SJO to ORD

San Jose to Chicago flight ticket price

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.

SJO
San Jose (SJO), Costa RicaJuan Santamaria Intl
ORD
Chicago (ORD), USAO Hare International
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Live flights for Sat, 06 Jun 2026

Review fares, stops, timings and baggage. Use Search or View all flights for the complete search result.

Showing flight options for the selected travel date.
Currency: USD
Sat, 06 JunSJO to ORD$248 Sun, 07 JunSJO to ORD Mon, 08 JunSJO to ORD Tue, 09 JunSJO to ORD Wed, 10 JunSJO to ORD Thu, 11 JunSJO to ORD Fri, 12 JunSJO to ORD
Sort By:DepartureDurationArrivalPrice
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
23H :30 M
2 Stops
YUL · 6h 10mMontreal (YUL), Canada
YOW · 8h 14mOttawa (YOW), Canada
07:45
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$248
total fare
Non Refundable 9 Seat Left Economy
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
28H :55 M
2 Stops
YUL · 16h 20mMontreal (YUL), Canada
YTZ · 3h 23mToronto (YTZ), Canada
13:10
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$248
total fare
Non Refundable 1 Seat Left Economy
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
10H :29 M
1 Stop
YUL · 1h 45mMontreal (YUL), Canada
18:44
2026-06-06
CHICAGO (ORD)United StatesO Hare International
$248
total fare
Non Refundable 9 Seat Left Economy
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
23H :35 M
1 Stop
YUL · 15h 00mMontreal (YUL), Canada
07:50
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$248
total fare
Non Refundable 9 Seat Left Economy
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
23H :45 M
2 Stops
YUL · 3h 20mMontreal (YUL), Canada
YYZ · 11h 02mToronto (YYZ), Canada
08:00
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$256
total fare
Non Refundable 9 Seat Left Economy
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
24H :45 M
2 Stops
YUL · 5h 00mMontreal (YUL), Canada
YTZ · 10h 28mToronto (YTZ), Canada
09:00
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$281
total fare
Non Refundable 3 Seat Left Economy
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
25H :30 M
2 Stops
YUL · 5h 00mMontreal (YUL), Canada
YTZ · 11h 13mToronto (YTZ), Canada
09:45
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$281
total fare
Non Refundable 2 Seat Left Economy
Delta Air Lines
Delta Air Lines
DL-1756
13:20
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
8H :43 M
1 Stop
ATL · 2h 25mAtlanta (ATL), United States
23:03
2026-06-06
CHICAGO (ORD)United StatesO Hare International
$492
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1756
13:20
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
9H :48 M
1 Stop
ATL · 3h 30mAtlanta (ATL), United States
00:08
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$492
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1756
13:20
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
18H :18 M
1 Stop
ATL · 12h 00mAtlanta (ATL), United States
08:38
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$492
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1794
14:40
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
8H :28 M
1 Stop
ATL · 2h 03mAtlanta (ATL), United States
00:08
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$492
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1794
14:40
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
16H :58 M
1 Stop
ATL · 10h 33mAtlanta (ATL), United States
08:38
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$492
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1756
13:20
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
17H :45 M
2 Stops
ATL · 3h 35mAtlanta (ATL), United States
DTW · 6h 33mDetroit (DTW), United States
08:05
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$498
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
Delta Air Lines
Delta Air Lines
DL-1756
13:20
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
22H :44 M
2 Stops
ATL · 3h 35mAtlanta (ATL), United States
DTW · 11h 38mDetroit (DTW), United States
13:04
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$498
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
American Airlines
American Airlines
AA-498
06:01
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
16H :29 M
1 Stop
MIA · 9h 55mMiami (MIA), United States
23:30
2026-06-06
CHICAGO (ORD)United StatesO Hare International
$556
total fare
Non Refundable 7 Seat Left Economy
Cabin: Included
American Airlines
American Airlines
AA-498
06:01
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
17H :18 M
1 Stop
MIA · 10h 44mMiami (MIA), United States
00:19
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$556
total fare
Non Refundable 7 Seat Left Economy
Cabin: Included
American Airlines
American Airlines
AA-1788
15:08
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
8H :11 M
1 Stop
MIA · 1h 40mMiami (MIA), United States
00:19
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$556
total fare
Non Refundable 7 Seat Left Economy
Cabin: Included
American Airlines
American Airlines
AA-320
23:59
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
8H :51 M
1 Stop
DFW · 1h 59mDallas (DFW), United States
09:50
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$556
total fare
Non Refundable 4 Seat Left Economy
Cabin: Included
American Airlines
American Airlines
AA-320
23:59
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
10H :09 M
1 Stop
DFW · 3h 09mDallas (DFW), United States
11:08
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$556
total fare
Non Refundable 7 Seat Left Economy
Cabin: Included
American Airlines
American Airlines
AA-320
23:59
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
23H :40 M
1 Stop
DFW · 16h 53mDallas (DFW), United States
00:39
2026-06-08
CHICAGO (ORD)United StatesO Hare International
$556
total fare
Non Refundable 7 Seat Left Economy
Cabin: Included
American Airlines
American Airlines
AA-320
23:59
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
30H :31 M
1 Stop
DFW · 23h 41mDallas (DFW), United States
07:30
2026-06-08
CHICAGO (ORD)United StatesO Hare International
$556
total fare
Non Refundable 7 Seat Left Economy
Cabin: Included
United Airlines
United Airlines
UA-1952
13:00
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
5H :35 M
Non Stop
19:35
2026-06-06
CHICAGO (ORD)United StatesO Hare International
$561
total fare
Non Refundable 5 Seat Left Economy
Cabin: Included

