Cheap Flights from CHI to SJU

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The Cheapest Round-trip Tickets from Chicago to San Juan

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8 May 20238 May 2023DirectRT from 133
25 April 202326 April 20231 StopRT from 169
16 November 202320 November 20231 StopRT from 319

The Cheapest Flights for this Month from Chicago to San Juan

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25 March 202327 March 20231 StopRT from 605
26 March 202329 March 20231 StopRT from 398
27 March 202330 March 20231 StopRT from 282
28 March 20233 April 20231 StopRT from 301
29 March 20233 April 20231 StopRT from 262
30 March 20235 April 20232 StopsRT from 228
31 March 20233 April 20231 StopRT from 351
1 April 20234 April 20231 StopRT from 251
2 April 20236 April 20231 StopRT from 260
3 April 20238 April 20231 StopRT from 326
4 April 202311 April 20231 StopRT from 237
5 April 20238 April 20231 StopRT from 381
6 April 202310 April 20231 StopRT from 339
7 April 202311 April 20231 StopRT from 268
8 April 202312 April 20231 StopRT from 231
9 April 202312 April 20231 StopRT from 231
10 April 202312 April 20231 StopRT from 175
11 April 202318 April 20231 StopRT from 224
12 April 202315 April 20231 StopRT from 261
13 April 202316 April 20231 StopRT from 360
14 April 202321 April 20231 StopRT from 244
15 April 202323 April 20231 StopRT from 296
16 April 202322 April 20231 StopRT from 227
17 April 202320 April 20231 StopRT from 181
18 April 202325 April 20231 StopRT from 212
19 April 202323 April 20231 StopRT from 297
20 April 202324 April 20231 StopRT from 268
21 April 202324 April 20231 StopRT from 248
22 April 202326 April 20231 StopRT from 201
23 April 202330 April 20231 StopRT from 304
24 April 202326 April 20231 StopRT from 175
25 April 202326 April 20231 StopRT from 169
26 April 20237 May 20231 StopRT from 189
27 April 202313 May 20231 StopRT from 201
28 April 20235 May 20231 StopRT from 216
29 April 20236 May 2023DirectRT from 218
30 April 20237 May 20231 StopRT from 212
1 May 20237 May 20231 StopRT from 216
2 May 20239 May 20231 StopRT from 205
3 May 20237 May 20231 StopRT from 219
4 May 20239 May 20231 StopRT from 226
5 May 20238 May 20231 StopRT from 204
6 May 20238 May 20231 StopRT from 181
7 May 202310 May 2023DirectRT from 166
8 May 20238 May 20231 StopRT from 133
9 May 202317 May 2023DirectRT from 158
10 May 202313 May 20232 StopsRT from 207
11 May 202318 May 20231 StopRT from 216
12 May 202312 May 20231 StopRT from 133
13 May 202321 May 20231 StopRT from 258
14 May 202331 May 20231 StopRT from 202
15 May 202317 May 2023DirectRT from 200
16 May 202320 May 20231 StopRT from 209
17 May 202320 May 20231 StopRT from 212
18 May 202323 May 20231 StopRT from 242
19 May 202323 May 20231 StopRT from 245
20 May 202322 May 20231 StopRT from 220
21 May 202327 May 2023DirectRT from 266
22 May 202327 May 2023DirectRT from 266
23 May 202330 May 20231 StopRT from 261
24 May 202324 May 20231 StopRT from 133
25 May 202325 May 20231 StopRT from 133
26 May 202329 May 20231 StopRT from 278
27 May 202331 May 20231 StopRT from 333
28 May 20232 June 2023DirectRT from 264
29 May 20235 June 2023DirectRT from 334
30 May 20235 June 20231 StopRT from 281
31 May 20237 June 20231 StopRT from 309
1 June 202330 June 20231 StopRT from 331
2 June 20236 June 20231 StopRT from 270
3 June 20239 June 20231 StopRT from 246
4 June 20237 June 20231 StopRT from 271
5 June 20239 June 2023DirectRT from 266
6 June 202315 June 20231 StopRT from 271
7 June 202311 June 20231 StopRT from 303
8 June 202312 June 20231 StopRT from 392
9 June 202316 June 20231 StopRT from 281
10 June 202313 June 20231 StopRT from 281
11 June 202318 June 20231 StopRT from 387
12 June 202326 June 2023DirectRT from 346
13 June 202316 June 20231 StopRT from 333
