$105+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
May 8 — May 151
Round-trip
1 adult, Economy
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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 August, booked 41 days in advance, depart on a Tuesday or Friday and return on a Thursday
Cheap flight deals from Chicago to Todos Santos
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Cheapest flights from Chicago to Todos SantosExplore 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 April 8, 2026.
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 April 8, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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.
Thu 5/287:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Thu 6/47:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$412
This Booking.com deal was found by Cheapflights users on 4/6. 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.
Mon 5/1112:20 pm
ORD
- SJD
1 stop26h 05m
Viva
Thu 5/146:45 am
SJD
- ORD
1 stop15h 00m
Viva
Deal found 4/6![Viva logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/77:35 am
ORD
- SJD
1 stop13h 29m
Multiple Airlines
Sun 5/107:50 pm
SJD
- ORD
3 stops17h 53m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$415
This Trip.com deal was found by Cheapflights users on 4/7. 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.
Sun 4/127:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 4/177:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$416
This Mytrip deal was found by Cheapflights users on 4/4. 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.
Sat 5/97:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Wed 5/133:10 pm
SJD
- ORD
2 stops18h 59m
Volaris
Deal found 4/4![Volaris logo]()
$417
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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.
Mon 5/47:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Wed 5/67:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/8![Volaris logo]()
$418
This Mytrip deal was found by Cheapflights users on 4/3. 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 5/107:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Fri 5/1512:02 pm
SJD
- ORD
2 stops14h 52m
Volaris
Deal found 4/3![Volaris logo]()
$419
This Volaris deal was found by Cheapflights users on 4/7. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 5/177:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 6/102:53 am
ORD
- SJD
1 stop10h 36m
Multiple Airlines
Thu 6/117:55 pm
SJD
- ORD
1 stop7h 57m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$421
This Trip.com deal was found by Cheapflights users on 4/6. 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 4/117:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 4/183:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 4/6![Volaris logo]()
$422
This Mytrip deal was found by Cheapflights users on 4/7. 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.
Mon 5/41:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Thu 5/74:49 pm
SJD
- ORD
2 stops17h 20m
Volaris
Deal found 4/7![Volaris logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/67:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Tue 5/127:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/7![Volaris logo]()
$424
Best flights from Chicago to Todos SantosDiscover carefully curated flight deals from Chicago to Todos Santos that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 8, 2026.
Discover carefully curated flight deals from Chicago to Todos Santos that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 8, 2026.
This Volaris deal was found by Cheapflights users on 4/3. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Mon 6/87:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/3![Volaris logo]()
$427
This Viva deal was found by Cheapflights users on 4/6. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/302:15 am
ORD
- SJD
1 stop18h 45m
Viva
Sun 5/37:40 am
SJD
- ORD
1 stop15h 05m
Viva
Deal found 4/6![Viva logo]()
$473
This Delta deal was found by Cheapflights users on 4/5. 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.
Sat 5/166:23 am
MDW
- SJD
1 stop8h 27m
Delta
Tue 5/196:07 am
SJD
- MDW
2 stops13h 02m
Delta
Deal found 4/5![Delta logo]()
$521
This United Airlines deal was found by Cheapflights users on 4/5. 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 6/249:21 pm
ORD
- SJD
1 stop13h 31m
United Airlines
Fri 6/261:44 pm
SJD
- ORD
1 stop9h 01m
United Airlines
Deal found 4/5![United Airlines logo]()
$636
This Southwest deal was found by Cheapflights users on 4/6. 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.
