How long is the flight from Chicago to Los Cabos?

Departing from Chicago to Los Cabos will take you 9h 32m. Chicago and Los Cabos are separated by a distance of 1806 mi. 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 Los Cabos one-way?

To fly one-way, consider booking your trip with Viva, which is currently one of the cheapest options available, starting at $145. Volaris flights start at $147 while deals on United Airlines start at $181 one-way.

In terms of precipitation, rainfall in Los Cabos ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Los Cabos when rainfall is around 0.0 in.

If weather is an important factor for your trip to Los Cabos, 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 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

What are the cheapest flights from Chicago to Los Cabos?

Looking for the cheapest flight from Chicago to Los Cabos? While on average our users pay $863, our data indicates the cheapest price to be $180. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $292.

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

Before booking your flight to Los Cabos from Chicago, check out the most reliable airlines to get you to your destination on time: American Airlines (93%), United Airlines (91%), Emirates( 81%).

What are the most popular airlines that fly from Chicago to Los Cabos?

The most popular airlines flying from Chicago to Los Cabos are American Airlines, United Airlines and Volaris. Something to consider prior to booking your flight.

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

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

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

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

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

Yes. Cheapflights offers flight deals from Chicago to Los Cabos by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$104+ Flights from Chicago to Los Cabos

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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”

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Cheap flight deals from Chicago to Los Cabos

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$373 (CheapOair)
One-way from	$104 (Mytrip)
Popular in	December
Cheapest in	September
Average price	$611

Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.

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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 Los Cabos

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One-way flight from Chicago (CHI) to Los Cabos

Search Deals

Highest demand for flights based on searches. 6% potential increase in price ($40 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in November 2025

Search Deals

Find flight deals from Chicago to Los Cabos

Cheapest flights from Chicago to Los Cabos
Explore the most affordable flight options available from Chicago to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 26, 2025.

dom. 12/149:03 amORD - SJD

Nonstop5h 00mUnited Airlines

mié. 12/1712:50 pmSJD - ORD

Nonstop4h 11mUnited Airlines

Deal found 11/25

$404

dom. 12/148:55 amORD - SJD

1 stop8h 36mAlaska Airlines

mié. 12/171:49 pmSJD - ORD

1 stop9h 01mAlaska Airlines

Deal found 11/25

$406

mié. 12/175:30 amORD - SJD

1 stop7h 40mDelta

mié. 12/248:30 amSJD - ORD

1 stop14h 25mDelta

Deal found 11/24

$408

lun. 12/87:40 pmORD - SJD

2 stops19h 30mDelta

mar. 12/161:45 pmSJD - ORD

2 stops17h 54mDelta

Deal found 11/24

$410

dom. 12/76:00 amORD - SJD

1 stop11h 00mMultiple Airlines

vie. 12/1210:05 pmSJD - ORD

1 stop15h 55mMultiple Airlines

Deal found 11/25

$417

dom. 12/146:00 amMDW - SJD

1 stop7h 10mDelta

mié. 12/171:15 pmSJD - MDW

1 stop9h 32mDelta

Deal found 11/25

$418

mié. 12/317:15 amORD - SJD

Nonstop4h 53mUnited Airlines

mié. 1/72:11 pmSJD - ORD

1 stop7h 47mUnited Airlines

Deal found 11/25

$419

mié. 12/316:45 amORD - SJD

1 stop8h 25mDelta

jue. 1/83:14 pmSJD - ORD

1 stop7h 45mDelta

Deal found 11/25

$423

mié. 12/316:45 amORD - SJD

1 stop8h 25mDelta

mié. 1/712:37 pmSJD - ORD

2 stops19h 06mDelta

Deal found 11/25

$428

lun. 12/225:49 amORD - SJD

1 stop6h 54mUnited Airlines

vie. 12/2612:10 pmSJD - ORD

Nonstop4h 09mUnited Airlines

Deal found 11/25

$430

jue. 12/118:55 amORD - SJD

1 stop8h 36mMultiple Airlines

lun. 12/157:45 amSJD - ORD

1 stop6h 15mMultiple Airlines

Deal found 11/25

$431

dom. 12/75:10 amMDW - SJD

1 stop9h 35mSouthwest

vie. 12/122:40 pmSJD - MDW

1 stop8h 30mSouthwest

Deal found 11/24

$458

Best flights from Chicago to Los Cabos
Discover carefully curated flight deals from Chicago to Los Cabos that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated noviembre 26, 2025.

