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ORD to SJD

Chicago to San Jose Cabo Flights

Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.

Fare checked before payment All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fare₹26,707Delta Air Lines
Fastest4h 41mgate to gate
Options found113flights on this route
Find your flight ORD SJD

Available Flights & Fares

Compare fares, timings and baggage. Pick the flight that suits your trip.

Prices in INR
113 flight options

Fares are checked again before payment.

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Delta Air Lines
Delta Air Lines
DL-1306
17:30
2026-10-26
CHICAGO (ORD)O Hare International
21H :55 M
2 Stops
MSP · 2h 47m Minneapolis (MSP), United States
LAX · 11h 00m Los Angeles (LAX), United States
13:25
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Delta Air Lines
Delta Air Lines
DL-1264
05:27
2026-10-26
CHICAGO (ORD)O Hare International
7H :53 M
1 Stop
ATL · 1h 36m Atlanta (ATL), United States
11:20
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Delta Air Lines
Delta Air Lines
DL-2738
18:08
2026-10-26
CHICAGO (ORD)O Hare International
21H :17 M
2 Stops
ATL · 9h 36m Atlanta (ATL), United States
LAX · 2h 05m Los Angeles (LAX), United States
13:25
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Delta Air Lines
Delta Air Lines
DL-2358
17:29
2026-10-26
CHICAGO (ORD)O Hare International
19H :51 M
2 Stops
DTW · 9h 20m Detroit (DTW), United States
ATL · 2h 48m Atlanta (ATL), United States
11:20
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-760
05:00
2026-10-26
CHICAGO (ORD)O Hare International
6H :52 M
1 Stop
DFW · 1h 17m Dallas (DFW), United States
09:52
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-769
05:00
2026-10-26
CHICAGO (ORD)O Hare International
7H :57 M
1 Stop
PHX · 1h 54m Phoenix (PHX), United States
10:57
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-760
05:00
2026-10-26
CHICAGO (ORD)O Hare International
8H :42 M
1 Stop
DFW · 3h 07m Dallas (DFW), United States
11:42
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-769
05:00
2026-10-26
CHICAGO (ORD)O Hare International
9H :17 M
1 Stop
PHX · 3h 15m Phoenix (PHX), United States
12:17
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-760
05:00
2026-10-26
CHICAGO (ORD)O Hare International
10H :27 M
1 Stop
DFW · 4h 54m Dallas (DFW), United States
13:27
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-760
05:00
2026-10-26
CHICAGO (ORD)O Hare International
11H :22 M
1 Stop
DFW · 5h 49m Dallas (DFW), United States
14:22
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2896
06:00
2026-10-26
CHICAGO (ORD)O Hare International
7H :42 M
1 Stop
DFW · 1h 58m Dallas (DFW), United States
11:42
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2896
06:00
2026-10-26
CHICAGO (ORD)O Hare International
9H :27 M
1 Stop
DFW · 3h 45m Dallas (DFW), United States
13:27
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2896
06:00
2026-10-26
CHICAGO (ORD)O Hare International
10H :22 M
1 Stop
DFW · 4h 40m Dallas (DFW), United States
14:22
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-607
06:00
2026-10-26
CHICAGO (ORD)O Hare International
10H :36 M
1 Stop
LAX · 3h 22m Los Angeles (LAX), United States
14:36
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2192
06:48
2026-10-26
CHICAGO (ORD)O Hare International
7H :29 M
1 Stop
PHX · 1h 10m Phoenix (PHX), United States
12:17
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1009
07:00
2026-10-26
CHICAGO (ORD)O Hare International
9H :36 M
1 Stop
LAX · 2h 22m Los Angeles (LAX), United States
14:36
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-967
08:14
2026-10-26
CHICAGO (ORD)O Hare International
7H :13 M
1 Stop
DFW · 1h 36m Dallas (DFW), United States
13:27
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-967
08:14
2026-10-26
CHICAGO (ORD)O Hare International
8H :08 M
1 Stop
DFW · 2h 31m Dallas (DFW), United States
14:22
2026-10-26
San Jose Cabo (SJD)Los Cabos
Non Refundable 6 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2554
18:59
2026-10-26
CHICAGO (ORD)O Hare International
17H :58 M
1 Stop
PHX · 11h 47m Phoenix (PHX), United States
10:57
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3794
19:10
2026-10-26
CHICAGO (ORD)O Hare International
16H :42 M
1 Stop
DFW · 10h 47m Dallas (DFW), United States
09:52
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3277
20:40
2026-10-26
CHICAGO (ORD)O Hare International
16H :17 M
1 Stop
PHX · 10h 06m Phoenix (PHX), United States
10:57
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3277
20:40
2026-10-26
CHICAGO (ORD)O Hare International
17H :37 M
1 Stop
PHX · 11h 27m Phoenix (PHX), United States
12:17
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces

