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$170+ Cheap flights from Los Cabos to Chicago (CHI)

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJD — CHI
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Los Cabos to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Los Cabos (zzKPG) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

Find flight deals from Los Cabos to Chicago

Cheapest flights from Los Cabos to Chicago
Explore the most affordable flight options available from Los Cabos to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Viva deal was found by Cheapflights users on 11/20. 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 11/218:40 pmSJD - ORD
1 stop16h 55mViva
Sun 11/241:15 amORD - SJD
1 stop9h 05mViva
Deal found 11/20$303
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Thu 11/2111:22 amSJD - ORD
1 stop12h 40mVolaris
Mon 11/255:40 pmORD - SJD
2 stops18h 02mVolaris
Deal found 11/20$334
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 11/218:40 pmSJD - ORD
1 stop16h 55mMultiple Airlines
Mon 11/255:40 pmORD - SJD
1 stop16h 40mMultiple Airlines
Deal found 11/20$345
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Tue 12/172:00 pmSJD - ORD
1 stop20h 12mUnited Airlines
Tue 12/3111:20 amORD - SJD
Nonstop4h 53mUnited Airlines
Deal found 11/20$449
This Delta deal was found by Cheapflights users on 11/20. 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.
Wed 12/181:35 pmSJD - MDW
1 stop7h 31mDelta
Tue 12/316:00 amMDW - SJD
1 stop9h 02mDelta
Deal found 11/20$457
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Thu 11/215:08 pmSJD - MDW
1 stop14h 37mVolaris
Mon 11/257:55 pmMDW - SJD
1 stop15h 47mVolaris
Deal found 11/20$458
This Kiwi.com deal was found by Cheapflights users on 11/21. 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.
Sat 11/305:57 pmSJD - MDW
1 stop14h 31mMultiple Airlines
Thu 12/54:27 pmMDW - SJD
2 stops16h 03mMultiple Airlines
Deal found 11/21$514
This American Airlines deal was found by Cheapflights users on 11/21. 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.
Sun 12/2912:55 pmSJD - ORD
Nonstop4h 20mAmerican Airlines
Thu 1/28:05 amORD - SJD
Nonstop4h 50mAmerican Airlines
Deal found 11/21$578
This Southwest deal was found by Cheapflights users on 11/21. 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.
Sun 12/2911:50 amSJD - MDW
2 stops11h 30mSouthwest
Thu 1/210:40 pmMDW - SJD
1 stop14h 00mSouthwest
Deal found 11/21$672
This Delta deal was found by Cheapflights users on 11/21. 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 11/226:04 amSJD - ORD
2 stops15h 10mDelta
Sun 12/16:17 amORD - SJD
2 stops14h 11mDelta
Deal found 11/21$806
This Aeromexico deal was found by Cheapflights users on 11/21. 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.
Fri 11/226:04 amSJD - ORD
2 stops16h 55mAeromexico
Sat 11/301:00 amORD - SJD
1 stop21h 35mAeromexico
Deal found 11/21$923
This Aeromexico deal was found by Cheapflights users on 11/21. 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.
Fri 11/221:35 pmSJD - MDW
1 stop7h 11mAeromexico
Sun 12/112:43 pmMDW - SJD
1 stop24h 47mAeromexico
Deal found 11/21$1,123

Find flights from Los Cabos to Chicago within your budget

Customize your flight search to find flights from Los Cabos to Chicago 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 5/14

8:30 am-3:30 pm

1 stop29h 00m

Chicago O'Hare Intl

Wed 5/28

6:35 am-2:50 pm

1 stop10h 15m

$293

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 5/13

3:31 pm-1:05 am

1 stop7h 34m

Chicago O'Hare Intl

Wed 5/28

6:35 am-2:50 pm

1 stop10h 15m

$401

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 12/17

2:00 pm-11:12 am

1 stop20h 12m

Chicago O'Hare Intl

Tue 12/31

11:20 am-3:13 pm

Nonstop4h 53m

$449

San José del CaboChicago

SJD - MDW

SJDMDW

San José del Cabo Los Cabos

Wed 12/18

1:35 pm-10:06 pm

1 stop7h 31m

Chicago Midway

Tue 12/31

6:00 am-2:02 pm

1 stop9h 02m

$457

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 5/14

10:54 am-12:29 am

1 stop11h 35m

Chicago O'Hare Intl

Wed 5/28

6:00 am-4:01 pm

2 stops12h 01m

$466

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 5/14

12:40 pm-6:55 pm

Nonstop4h 15m

Chicago O'Hare Intl

Wed 5/28

8:05 am-10:35 am

Nonstop4h 30m

$503

San José del CaboChicago

SJD - MDW

SJDMDW

San José del Cabo Los Cabos

Tue 5/13

7:42 am-7:14 pm

1 stop9h 32m

Chicago Midway

Thu 5/29

8:39 pm-7:02 am

1 stop12h 23m

$516

San José del CaboChicago

SJD - MDW

SJDMDW

San José del Cabo Los Cabos

Wed 5/14

2:20 pm-11:35 pm

1 stop7h 15m

Chicago Midway

Wed 5/28

5:35 am-10:40 am

1 stop7h 05m

$579

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sun 12/29

4:10 pm-4:00 pm

3 stops22h 50m

Chicago O'Hare Intl

Wed 1/1

2:42 am-7:31 am

1 stop29h 49m

$729

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sun 12/29

2:05 pm-11:30 am

2 stops20h 25m

Chicago O'Hare Intl

Thu 1/2

6:15 am-3:35 pm

2 stops10h 20m

$923

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 28 results
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Best time to book a flight from Los Cabos to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Los Cabos 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.

Travel insights for flights from Los Cabos to Chicago

Get recent, data-driven insights about flights from Los Cabos to Chicago including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Los Cabos to Chicago (average of $232). Flying from Los Cabos to Chicago in June is currently the most expensive (average of $308). 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 KPG to CHI?

Find hourly flight availability from Los Cabos to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

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

Weekly flight availability from Los Cabos to Chicago

Explore weekly flight availability from Los Cabos to Chicago. 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 21, 2024.

The most flights from zzKPG to CHI are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 21, 2024.
Read through reviews of airlines operating flights from Los Cabos to Chicago, such as American Airlines, Delta and Volaris. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,464 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,004 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

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

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

    For one-way options, check prices for Viva. According to our data, you can fly for as low as $170. Users have also found prices from $174 and $222 on Volaris and Frontier, respectively.

  • What are the most reliable airlines from Los Cabos to Chicago?

    No one likes to see their flight delayed. When booking a flight from Los Cabos to Chicago consider choosing American Airlines (91%), Emirates (90%) or United Airlines (90%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Los Cabos to Chicago?

    The cheapest flight price from Los Cabos to Chicago is $153. On average you can expect to pay $318. The most popular route, (San José del Cabo Los Cabos - Chicago O'Hare Intl), can usually be booked for $293.

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

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

  • How can I find direct flights from Los Cabos to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Los Cabos to Chicago 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 Los Cabos to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Los Cabos to Chicago (average of $232). Flying from Los Cabos to Chicago in June is currently the most expensive (average of $308). 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.

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Alternative routes for Los Cabos to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
San José del Cabo to O'Hare Intl flights
San José del Cabo to Midway flights

Top airline flying from Los Cabos to Chicago

Discover the top airline that operate flights from Los Cabos to Chicago. 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$410Average$520FlexibilityNo cancel feeOn-time71%
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