mar. 12/96:00 amORD - SJD

1 stop9h 32mUnited Airlines

mar. 12/1612:50 pmSJD - ORD

Nonstop4h 11mUnited Airlines

Deal found 11/24

$408

dom. 1/2512:59 amORD - SJD

1 stop9h 33mDelta

vie. 1/3010:30 amSJD - ORD

1 stop11h 30mDelta

Deal found 11/25

$415

lun. 1/58:58 pmORD - SJD

1 stop16h 37mAlaska Airlines

lun. 1/1211:42 amSJD - ORD

1 stop10h 55mAlaska Airlines

Deal found 11/25

$460

dom. 12/146:00 amMDW - SJD

1 stop7h 10mDelta

mié. 12/171:15 pmSJD - MDW

1 stop9h 32mDelta

Deal found 11/25

$418

jue. 1/89:05 amORD - SJD

Nonstop4h 58mUnited Airlines

jue. 1/1512:50 pmSJD - ORD

Nonstop4h 11mUnited Airlines

Deal found 11/24

$460

mié. 12/316:45 amORD - SJD

1 stop8h 25mDelta

jue. 1/89:35 amSJD - ORD

2 stops13h 24mDelta

Deal found 11/25

$428

lun. 1/266:00 amMDW - SJD

1 stop9h 09mDelta

vie. 1/301:45 pmSJD - MDW

1 stop7h 37mDelta

Deal found 11/25

$430

mar. 1/65:59 pmORD - SJD

2 stops15h 41mDelta

mar. 1/139:35 amSJD - ORD

2 stops13h 24mDelta

Deal found 11/25

$435

lun. 1/1912:59 amORD - SJD

1 stop9h 33mDelta

dom. 1/2510:30 amSJD - ORD

1 stop11h 30mDelta

Deal found 11/25

$460

mar. 2/246:15 amORD - SJD

2 stops12h 22mDelta

dom. 3/110:32 amSJD - ORD

1 stop11h 28mDelta

Deal found 11/24

$465

mié. 12/316:00 amMDW - SJD

1 stop7h 47mDelta

jue. 1/81:45 pmSJD - MDW

1 stop7h 22mDelta

Deal found 11/25

$468

dom. 12/145:30 amORD - SJD

1 stop7h 40mDelta

dom. 12/219:40 amSJD - ORD

2 stops13h 22mDelta

Deal found 11/24

$468

mié. 12/316:45 amORD - SJD

1 stop8h 25mDelta

mar. 1/61:45 pmSJD - ORD

1 stop17h 58mDelta

Deal found 11/25

$468

mié. 12/316:00 amMDW - SJD

1 stop7h 47mDelta

mié. 1/79:35 amSJD - MDW

2 stops11h 32mDelta

Deal found 11/25

$473

sáb. 2/76:25 amMDW - SJD

2 stops15h 50mDelta

mar. 2/106:05 amSJD - MDW

2 stops15h 17mDelta

Deal found 11/24

$475

sáb. 1/246:25 amMDW - SJD

1 stop8h 44mDelta

vie. 1/301:45 pmSJD - MDW

1 stop7h 37mDelta

Deal found 11/24

$475

vie. 1/26:00 amMDW - SJD

1 stop7h 47mDelta

jue. 1/81:45 pmSJD - MDW

1 stop7h 22mDelta

Deal found 11/25

$475

dom. 1/256:00 amMDW - SJD

1 stop7h 40mDelta

sáb. 1/311:45 pmSJD - MDW

1 stop7h 37mDelta

Deal found 11/24

$475

dom. 1/185:59 pmMDW - SJD

2 stops15h 41mDelta

dom. 1/254:32 pmSJD - MDW

2 stops15h 20mDelta

Deal found 11/24

$480

Last-minute flights from Chicago to Los Cabos
Discover last-minute flight deals from Chicago to Los Cabos. Data last updated noviembre 26, 2025 and is based on user searches.