14 June 202321 June 2023DirectRT from 364
15 June 202321 June 20231 StopRT from 281
16 June 202316 July 20231 StopRT from 253
17 June 202319 June 20231 StopRT from 291
18 June 202318 June 20231 StopRT from 172
19 June 202328 June 20231 StopRT from 271
20 June 202322 June 2023DirectRT from 357
21 June 202327 June 2023DirectRT from 328
22 June 202329 June 2023DirectRT from 443
23 June 202326 June 20231 StopRT from 367
24 June 202329 June 20231 StopRT from 281
25 June 202323 July 20231 StopRT from 281
26 June 20234 July 2023DirectRT from 366
27 June 202311 July 20231 StopRT from 243
28 June 20233 July 2023DirectRT from 384
29 June 20234 July 2023DirectRT from 310
30 June 202310 July 2023DirectRT from 335
1 July 20236 July 20231 StopRT from 479
2 July 20236 July 2023DirectRT from 406
3 July 202316 July 20231 StopRT from 286
4 July 202315 July 20231 StopRT from 281
5 July 202320 July 20231 StopRT from 271
6 July 202326 July 20231 StopRT from 281
7 July 202310 July 20231 StopRT from 291
8 July 202314 July 2023DirectRT from 436
9 July 202315 July 2023DirectRT from 445
10 July 202318 July 20231 StopRT from 268
11 July 202326 July 2023DirectRT from 356
12 July 202318 July 2023DirectRT from 398
13 July 202320 July 20231 StopRT from 281
14 July 202318 July 2023DirectRT from 395
15 July 202321 July 20231 StopRT from 281
16 July 202321 July 20231 StopRT from 271
17 July 202324 July 2023DirectRT from 404
18 July 202327 July 20231 StopRT from 243
19 July 202324 July 20231 StopRT from 281
20 July 202327 July 20231 StopRT from 386
21 July 202328 July 20231 StopRT from 391
22 July 202330 July 20231 StopRT from 558
23 July 202327 July 20231 StopRT from 400
24 July 20234 August 20231 StopRT from 271
25 July 20231 August 20231 StopRT from 391
26 July 20231 August 20231 StopRT from 271
27 July 20231 August 2023DirectRT from 400
28 July 202331 July 2023DirectRT from 409
29 July 20235 August 20231 StopRT from 572
30 July 20234 August 2023DirectRT from 406
31 July 20234 August 2023DirectRT from 407
1 August 202315 August 20231 StopRT from 271
2 August 202314 August 2023DirectRT from 352
3 August 202314 August 2023DirectRT from 352
4 August 202318 August 20231 StopRT from 281
5 August 202311 August 20231 StopRT from 281
6 August 20236 August 20231 StopRT from 172
7 August 202314 August 2023DirectRT from 427
8 August 202315 August 2023DirectRT from 400
9 August 202316 August 20231 StopRT from 266
10 August 202316 August 20231 StopRT from 281
11 August 202318 August 20231 StopRT from 281
12 August 202316 August 20231 StopRT from 421
13 August 202316 August 20231 StopRT from 311
14 August 202314 August 20231 StopRT from 171
15 August 202322 August 2023DirectRT from 339
16 August 202320 August 20231 StopRT from 281
17 August 202321 August 20231 StopRT from 281
18 August 202326 August 20231 StopRT from 548
19 August 202326 August 20231 StopRT from 500
20 August 202323 August 20231 StopRT from 311
21 August 202324 August 20231 StopRT from 311
22 August 202329 August 20231 StopRT from 309
23 August 202329 August 20231 StopRT from 271
24 August 202329 August 20231 StopRT from 394
25 August 202329 August 20231 StopRT from 281
26 August 20232 September 20231 StopRT from 291
27 August 20233 September 20231 StopRT from 585
28 August 20232 September 20231 StopRT from 496
29 August 202327 September 2023DirectRT from 475
30 August 202311 September 20231 StopRT from 262
31 August 20236 September 20232 StopsRT from 522
1 September 20231 September 20231 StopRT from 172
2 September 20239 September 20231 StopRT from 291
3 September 20239 September 20231 StopRT from 281
4 September 20236 September 20231 StopRT from 381
5 September 202323 September 20231 StopRT from 281
6 September 20239 September 2023DirectRT from 236
7 September 202312 September 2023DirectRT from 296
8 September 202316 September 20231 StopRT from 256
