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Cheap flights from San José del Cabo to Chicago from $264

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from San José del Cabo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:30 pm - 10:10 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:25 pmMDW  Chicago Midway-SJD San José del Cabo Los Cabos
7h 25m1 stop Atlanta Hartsfield-Jackson
$494Delta
Fri, Jan 29 - Mon, Feb 1
Delta Logo
1:30 pm - 10:10 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:00 pmMDW  Chicago Midway-SJD San José del Cabo Los Cabos
9h 00m1 stop Atlanta Hartsfield-Jackson
$496Delta
Fri, Jan 29 - Mon, Feb 1
Southwest Logo
12:35 pm - 11:00 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
9h 25m2 stops Phoenix Sky Harbor Intl Dallas Love Field
Southwest Logo
5:25 am - 11:05 amMDW  Chicago Midway-SJD San José del Cabo Los Cabos
6h 40m1 stop Houston Hobby
$522Southwest
Fri, Jan 29 - Mon, Feb 1
Southwest Logo
12:00 pm - 11:00 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
10h 00m2 stops Houston Hobby Dallas Love Field
Southwest Logo
6:10 am - 1:55 pmMDW  Chicago Midway-SJD San José del Cabo Los Cabos
8h 45m2 stops Denver Intl Phoenix Sky Harbor Intl
$565Southwest
Fri, Jan 29 - Mon, Feb 1
Volaris Logo
11:15 am - 4:47 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
28h 32m1 stop Guadalajara Miguel Hidal
Volaris Logo
6:17 pm - 10:35 amMDW  Chicago Midway-SJD San José del Cabo Los Cabos
17h 18m1 stop Guadalajara Miguel Hidal
$566Volaris
Sat, Jan 23 - Fri, Jan 29
Volaris Logo
11:15 am - 4:51 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
28h 36m2 stops Guadalajara Miguel Hidal San Luis Potosi
Volaris Logo
6:17 pm - 10:35 amMDW  Chicago Midway-SJD San José del Cabo Los Cabos
17h 18m1 stop Guadalajara Miguel Hidal
$576Volaris
Sat, Jan 23 - Fri, Jan 29
Delta Logo
1:30 pm - 10:10 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 5:36 pmMDW  Chicago Midway-SJD San José del Cabo Los Cabos
12h 36m2 stops Atlanta Hartsfield-Jackson Mexico City Benito Juarez
$613Delta
Fri, Jan 29 - Mon, Feb 1
Delta Logo
6:05 am - 10:10 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
15h 05m2 stops Mexico City Benito Juarez Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 5:41 pmMDW  Chicago Midway-SJD San José del Cabo Los Cabos
12h 41m2 stops Atlanta Hartsfield-Jackson Mexico City Benito Juarez
$646Delta
Sat, Jan 23 - Fri, Jan 29
Southwest Logo
1:45 pm - 11:25 pmSJD  San José del Cabo Los Cabos-MDW Chicago Midway
7h 40m1 stop Phoenix Sky Harbor Intl
Southwest Logo
5:45 am - 11:20 amMDW  Chicago Midway-SJD San José del Cabo Los Cabos
7h 35m1 stop Phoenix Sky Harbor Intl
$663Southwest
Tue, Sep 29 - Tue, Oct 6
Southwest Logo
1:45 pm - 5:40 amSJD  San José del Cabo Los Cabos-MDW Chicago Midway
13h 55m2 stops Phoenix Sky Harbor Intl Las Vegas Harry Reid Intl
Southwest Logo
6:05 am - 1:40 pmMDW  Chicago Midway-SJD San José del Cabo Los Cabos
9h 35m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl
$668Southwest
Tue, Sep 29 - Tue, Oct 6

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Volaris flights from San José del Cabo to Chicago Midway Airport

Our best Volaris deals on San José del Cabo to Chicago Midway Airport flight tickets
Volaris
Jan 23
SJD11:15 amSan José del Cabo Los Cabos
28h 32m
1 stop
MDW4:47 pmChicago Midway
Jan 29
MDW6:17 pmChicago Midway
17h 18m
1 stop
SJD10:35 amSan José del Cabo Los Cabos
$566
Volaris
Jan 23
SJD11:15 amSan José del Cabo Los Cabos
28h 36m
2 stops
MDW4:51 pmChicago Midway
Jan 29
MDW6:17 pmChicago Midway
17h 18m
1 stop
SJD10:35 amSan José del Cabo Los Cabos
$576
Volaris
Jan 1
SJD7:44 pmSan José del Cabo Los Cabos
14h 57m
2 stops
MDW11:41 amChicago Midway
Jan 8
MDW6:17 pmChicago Midway
17h 18m
1 stop
SJD10:35 amSan José del Cabo Los Cabos
$737