lun. 12/11:00 amORD - SJD

1 stop16h 35mViva

vie. 12/510:05 pmSJD - ORD

1 stop15h 55mViva

Deal found 11/24

$459

lun. 12/14:35 pmORD - SJD

1 stop16h 15mViva

lun. 12/85:05 pmSJD - ORD

1 stop21h 55mViva

Deal found 11/24

$463

lun. 12/18:55 amMDW - SJD

1 stop6h 55mSouthwest

lun. 12/82:40 pmSJD - MDW

1 stop7h 15mSouthwest

Deal found 11/24

$583

mar. 12/23:55 pmORD - SJD

2 stops24h 49mMultiple Airlines

vie. 12/510:05 pmSJD - ORD

1 stop15h 55mMultiple Airlines

Deal found 11/24

$483

mar. 12/210:10 amORD - SJD

Nonstop4h 49mAmerican Airlines

vie. 12/512:20 pmSJD - ORD

Nonstop4h 26mAmerican Airlines

Deal found 11/24

$484

mar. 12/25:25 amMDW - SJD

1 stop10h 25mSouthwest

vie. 12/51:05 pmSJD - MDW

1 stop8h 50mSouthwest

Deal found 11/24

$498

mié. 12/39:03 amORD - SJD

Nonstop5h 00mUnited Airlines

mar. 12/2312:10 pmSJD - ORD

Nonstop4h 09mUnited Airlines

Deal found 11/24

$444

jue. 12/48:45 pmORD - SJD

1 stop14h 50mAmerican Airlines

mié. 12/1012:20 pmSJD - ORD

Nonstop4h 26mAmerican Airlines

Deal found 11/26

$453

jue. 12/48:59 pmORD - SJD

1 stop20h 32mMultiple Airlines

dom. 12/710:05 pmSJD - ORD

1 stop15h 55mMultiple Airlines

Deal found 11/25

$470

vie. 12/56:00 amMDW - SJD

1 stop7h 10mDelta

sáb. 12/132:40 pmSJD - MDW

1 stop8h 07mDelta

Deal found 11/24

$719

sáb. 12/64:05 amORD - SJD

1 stop13h 20mViva

vie. 12/1210:05 pmSJD - ORD

1 stop15h 55mViva

Deal found 11/24

$457

sáb. 12/66:00 amMDW - SJD

1 stop7h 10mDelta

lun. 12/89:32 amSJD - MDW

2 stops13h 15mDelta

Deal found 11/24

$759

One-way flights from Chicago to Los Cabos
Search for one-way flight options from Chicago to Los Cabos. Find affordable one-way fares based on user searches. Data last updated noviembre 26, 2025.

dom. 2/81:20 amORD - SJD

1 stop7h 40mViva

Deal found 11/26

$104

dom. 1/181:20 amORD - SJD

1 stop7h 40mViva

Deal found 11/26

$109

dom. 2/151:20 amORD - SJD

1 stop7h 40mViva

Deal found 11/23

$110

dom. 1/111:10 amORD - SJD

1 stop7h 50mViva

Deal found 11/25

$114

dom. 1/256:23 amORD - SJD

1 stop10h 17mVolaris

Deal found 11/26

$117

sáb. 1/2411:59 pmORD - SJD

1 stop12h 31mVolaris

Deal found 11/25

$118

lun. 1/1911:58 pmORD - SJD

2 stops15h 54mVolaris

Deal found 11/26

$120

jue. 3/197:23 amORD - SJD

1 stop10h 02mVolaris

Deal found 11/24

$121

vie. 1/301:20 amORD - SJD

1 stop7h 40mViva

Deal found 11/24

$122

sáb. 3/76:00 amMDW - SJD

1 stop8h 17mFrontier

Deal found 11/25

$156

vie. 1/165:25 pmMDW - SJD

2 stops38h 50mMultiple Airlines

Deal found 11/25

$162

vie. 1/239:45 amMDW - SJD

2 stops50h 45mMultiple Airlines

Deal found 11/25

$171

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 12/9

6:00 am-2:32 pm

1 stop9h 32m

San José del Cabo Los Cabos

mar. 12/16

12:50 pm-6:01 pm

Nonstop4h 11m

$408

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 1/25

12:59 am-9:32 am

1 stop9h 33m

San José del Cabo Los Cabos

vie. 1/30

10:30 am-11:00 pm

1 stop11h 30m

$415

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

dom. 12/14

6:00 am-12:10 pm

1 stop7h 10m

San José del Cabo Los Cabos

mié. 12/17

1:15 pm-11:47 pm

1 stop9h 32m

$418

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mié. 12/31

6:45 am-2:10 pm

1 stop8h 25m

San José del Cabo Los Cabos

jue. 1/8

9:35 am-11:59 pm

2 stops13h 24m

$428

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

lun. 1/26

6:00 am-2:09 pm

1 stop9h 09m

San José del Cabo Los Cabos

vie. 1/30

1:45 pm-10:22 pm

1 stop7h 37m

$430

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 1/6

5:59 pm-8:40 am

2 stops15h 41m

San José del Cabo Los Cabos

mar. 1/13

9:35 am-11:59 pm

2 stops13h 24m

$435

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 1/5

8:58 pm-12:35 pm

1 stop16h 37m

San José del Cabo Los Cabos

lun. 1/12

11:42 am-11:37 pm

1 stop10h 55m

$460

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

jue. 1/8

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

jue. 1/15

12:50 pm-6:01 pm

Nonstop4h 11m

$460

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 1/19

12:59 am-9:32 am

1 stop9h 33m

San José del Cabo Los Cabos

dom. 1/25

10:30 am-11:00 pm

1 stop11h 30m

$460

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 2/24

6:15 am-5:37 pm

2 stops12h 22m

San José del Cabo Los Cabos

dom. 3/1

10:32 am-11:00 pm

1 stop11h 28m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 39 results

Best time to book a flight from Chicago to Los Cabos

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

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

Currently, April is the cheapest month in which you can book a flight from Chicago to Los Cabos (average of $296). Flying from Chicago to Los Cabos 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 KPG?