Wed 6/105:25 am
MDW
- SJD
1 stop10h 15m
Southwest
Mon 6/1511:15 am
SJD
- MDW
1 stop11h 20m
Southwest
Deal found 4/6![Southwest logo]()
$666
This Volaris deal was found by Cheapflights users on 4/3. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 5/1712:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 4/3![Volaris logo]()
$439
This Volaris deal was found by Cheapflights users on 4/6. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:49 pm
MDW
- SJD
1 stop13h 27m
Volaris
Fri 6/58:50 am
SJD
- MDW
1 stop8h 14m
Volaris
Deal found 4/6![Volaris logo]()
$457
This Viva deal was found by Cheapflights users on 4/6. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:30 pm
ORD
- SJD
1 stop19h 50m
Viva
Sun 7/58:25 am
SJD
- ORD
1 stop13h 30m
Viva
Deal found 4/6![Viva logo]()
$549
This Delta deal was found by Cheapflights users on 4/3. 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.
Tue 5/59:50 am
ORD
- SJD
2 stops14h 38m
Delta
Sun 5/1010:24 am
SJD
- ORD
1 stop11h 46m
Delta
Deal found 4/3![Delta logo]()
$551
This Volaris deal was found by Cheapflights users on 4/5. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Wed 4/2912:02 pm
SJD
- ORD
1 stop9h 45m
Volaris
Deal found 4/5![Volaris logo]()
$458
This Delta deal was found by Cheapflights users on 4/7. 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.
Tue 9/86:00 am
MDW
- SJD
1 stop7h 22m
Delta
Tue 9/1512:15 pm
SJD
- MDW
1 stop7h 31m
Delta
Deal found 4/7![Delta logo]()
$560
This Volaris deal was found by Cheapflights users on 4/4. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sat 4/183:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 4/4![Volaris logo]()
$464
This Southwest deal was found by Cheapflights users on 4/7. 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 6/115:45 am
MDW
- SJD
1 stop7h 15m
Southwest
Mon 6/1510:40 am
SJD
- MDW
2 stops11h 55m
Southwest
Deal found 4/7![Southwest logo]()
$666
This Volaris deal was found by Cheapflights users on 4/5. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/232:53 am
ORD
- SJD
1 stop10h 36m
Volaris
Sun 6/287:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/5![Volaris logo]()
$478
This Southwest deal was found by Cheapflights users on 4/5. 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 6/255:45 am
MDW
- SJD
1 stop7h 15m
Southwest
Mon 6/2910:40 am
SJD
- MDW
2 stops11h 55m
Southwest
Deal found 4/5![Southwest logo]()
$669
This Delta deal was found by Cheapflights users on 4/7. 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 4/2710:41 am
MDW
- SJD
2 stops13h 49m
Delta
Fri 5/16:01 am
SJD
- MDW
2 stops14h 27m
Delta
Deal found 4/7![Delta logo]()
$613
This Volaris deal was found by Cheapflights users on 4/3. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/161:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Sun 6/217:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/3![Volaris logo]()
$478
This Delta deal was found by Cheapflights users on 4/5. 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.
Sat 4/256:00 am
MDW
- SJD
1 stop9h 04m
Delta
Sat 5/212:36 pm
SJD
- MDW
1 stop7h 52m
Delta
Deal found 4/5![Delta logo]()
$614
This Southwest deal was found by Cheapflights users on 4/5. 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 5/96:00 am
MDW
- SJD
2 stops9h 00m
Southwest
Sat 5/1611:35 am
SJD
- MDW
1 stop9h 10m
Southwest
Deal found 4/5![Southwest logo]()
$713
This Volaris deal was found by Cheapflights users on 4/4. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/171:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Mon 6/227:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/4![Volaris logo]()
$488
This Southwest deal was found by Cheapflights users on 4/6. 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 10/16:30 am
MDW
- SJD
1 stop9h 10m
Southwest
Tue 10/612:15 pm
SJD
- MDW
1 stop9h 50m
Southwest
Deal found 4/6![Southwest logo]()
$719
This Delta deal was found by Cheapflights users on 4/6. 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.
Tue 4/2112:52 pm
MDW
- SJD
2 stops11h 36m
Delta
Fri 4/246:01 am
SJD
- MDW
2 stops14h 27m
Delta
Deal found 4/6![Delta logo]()
$664
Last-minute flights from Chicago to Todos SantosDiscover last-minute flight deals from Chicago to Todos Santos. Data last updated April 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Todos Santos. Data last updated April 8, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 4/7. 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.