9 September 202316 September 20231 StopRT from 221
9 September 202316 September 20232 StopsRT from 382
11 September 202315 September 2023DirectRT from 266
12 September 202323 September 20231 StopRT from 182
13 September 202316 September 20231 StopRT from 231
14 September 202319 September 2023DirectRT from 266
15 September 202321 September 20231 StopRT from 281
16 September 202323 September 2023DirectRT from 206
17 September 202323 September 2023DirectRT from 236
18 September 202324 September 2023DirectRT from 296
19 September 202327 September 2023DirectRT from 236
20 September 202327 September 20231 StopRT from 226
21 September 202327 September 20231 StopRT from 400
22 September 202325 September 20231 StopRT from 399
23 September 202330 September 20231 StopRT from 175
23 September 202327 September 20231 StopRT from 317
25 September 202329 September 20231 StopRT from 396
26 September 202330 September 20231 StopRT from 226
27 September 202330 September 20231 StopRT from 211
28 September 20232 October 20231 StopRT from 291
29 September 20234 October 2023DirectRT from 231
29 September 20234 October 20232 StopsRT from 403
1 October 20234 October 20231 StopRT from 201
2 October 20236 October 20231 StopRT from 476
3 October 202311 October 20231 StopRT from 271
4 October 202314 October 2023DirectRT from 266
5 October 202310 October 20231 StopRT from 281
6 October 202311 October 20231 StopRT from 281
7 October 202313 October 20231 StopRT from 321
8 October 202314 October 20231 StopRT from 246
9 October 202314 October 20231 StopRT from 405
10 October 202316 October 20231 StopRT from 281
11 October 202319 October 20231 StopRT from 271
12 October 202315 October 20231 StopRT from 329
13 October 202316 October 2023DirectRT from 266
14 October 202321 October 20231 StopRT from 350
15 October 202324 October 2023DirectRT from 266
16 October 202320 October 20231 StopRT from 505
17 October 202321 October 2023DirectRT from 236
18 October 202330 October 20231 StopRT from 246
19 October 202326 October 2023DirectRT from 296
20 October 202330 October 2023DirectRT from 266
21 October 202330 October 2023DirectRT from 236
21 October 202327 October 20231 StopRT from 352
23 October 20231 November 2023DirectRT from 236
24 October 202331 October 20231 StopRT from 266
25 October 20231 November 20231 StopRT from 226
26 October 20234 November 20231 StopRT from 202
26 October 202331 October 20231 StopRT from 287
28 October 202311 November 20231 StopRT from 256
29 October 20231 November 2023DirectRT from 236
30 October 20236 November 20231 StopRT from 325
30 October 20236 November 20232 StopsRT from 369
1 November 20231 November 20231 StopRT from 171
2 November 20236 November 20231 StopRT from 221
2 November 20237 November 20231 StopRT from 317
4 November 202311 November 20231 StopRT from 420
5 November 20233 December 20231 StopRT from 376
7 November 202318 November 20231 StopRT from 266
7 November 202318 November 20232 StopsRT from 382
9 November 202314 November 20231 StopRT from 371
10 November 202314 November 20231 StopRT from 371
11 November 202315 November 20231 StopRT from 370
12 November 202325 November 20232 StopsRT from 692
14 November 202319 November 20231 StopRT from 451
15 November 202324 November 20231 StopRT from 492
16 November 202320 November 20232 StopsRT from 319
17 November 202324 November 20231 StopRT from 726
18 November 202324 November 20231 StopRT from 545
19 November 202323 November 20232 StopsRT from 587
20 November 202324 November 20231 StopRT from 599
21 November 202328 November 20231 StopRT from 401
22 November 20231 December 20231 StopRT from 446
23 November 202326 November 20231 StopRT from 501
26 November 202330 November 20231 StopRT from 681
27 November 202320 December 2023DirectRT from 632
28 November 20237 December 20231 StopRT from 386