Recommended hotels in Chicago

Stay options near the arrival city for the same travel date.

Search hotels
WoodSpring Suites Chicago Addison
3.0Very GoodLive availability

WoodSpring Suites Chicago Addison

- 991 E Lake Street, Addison, IL 60101 991 E Lake Street, Addison, IL 60101 Chicago (IL) Illinois USA,

Free WiFiACBreakfast
Room availability is checked live
$98per night+ taxes if applicable

1 Night • 3 Star

Admiral Motel By OYO Chicago I-94
3.0Very GoodLive availability

Admiral Motel By OYO Chicago I-94

- 9118 S Cottage grove Ave 60619 Chicago Illinois USA,

Free WiFiACBreakfast
Room availability is checked live
$102per night+ taxes if applicable

1 Night • 3 Star

Woodspring Suites Downers Grove - Chicago
3.0Very GoodLive availability

Woodspring Suites Downers Grove - Chicago

- 2751 Ogden Ave 60515 Chicago Illinois United States Of America,

Free WiFiACBreakfast
Room availability is checked live
$106per night+ taxes if applicable

1 Night • 3 Star

Wyndham Garden Schaumburg Chicago Northwest
3.0Very GoodLive availability

Wyndham Garden Schaumburg Chicago Northwest

- 1725 E Algonquin Rd, Schaumburg, IL 60173 ,

Free WiFiACBreakfast
Room availability is checked live
$116per night+ taxes if applicable

1 Night • 3 Star

Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
11H :50 M
1 Stop
YUL · 3h 20mMontreal (YUL), Canada
20:05
2026-06-06
CHICAGO (ORD)United StatesO Hare International
$564
total fare
Non Refundable 3 Seat Left Economy
Air Canada
Air Canada
AC-958
07:15
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
26H :03 M
1 Stop
YUL · 17h 30mMontreal (YUL), Canada
10:18
2026-06-07
CHICAGO (ORD)United StatesO Hare International
$564
total fare
Non Refundable 5 Seat Left Economy
United Airlines
United Airlines
UA-1097
00:30
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
8H :50 M
1 Stop
IAH · 1h 56mHouston (IAH), United States
10:20
2026-06-06
CHICAGO (ORD)United StatesO Hare International
$566
total fare
Non Refundable 9 Seat Left Economy
Cabin: Included
United Airlines
United Airlines
UA-1097
00:30
2026-06-06
San Jose (SJO)Costa RicaJuan Santamaria Intl
9H :31 M
1 Stop
IAH · 2h 37mHouston (IAH), United States
11:01
2026-06-06
CHICAGO (ORD)United StatesO Hare International
$566
total fare
Non Refundable 8 Seat Left Economy
Cabin: Included
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Fare highlights

Selected flight highlights for 06 Jun 2026.

