

1 stop17h 50m

San José del Cabo Los Cabos

Fri 3/27

2:19 pm-8:30 am

1 stop16h 11m

$469

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 4/13

6:55 am-1:25 pm

1 stop8h 30m

San José del Cabo Los Cabos

Mon 4/20

1:55 pm-4:35 am

1 stop12h 40m

$469

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 3/8

7:15 am-10:08 am

Nonstop4h 53m

San José del Cabo Los Cabos

Wed 3/11

11:50 am-5:59 pm

Nonstop4h 09m

$469

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 3/8

5:30 am-5:43 pm

2 stops14h 13m

San José del Cabo Los Cabos

Sat 3/14

10:35 am-8:17 pm

1 stop7h 42m

$469

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 4/10

6:00 am-1:14 pm

1 stop9h 14m

San José del Cabo Los Cabos

Tue 4/14

12:36 pm-10:28 pm

1 stop7h 52m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

Showing 1-10 of 42 results
1
2
3
...
5

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 February 13, 2026.

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 41 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, March is the cheapest month in which you can book a flight from Chicago to Todos Santos (average of $263). Flying from Chicago to Todos Santos in September is currently the most expensive (average of $395). 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 February 17, 2026.

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 February 17, 2026.

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 (2 on average).

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

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 February 17, 2026.
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.

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 $465, Delta can have you in Todos Santos from Chicago in 4h 45m. There are 1806 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 $126. However, be on the lookout for offers from Viva and American 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: United Airlines (78%), American Airlines (76%), Emirates (72%).

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

    On average you can expect to pay $484 for a flight from Chicago to Todos Santos. The cheapest flight overall is $246 while the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos) is currently priced at $315.

  • 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, March is the cheapest month in which you can book a flight from Chicago to Todos Santos (average of $263). Flying from Chicago to Todos Santos in September is currently the most expensive (average of $395). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 February 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$184Average$500FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$252Average$391FlexibilityNo cancel feeOn-time79%
VivaCheapest$266Average$376FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$417Average$607FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$417Average$633FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$485Average$692FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.