Southwest flights from San José del Cabo to Chicago Midway Airport

Our best Southwest deals on San José del Cabo to Chicago Midway Airport flight tickets
Southwest
Jan 29
SJD12:35 pmSan José del Cabo Los Cabos
9h 25m
2 stops
MDW11:00 pmChicago Midway
Feb 1
MDW5:25 amChicago Midway
6h 40m
1 stop
SJD11:05 amSan José del Cabo Los Cabos
$522
Southwest
Jan 29
SJD12:00 pmSan José del Cabo Los Cabos
10h 00m
2 stops
MDW11:00 pmChicago Midway
Feb 1
MDW6:10 amChicago Midway
8h 45m
2 stops
SJD1:55 pmSan José del Cabo Los Cabos
$565
Southwest
Sep 29
SJD1:45 pmSan José del Cabo Los Cabos
7h 40m
1 stop
MDW11:25 pmChicago Midway
Oct 6
MDW5:45 amChicago Midway
7h 35m
1 stop
SJD11:20 amSan José del Cabo Los Cabos
$663

momondo Fare Finder

 
Use the filters below to find and compare flights from San José del Cabo to Chicago Midway Airport that are best for you.

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Quickest round-trip

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Fri 1/29

1:30 pm-10:10 pm

1 stop7h 40m

Chicago Midway

Mon 2/1

6:00 am-12:25 pm

1 stop7h 25m

$494

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Fri 1/29

1:30 pm-10:10 pm

1 stop7h 40m

Chicago Midway

Mon 2/1

6:00 am-2:00 pm

1 stop9h 00m

$496

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Fri 1/29

12:35 pm-11:00 pm

2 stops9h 25m

Chicago Midway

Mon 2/1

5:25 am-11:05 am

1 stop6h 40m

$522

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Fri 1/29

12:00 pm-11:00 pm

2 stops10h 00m

Chicago Midway

Mon 2/1

6:10 am-1:55 pm

2 stops8h 45m

$565

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Sat 1/23

11:15 am-4:47 pm

1 stop28h 32m

Chicago Midway

Fri 1/29

6:17 pm-10:35 am

1 stop17h 18m

$566

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Sat 1/23

11:15 am-4:51 pm

2 stops28h 36m

Chicago Midway

Fri 1/29

6:17 pm-10:35 am

1 stop17h 18m

$576

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Fri 1/29

1:30 pm-10:10 pm

1 stop7h 40m

Chicago Midway

Mon 2/1

6:00 am-5:36 pm

2 stops12h 36m

$613

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Sat 1/23

6:05 am-10:10 pm

2 stops15h 05m

Chicago Midway

Fri 1/29

6:00 am-5:41 pm

2 stops12h 41m

$646

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Tue 9/29

1:45 pm-11:25 pm

1 stop7h 40m

Chicago Midway

Tue 10/6

5:45 am-11:20 am

1 stop7h 35m

$663

San José del CaboChicago

SJD San José del Cabo Los Cabos - MDW Chicago Midway

SJDMDW

San José del Cabo Los Cabos

Tue 9/29

1:45 pm-5:40 am

2 stops13h 55m

Chicago Midway

Tue 10/6

6:05 am-1:40 pm

2 stops9h 35m

$668

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from San José del Cabo to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on San José del Cabo to Chicago Midway Airport flights?

You could potentially save up to 25% on your flight if you consider stops on a San José del Cabo to Chicago Midway Airport flight.

When to book flights from San José del Cabo to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from San José del Cabo to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San José del Cabo to Chicago Midway Airport (SJD to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San José del Cabo to Chicago Midway Airport

Best Price Found

$264

Fastest flight time

7h 40m

Direct flights

Tue and Sat
The best one-way flight to Chicago Midway Airport from San José del Cabo in the past 72 hours is $264. The best round-trip flight deal from San José del Cabo to Chicago Midway Airport found on momondo in the last 72 hours is $494.
The fastest flight from San José del Cabo to Chicago Midway Airport takes 7h 40m
Direct flights go from San José del Cabo to Chicago Midway Airport on Tuesday and Saturday. There are no airlines offering direct flights.
Search flight deals

Frequently asked questions about flying from San José del Cabo to Chicago Midway Airport

  • How far is San José del Cabo Los Cabos to Chicago Midway by plane?

    The straight-line distance from San José del Cabo Los Cabos to Chicago Midway is 1808.5 mi. Typically, this will take 7h 40m by plane in normal conditions.

  • When did momondo last update prices for flights from San José del Cabo Los Cabos Airport to Chicago Midway Airport?

    Prices for flights from San José del Cabo Los Cabos Airport to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from San José del Cabo Los Cabos Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San José del Cabo Los Cabos Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from San José del Cabo to Chicago Midway Airport?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
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Monticello
Porter
Crown Point
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from San José del Cabo to Chicago?

It is quick and easy to find San José del Cabo to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from San José del Cabo to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from San José del Cabo with this policy.

How can momondo help me find flights from San José del Cabo to Chicago?

Once all potential San José del Cabo to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from San José del Cabo to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of San José del Cabo to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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