Cheap flights from Chicago to San Jose from $385

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Cheap airfare to San Jose, Costa Rica from Chicago, IL from $416

Cheapest aifare for
Wednesday Aug 29, 2017
$286
+ $130 (taxes)
= $416
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Aug 29, 2017

Save $31 by changing your day of departure

Return Date:
Sep 05, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $416

Cheapest aifare for
Thursday Aug 30, 2017
$286
+ $130 (taxes)
= $416
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Aug 30, 2017

Save $31 by changing your day of departure

Return Date:
Sep 06, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $407

Cheapest aifare for
Friday Aug 31, 2017
$278
+ $129 (taxes)
= $407
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Aug 31, 2017

Save $22 by changing your day of departure

Return Date:
Sep 07, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $499

Cheapest aifare for
Saturday Sep 01, 2017
$363
+ $136 (taxes)
= $499
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 01, 2017

Save $114 by changing your day of departure

Return Date:
Sep 08, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $585

Cheapest aifare for
Sunday Sep 02, 2017
$456
+ $129 (taxes)
= $585
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 02, 2017

Save $200 by changing your day of departure

Return Date:
Sep 09, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $557

Cheapest aifare for
Monday Sep 03, 2017
$385
+ $172 (taxes)
= $557
(taxes and fees incl.)

Cheap Aeromexi flights

From Chicago to San Jose

2 Stop Flight Roundtrip
Economy

Departure Date:
Sep 03, 2017

Save $172 by changing your day of departure

Return Date:
Sep 10, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $437

Cheapest aifare for
Tuesday Sep 04, 2017
$308
+ $129 (taxes)
= $437
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 04, 2017

Save $52 by changing your day of departure

Return Date:
Sep 11, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $417

Cheapest aifare for
Wednesday Sep 05, 2017
$302
+ $115 (taxes)
= $417
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 05, 2017

Save $32 by changing your day of departure

Return Date:
Sep 12, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $432

Cheapest aifare for
Thursday Sep 06, 2017
$302
+ $130 (taxes)
= $432
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 06, 2017

Save $47 by changing your day of departure

Return Date:
Sep 13, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $482

Cheapest aifare for
Friday Sep 07, 2017
$353
+ $129 (taxes)
= $482
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 07, 2017

Save $97 by changing your day of departure

Return Date:
Sep 14, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $597

Cheapest aifare for
Saturday Sep 08, 2017
$456
+ $141 (taxes)
= $597
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 08, 2017

Save $211 by changing your day of departure

Return Date:
Sep 15, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $400

Cheapest aifare for
Sunday Sep 09, 2017
$270
+ $130 (taxes)
= $400
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 09, 2017

Save $15 by changing your day of departure

Return Date:
Sep 16, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $385

Cheapest aifare for
Monday Sep 10, 2017
$270
+ $115 (taxes)
= $385
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 10, 2017

Cheapest time to fly

Return Date:
Sep 17, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $436

Cheapest aifare for
Tuesday Sep 11, 2017
$307
+ $129 (taxes)
= $436
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 11, 2017

Save $51 by changing your day of departure

Return Date:
Sep 18, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $385

Cheapest aifare for
Wednesday Sep 12, 2017
$270
+ $115 (taxes)
= $385
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 12, 2017

Cheapest time to fly

Return Date:
Sep 19, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $385

Cheapest aifare for
Thursday Sep 13, 2017
$270
+ $115 (taxes)
= $385
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 13, 2017

Cheapest time to fly

Return Date:
Sep 20, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $385

Cheapest aifare for
Friday Sep 14, 2017
$270
+ $115 (taxes)
= $385
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 14, 2017

Cheapest time to fly

Return Date:
Sep 21, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $435

Cheapest aifare for
Saturday Sep 15, 2017
$298
+ $137 (taxes)
= $435
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 15, 2017

Save $50 by changing your day of departure

Return Date:
Sep 22, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $433

Cheapest aifare for
Sunday Sep 16, 2017
$318
+ $115 (taxes)
= $433
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 16, 2017

Save $48 by changing your day of departure

Return Date:
Sep 23, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $448

Cheapest aifare for
Monday Sep 17, 2017
$318
+ $130 (taxes)
= $448
(taxes and fees incl.)

Cheap Avianca flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 17, 2017

Save $63 by changing your day of departure

Return Date:
Sep 24, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $436

Cheapest aifare for
Tuesday Sep 18, 2017
$307
+ $129 (taxes)
= $436
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 18, 2017

Save $51 by changing your day of departure

Return Date:
Sep 25, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $407

Cheapest aifare for
Wednesday Sep 19, 2017
$278
+ $129 (taxes)
= $407
(taxes and fees incl.)

Cheap United Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 19, 2017

Save $22 by changing your day of departure

Return Date:
Sep 26, 2017

Cheap airfare to San Jose, Costa Rica from Chicago, IL from $465

Cheapest aifare for
Thursday Sep 20, 2017
$336
+ $129 (taxes)
= $465
(taxes and fees incl.)

Cheap American Airlines flights

From Chicago to San Jose

1 Stop Flight Roundtrip
Economy

Departure Date:
Sep 20, 2017

Save $80 by changing your day of departure

Return Date:
Sep 27, 2017