Mon 4/132:35 am
ORD
- SJD
2 stops15h 29m
Volaris
Tue 4/217:37 pm
SJD
- ORD
2 stops14h 32m
Volaris
Deal found 4/7![Volaris logo]()
$481
This Volaris deal was found by Cheapflights users on 4/6. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Wed 4/227:47 pm
SJD
- ORD
1 stop8h 05m
Volaris
Deal found 4/6![Volaris logo]()
$421
This Viva deal was found by Cheapflights users on 4/7. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:20 pm
ORD
- SJD
1 stop26h 05m
Viva
Sun 4/198:40 am
SJD
- ORD
1 stop14h 05m
Viva
Deal found 4/7![Viva logo]()
$425
This Mytrip deal was found by Cheapflights users on 4/5. 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.
Fri 4/177:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Mon 4/203:36 pm
SJD
- ORD
1 stop7h 19m
Volaris
Deal found 4/5![Volaris logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 4/171:49 pm
ORD
- SJD
1 stop24h 36m
Multiple Airlines
Mon 4/2012:02 pm
SJD
- ORD
2 stops10h 43m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 4/171:20 am
ORD
- SJD
1 stop10h 49m
Multiple Airlines
Tue 4/217:37 pm
SJD
- ORD
2 stops26h 08m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$448
This Mytrip deal was found by Cheapflights users on 4/7. 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.
Fri 4/177:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Sun 4/194:49 pm
SJD
- ORD
2 stops17h 20m
Volaris
Deal found 4/7![Volaris logo]()
$477
This Delta deal was found by Cheapflights users on 4/5. 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.
Sun 4/266:00 am
MDW
- SJD
1 stop7h 31m
Delta
Wed 4/296:01 am
SJD
- MDW
2 stops14h 27m
Delta
Deal found 4/5![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 4/7. 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.
Sun 5/36:00 am
MDW
- SJD
1 stop7h 31m
Delta
Wed 5/612:36 pm
SJD
- MDW
1 stop7h 52m
Delta
Deal found 4/7![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 4/7. 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.
Tue 5/56:00 am
MDW
- SJD
1 stop7h 31m
Delta
Thu 5/76:07 am
SJD
- MDW
2 stops13h 02m
Delta
Deal found 4/7![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 4/4. 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.
Sat 5/231:22 pm
MDW
- SJD
2 stops25h 08m
Delta
Wed 5/271:35 pm
SJD
- MDW
2 stops17h 08m
Delta
Deal found 4/4![Delta logo]()
$481
This Trip.com deal was found by Cheapflights users on 4/6. 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.
Sun 5/318:23 pm
MDW
- SJD
1 stop13h 53m
Volaris
Sun 6/78:50 am
SJD
- MDW
1 stop8h 14m
Volaris
Deal found 4/6![Volaris logo]()
$453
One-way flights from Chicago to Todos SantosSearch for one-way flight options from Chicago to Todos Santos. Find affordable one-way fares based on user searches. Data last updated April 8, 2026.
Search for one-way flight options from Chicago to Todos Santos. Find affordable one-way fares based on user searches. Data last updated April 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/77:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 4/7![Volaris logo]()
$105
This Trip.com deal was found by Cheapflights users on 4/4. 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.
Sun 5/31:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/4![Volaris logo]()
$108
This Trip.com deal was found by Cheapflights users on 4/5. 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.
Mon 5/41:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/5![Volaris logo]()
$111
This Trip.com deal was found by Cheapflights users on 4/4. 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 5/27:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 4/4![Volaris logo]()
$114
This Trip.com deal was found by Cheapflights users on 4/7. 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 5/161:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/7![Volaris logo]()
$121
This Trip.com deal was found by Cheapflights users on 4/6. 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 4/181:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/6![Volaris logo]()
$123
This Trip.com deal was found by Cheapflights users on 4/4. 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 5/21:40 am
ORD
- SJD
1 stop10h 29m
Volaris
Deal found 4/4![Volaris logo]()
$129
This Trip.com deal was found by Cheapflights users on 4/7. 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.