Recommended hotels in San Jose Cabo

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AA
American Airlines
AA-2281
21:29
2026-10-26
CHICAGO (ORD)O Hare International
14H :23 M
1 Stop
DFW · 8h 49m Dallas (DFW), United States
09:52
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2281
21:29
2026-10-26
CHICAGO (ORD)O Hare International
16H :13 M
1 Stop
DFW · 10h 39m Dallas (DFW), United States
11:42
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-435
22:45
2026-10-26
CHICAGO (ORD)O Hare International
14H :12 M
1 Stop
PHX · 8h 00m Phoenix (PHX), United States
10:57
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-435
22:45
2026-10-26
CHICAGO (ORD)O Hare International
15H :32 M
1 Stop
PHX · 9h 21m Phoenix (PHX), United States
12:17
2026-10-27
San Jose Cabo (SJD)Los Cabos
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
No flights match the selected filters. Clear filters or open full search.

Airfare Highlights

From flights departing on Mon, 26 Oct 2026.

Lowest fare ₹26,707 Delta Air Lines 17:30
Earliest departure ₹32,673 American Airlines 05:00
Shortest duration ₹32,869 American Airlines 09:05
Night 00:00-05:59 ₹26,903 Delta Air Lines at 05:27
Morning 06:00-11:59 ₹32,673 American Airlines at 06:00
Afternoon 12:00-17:59 ₹26,707 Delta Air Lines at 17:30
Evening 18:00-23:59 ₹27,246 Delta Air Lines at 18:08

Departure & Arrival Airport Details

Chicago (ORD)

O Hare International

USA

San Jose Cabo (SJD)

Los Cabos

Mexico

Flights shown for 26 Oct 2026. View all flights opens the complete search result.

Airlines flying from Chicago to San Jose Cabo

Compare fares, stops, baggage and refundability across the airlines flying this route.

United Airlines Flights

from ₹33,15352 flights
Fares from
₹33,153
Non-stop
1 in these results
Departures
52 in the list above

American Airlines Flights

from ₹32,67345 flights
Fares from
₹32,673
Non-stop
1 in these results
Departures
45 in the list above

Delta Air Lines Flights

from ₹26,7076 flights
Fares from
₹26,707
Non-stop
None in these results
Departures
6 in the list above

Air Canada Flights

from ₹45,3666 flights
Fares from
₹45,366
Non-stop
None in these results
Departures
6 in the list above

Alaska Airlines Flights

from ₹35,3284 flights
Fares from
₹35,328
Non-stop
None in these results
Departures
4 in the list above

Route Overview & Flight Facts

Fastest flight duration4h 41m · American Airlines
First departure of the day05:00 · American Airlines
Last departure of the day22:45 · American Airlines
Flight options found113
Direct / non-stop options2
Airport codesChicago–ORD, San Jose Cabo–SJD

Fares and timings are indicative. The exact price is confirmed with the airline when you search.

Flight Schedule, Timings & Airfare Insights

Daily Flight Schedule & Travel Duration

The search for Mon, 26 Oct found 113 flight options, 2 of them non-stop. The first flight leaves around 05:00 and the last around 22:45. The fastest flight takes about 4h 41m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Afternoon from ₹26,707, Night from ₹26,903, Evening from ₹27,246, Morning from ₹32,673. These observations do not predict the cheapest departure window on other dates.

Cheapest Airfare & Best Time to Book

Search your travel dates to compare current fares. Prices change with airline seat availability.

One-Way vs Round-Trip Fare Comparison

Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.

Online Web Check-In & Boarding Pass

Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.

How to Book Cheap Flights on FlyX

  1. 1
    Enter your travel details

    Choose one-way or round-trip, pick your dates and travellers in the search form above.

  2. 2
    Compare search results

    Sort or filter the Chicago–San Jose Cabo results by price, departure time, stops and airline.

  3. 3
    Open the fare choices

    Check baggage allowance and refundability for each fare type before continuing.

  4. 4
    Review the final price

    Review the refreshed supplier fare, coupon saving and selected payment-method fee before you pay.

  5. 5
    Pay securely

    UPI, cards, net banking and wallets supported; payment and ticket issuance have separate statuses. If issuance is pending, follow the booking status; the confirmed ticket is sent after issuance.

Destination & City Travel Guide

About Chicago

Chicago’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.

Read more about Chicago

Tips for travellers from India

The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.

Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.

Best time to visit Chicago

May to June or September to October, about 12–25°C, for river and lake walks.

Places to visit in Chicago

Millennium ParkArt Institute of ChicagoChicago RiverwalkNavy PierMuseum CampusDevon Avenue

How to reach Chicago

By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.

By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.

By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.

What to do in Chicago

Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.

Chicago airport information

O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.

Why Book Your Flight with FlyX?

Compare the available Chicago to San Jose Cabo options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.

Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.

Fare checked before paymentCoupon eligibility checkedBooking status trackingBooking support

Exclusive Flight Offers & Promo Coupons

Coupon codeOfferMax saving
FLYX20Up to 20% Off on Flights₹1,500

Check coupon eligibility and the final discount on the review page before you pay. View full terms.

Frequently Asked Questions

Is it worth booking Chicago to San Jose Cabo flights in advance?

There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. On the Chicago to San Jose Cabo dates shown on this page, the lowest fare is on a Monday at ₹26,707. This can change from week to week.

How far is Chicago from San Jose Cabo by air?

The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.

Are there non-stop flights from ORD to SJD?

Yes. 2 non-stop flights are listed on this page for Chicago to San Jose Cabo. Use the Stops filter to see only those.

Which airlines fly Chicago to San Jose Cabo?

United Airlines, American Airlines, Delta Air Lines, Air Canada and 1 other are listed on this route for the dates shown here. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.

How long is the flight from Chicago to San Jose Cabo?

The quickest non-stop Chicago to San Jose Cabo flight on this page takes about 4h 41m. Non-stop flights here take between 4h 41m and 5h. Journeys with a stop take longer, since the total includes the layover.

What is the cheapest Chicago to San Jose Cabo flight fare?

The lowest Chicago to San Jose Cabo fare on this page is ₹26,707. Fares on the same dates run up to ₹115,191, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.

What time do Chicago to San Jose Cabo flights depart?

On the dates shown here, the first departure is around 05:00 and the last around 22:45, local time at Chicago. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.

Why does the price change after clicking Book Now?

Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay. If it has moved, you see the new figure before any payment.

Before you book this route

Check the airport codes ORD–SJD, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.

Where these fares come from

The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price. Run a search to see what is available for your own dates.

Fares shown are for departures on .

Check official travel requirements

Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.

For payment, ticket issuance or a change request, see FlyX support. About FlyX.

What to Expect When Booking Your Flight

The ORD to SJD cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.

Before you book

Compare nearby dates

The date strip opens the complete search result for the route and selected date.

Use filters

Shortlist by price, stops, departure time and refundable fare preference.

Check fare choices

Continue to Booking opens the verified fare choices, including baggage and refundability, before review.

Lowest Chicago to San Jose Cabo airfare, in 30 days and in 90 days

Cheapest FareFareDateAirlineDeparture
Lowest Airfare ₹26,707 26/10/2026 Delta Air Lines 17:30
Cheapest Airfare Within 30 Days ₹26,173 07/11/2026 Delta Air Lines 17:30
Cheapest Airfare Within 90 Days ₹25,372 06/01/2027 Delta Air Lines 17:30

Book Chicago to San Jose Cabo Flight Tickets on FlyX

FlyX lists each Chicago to San Jose Cabo flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.

Chicago to San Jose Cabo Flight Schedule and Timing

The search for these dates returned 113 flight options, 2 of them non-stop. The first departure from Chicago is at 05:00 and the last is at 22:45. Flights leave from O Hare International and land at Los Cabos.

Flight Route Details & Analysis

Flight DetailsInformation
RouteChicago to San Jose Cabo
Flight Duration4h 41m - 30h 30m
Airport CodesChicago - ORD, San Jose Cabo - SJD
Total Flights Available113 flights2 direct111 with layovers
First Flight DepartureDeparts at 05:00
Last Flight DepartureDeparts at 22:45
Early Morning Flights (12 AM - 8 AM)25 flights0 direct25 with layovers
Morning Flights (8 AM - 12 PM)13 flights2 direct11 with layovers
Afternoon Flights (12 PM - 4 PM)25 flights0 direct25 with layovers
Evening Flights (4 PM - 8 PM)34 flights0 direct34 with layovers
Night Flights (8 PM - 12 AM)16 flights0 direct16 with layovers

Airport Information & Terminals

ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.

SJD: San Jose Cabo airport. Airport access in San Jose Cabo depends on arrival time, terminal, hotel location and local traffic. Confirm the airport name on the ticket, then choose between official taxi, app cab, airport bus, rail or hotel transfer based on luggage and time of day.

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