A simple way to save on the total cost of your ticket is to fly from Chicago to Los Cabos at noon. If you’re flexible enough to do this you can expect to save up to 58% on your trip compared to booking a flight in the morning.

Weekly flight availability from Chicago to Los Cabos

The most flights from CHI to zzKPG are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Los Cabos

Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Los Cabos to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,254 reviews

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

4,254 reviews

Southwest

8.0

Very good

4,254 reviews

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

9,050 reviews

Southwest

8.0

Very good

4,254 reviews

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

11,038 reviews

Southwest

8.0

Very good

4,254 reviews

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

4,254 reviews

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

1,154 reviews

Southwest

8.0

Very good

4,254 reviews

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

How long is the flight from Chicago to Los Cabos?
Departing from Chicago to Los Cabos will take you 9h 32m. Chicago and Los Cabos are separated by a distance of 1806 mi. 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 Los Cabos one-way?
To fly one-way, consider booking your trip with Viva, which is currently one of the cheapest options available, starting at $145. Volaris flights start at $147 while deals on United Airlines start at $181 one-way.
What are the most reliable airlines from Chicago to Los Cabos?
Before booking your flight to Los Cabos from Chicago, check out the most reliable airlines to get you to your destination on time: American Airlines (93%), United Airlines (91%), Emirates( 81%).
What are the cheapest flights from Chicago to Los Cabos?
Looking for the cheapest flight from Chicago to Los Cabos? While on average our users pay $863, our data indicates the cheapest price to be $180. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $292.
Can I find deals for flights from Chicago to Los Cabos that include hotel bookings?
Yes. In addition to deals on Chicago to Los Cabos flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Los Cabos?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Los Cabos.
Can I find deals for business class flights from Chicago to Los Cabos?
Yes. Cheapflights offers flight deals from Chicago to Los Cabos 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 Los Cabos?
Currently, April is the cheapest month in which you can book a flight from Chicago to Los Cabos (average of $296). Flying from Chicago to Los Cabos 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Los Cabos

O'Hare Intl to San José del Cabo flights

Midway to San José del Cabo flights

St. Louis to San José del Cabo flights

Moline to San José del Cabo flights

O'Hare Intl to La Paz flights

Midway to La Paz flights

O'Hare Intl to Loreto flights

Quincy to San José del Cabo flights

Top 6 airlines flying from Chicago to Los Cabos

Airline	Cheapest	Average	Flexibility	On-time
Viva	Cheapest$266	Average$359	FlexibilityNo cancel fee	On-timeN/A
Volaris	Cheapest$308	Average$415	FlexibilityNo cancel fee	On-time79%
Delta	Cheapest$356	Average$543	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$418	Average$612	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$442	Average$662	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$545	Average$707	FlexibilityNo cancel fee	On-time63%

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$104+ Cheap flights from Chicago (CHI) to Los Cabos

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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Los Cabos with Cheapflights

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Cheap flight deals from Chicago to Los Cabos

Keep the following information in mind while searching for Chicago to Los Cabos flight deals. Data was last updated noviembre 26, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to Los Cabos

Cheapest flights from Chicago to Los CabosExplore the most affordable flight options available from Chicago to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 26, 2025.

Explore the most affordable flight options available from Chicago to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 26, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Los Cabos that are best for you.

Best time to book a flight from Chicago to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Los Cabos

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

What is the cheapest time of day to fly from CHI to KPG?

Find hourly flight availability from Chicago to Los Cabos. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 26, 2025.

Weekly flight availability from Chicago to Los Cabos

Reviews of airlines servicing Los Cabos

Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Los Cabos to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Los Cabos. 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 Los Cabos?

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

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

What are the cheapest flights from Chicago to Los Cabos?

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

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

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

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

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.

Alternative routes for Chicago to Los Cabos

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Chicago to Los Cabos

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Cheapest flights from Chicago to Los Cabos
Explore the most affordable flight options available from Chicago to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 26, 2025.