28 November 20237 December 20232 StopsRT from 500
30 November 20233 December 20231 StopRT from 517
1 December 202310 December 20231 StopRT from 339
2 December 202310 December 20232 StopsRT from 348
3 December 202318 December 20231 StopRT from 361
4 December 202311 December 20231 StopRT from 401
4 December 202311 December 20231 StopRT from 399
7 December 202312 December 20231 StopRT from 341
9 December 202313 December 20231 StopRT from 425
11 December 202319 December 20231 StopRT from 441
13 December 202317 December 20231 StopRT from 446
14 December 202317 December 20232 StopsRT from 613
15 December 202322 December 20232 StopsRT from 737
16 December 202322 December 20232 StopsRT from 714
17 December 202321 December 20232 StopsRT from 649
19 December 202311 January 20241 StopRT from 396
20 December 202312 January 20241 StopRT from 501
21 December 202311 January 20242 StopsRT from 714
22 December 20231 January 20241 StopRT from 546
23 December 202327 December 20231 StopRT from 551
24 December 202316 January 20241 StopRT from 449
25 December 20231 January 20241 StopRT from 551
26 December 20237 January 20241 StopRT from 551
27 December 20235 January 20241 StopRT from 551
28 December 20239 January 20242 StopsRT from 752
29 December 202314 January 20241 StopRT from 680
30 December 20235 January 20241 StopRT from 551
31 December 20238 January 20241 StopRT from 551
1 January 202410 January 20242 StopsRT from 511
2 January 20247 January 20241 StopRT from 551
2 January 20248 January 20242 StopsRT from 629
4 January 202418 January 20241 StopRT from 530
5 January 202412 January 20241 StopRT from 461
6 January 20243 February 20241 StopRT from 496
7 January 202413 January 20242 StopsRT from 606
8 January 202415 January 20241 StopRT from 454
9 January 202416 January 20241 StopRT from 396
10 January 202417 January 20241 StopRT from 396
11 January 202415 January 20241 StopRT from 401
12 January 202419 January 20241 StopRT from 401
13 January 202423 January 20241 StopRT from 450
14 January 202423 January 20241 StopRT from 421
14 January 202423 January 20242 StopsRT from 412
18 January 202422 January 20241 StopRT from 341
19 January 202431 January 20241 StopRT from 412
20 January 202427 January 20241 StopRT from 412
20 January 202428 January 20241 StopRT from 484
22 January 202427 January 20241 StopRT from 341
22 January 202427 January 20242 StopsRT from 399
26 January 202430 January 20241 StopRT from 365
26 January 202430 January 20241 StopRT from 399
31 January 20245 February 20241 StopRT from 311
1 February 20245 February 20241 StopRT from 370
3 February 202410 February 20241 StopRT from 370
3 February 202410 February 20241 StopRT from 399
6 February 202413 February 20242 StopsRT from 481
7 February 202417 February 20241 StopRT from 370
8 February 202414 February 20241 StopRT from 412
8 February 202414 February 20241 StopRT from 427
9 February 202412 February 20242 StopsRT from 415
11 February 202416 February 20241 StopRT from 611
12 February 202417 February 20241 StopRT from 429
14 February 202418 February 20242 StopsRT from 483
14 February 202418 February 20241 StopRT from 506
17 February 202424 February 20241 StopRT from 955
11 March 202415 March 20241 StopRT from 315

The Cheapest Flights from Chicago to San Juan for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
30 March 20235 April 20232 StopsRT from 228
18 April 202325 April 20231 StopRT from 212
9 May 202317 May 2023DirectRT from 158
27 June 202311 July 20231 StopRT from 243
18 July 202327 July 20231 StopRT from 243
30 August 202311 September 20231 StopRT from 262
23 September 202330 September 20231 StopRT from 175
16 November 202320 November 20232 StopsRT from 319
1 December 202310 December 20231 StopRT from 339
11 March 202415 March 20241 StopRT from 315
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