Sun 6/76:21 am
ORD
- SJD
1 stop7h 08m
Volaris
Deal found 4/7![Volaris logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/157:35 am
ORD
- SJD
1 stop13h 29m
Volaris
Deal found 4/6![Volaris logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Mon 4/132:35 am
ORD
- SJD
1 stop10h 57m
Volaris
Deal found 4/7![Volaris logo]()
$133
This Cheapflightsfares deal was found by Cheapflights users on 4/5. 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.
Sun 7/56:21 am
ORD
- SJD
1 stop7h 08m
Volaris
Deal found 4/5![Volaris logo]()
$134
This Trip.com deal was found by Cheapflights users on 4/3. 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.
Tue 6/28:49 pm
MDW
- SJD
1 stop13h 27m
Volaris
Deal found 4/3![Volaris logo]()
$167
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 April 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $412 (Cheapflightsfares) |
One-way from | $105 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $562 |
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 April 8, 2026.
Use the filters below to find and compare flights from Chicago to Todos Santos that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 6/2
1:40 am-10:09 am
1 stop10h 29m
San José del Cabo Los Cabos
Mon 6/8
7:47 pm-5:52 am
1 stop8h 05m
$427
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 5/15
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Sun 5/17
12:02 pm-11:47 pm
1 stop9h 45m
$439
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Tue 6/2
8:49 pm-8:16 am
1 stop13h 27m
San José del Cabo Los Cabos
Fri 6/5
8:50 am-7:04 pm
1 stop8h 14m
$457
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Fri 4/24
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Wed 4/29
12:02 pm-11:47 pm
1 stop9h 45m
$458
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Sat 4/11
7:35 am-7:04 pm
1 stop13h 29m
San José del Cabo Los Cabos
Sat 4/18
3:36 pm-12:55 am
1 stop7h 19m
$464
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Thu 4/30
2:15 am-7:00 pm
1 stop18h 45m
San José del Cabo Los Cabos
Sun 5/3
7:40 am-12:45 am
1 stop15h 05m
$473
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 6/23
2:53 am-11:29 am
1 stop10h 36m
San José del Cabo Los Cabos
Sun 6/28
7:47 pm-5:52 am
1 stop8h 05m
$478
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Tue 6/16
1:40 am-10:09 am
1 stop10h 29m
San José del Cabo Los Cabos
Sun 6/21
7:47 pm-5:52 am
1 stop8h 05m
$478
ChicagoSan José del Cabo
ORD - SJD
ORDSJD
Chicago O'Hare Intl
Wed 6/17
1:40 am-10:09 am
1 stop10h 29m
San José del Cabo Los Cabos
Mon 6/22
7:47 pm-5:52 am
1 stop8h 05m
$488
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Sat 5/16
6:23 am-12:50 pm
1 stop8h 27m
San José del Cabo Los Cabos
Tue 5/19
6:07 am-9:09 pm
2 stops13h 02m
$521
Showing 1-10 of 41 resultsSorted by cheapest first
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.
ORD-SJD
MDW-SJD
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
CHI-TD9
ORD-SJD
MDW-SJD
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 April 3, 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, February is the cheapest month in which you can book a flight from Chicago to Todos Santos (average of $281). Flying from Chicago to Todos Santos in May is currently the most expensive (average of $420). 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 April 8, 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 April 8, 2026.
The most flights from CHI to TD9 are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 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 April 8, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
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Alternative routes for Chicago to Todos Santos
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Complete your trip
Complete your trip to Todos Santos by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Chicago to Todos Santos, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Todos Santos flights
Browse other Chicago and Todos Santos flight options. Last updated on April 8, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$177 | Average$439 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$184 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$383 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$415 | Average$620 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$416 | Average$612 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$475 | Average$692 | FlexibilityNo cancel fee | On-time63% |