Open full search
Lowest fare $248 Air Canada 07:15
Earliest departure $566 United Airlines 00:30
Shortest duration $561 United Airlines 13:00
Night 00:00-05:59 $566 United Airlines at 00:30
Morning 06:00-11:59 $248 Air Canada at 07:15
Afternoon 12:00-17:59 $492 Delta Air Lines at 13:20
Evening 18:00-23:59 $556 American Airlines at 23:59

San Jose to Chicago route details

San Jose (SJO)

Juan Santamaria Intl

Costa Rica

Chicago (ORD)

O Hare International

USA

Flights shown for 06 Jun 2026. View all flights opens the complete search result.

San Jose to Chicago - what to expect when booking

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

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More flights from San Jose (SJO)23 routes
San Jose → Tortuquero
SJO → TTQ
San Jose → Atlanta
SJO → ATL
San Jose → Bocas Del Toro
SJO → BOC
San Jose → Bogota
SJO → BOG
San Jose → Charlotte
SJO → CLT
San Jose → David
SJO → DAV
San Jose → Denver
SJO → DEN
San Jose → Fort Lauderdale
SJO → FLL
San Jose → Dallas
SJO → DFW
San Jose → Guatemala City
SJO → GUA
San Jose → Houston
SJO → IAH
San Jose → Liberia
SJO → LIR
San Jose → Lima
SJO → LIM
San Jose → Los Angeles
SJO → LAX
San Jose → Madrid
SJO → MAD
San Jose → Managua
SJO → MGA
San Jose → Mexico City
SJO → MEX
San Jose → Miami
SJO → MIA
San Jose → New York
SJO → JFK
San Jose → Orlando
SJO → MCO
San Jose → Panama City
SJO → PTY
San Jose → Pavones
SJO → XQP
San Jose → San Pedro Sula
SJO → SAP
More flights from Chicago (ORD)24 routes
Chicago → Abu Dhabi
ORD → AUH
Chicago → Akron/canton
ORD → CAK
Chicago → Albany
ORD → ALB
Chicago → Albuquerque
ORD → ABQ
Chicago → Allentown
ORD → ABE
Chicago → Amman
ORD → AMM
Chicago → Amsterdam
ORD → AMS
Chicago → Anchorage
ORD → ANC
Chicago → Appleton
ORD → ATW
Chicago → Fletcher
ORD → AVL
Chicago → Atlanta
ORD → ATL
Chicago → Atlantic City
ORD → ACY
Chicago → Austin
ORD → AUS
Chicago → Beijing
ORD → PEK
Chicago → Fayetteville
ORD → XNA
Chicago → Berlin
ORD → TXL
Chicago → Birmingham
ORD → BHM
Chicago → Bloomington-Normal
ORD → BMI
Chicago → Boise
ORD → BOI
Chicago → Boston
ORD → BOS
Chicago → Bozeman
ORD → BZN
Chicago → Brussels
ORD → BRU
Chicago → Buffalo Ny
ORD → BUF
Chicago → Burlington
ORD → BRL
Frequently asked questions - San Jose to Chicago flights
Generally yes. When your travel date is fixed, comparing live fares early gives you better visibility of timings, baggage and fare rules before prices change.
The flying distance depends on the routing selected by the airline. Live flight cards show duration and stop details for each result.
Availability changes by airline schedule and date. Use the Stops filter to quickly check non-stop, one-stop and connecting options on this landing page.
Airline inventory can change within minutes. Book Now sends the selected result to the review flow where the fare is checked again before final booking.
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