Cheap Flights from CHI to PDX

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The Cheapest Round-trip Tickets from Chicago to Portland

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4 October 202310 October 2023DirectFrontier AirlinesRT from 143

The Cheapest Flights for this Month from Chicago to Portland

Departure atReturn atStopsAirlineFind tickets
4 October 202310 October 20231 StopFrontier AirlinesRT from 143
5 October 20235 October 20231 StopSpirit AirlinesRT from 636
6 October 20238 October 20231 StopSpirit AirlinesRT from 439
7 October 202310 October 20231 StopFrontier AirlinesRT from 234
8 October 202321 October 20231 StopFrontier AirlinesRT from 196
9 October 20239 October 20231 StopSpirit AirlinesRT from 398
10 October 202324 October 20231 StopFrontier AirlinesRT from 143
11 October 202317 October 20231 StopFrontier AirlinesRT from 167
12 October 202316 October 20231 StopFrontier AirlinesRT from 176
13 October 202316 October 20231 StopFrontier AirlinesRT from 235
14 October 202317 October 20231 StopFrontier AirlinesRT from 197
15 October 202321 October 20231 StopFrontier AirlinesRT from 196
16 October 202320 October 20231 StopFrontier AirlinesRT from 167
17 October 202321 October 20231 StopFrontier AirlinesRT from 167
18 October 202321 October 20231 StopFrontier AirlinesRT from 167
19 October 202322 October 20231 StopFrontier AirlinesRT from 167
20 October 202324 October 20232 StopsSpirit AirlinesRT from 168
21 October 202328 October 20231 StopFrontier AirlinesRT from 187
22 October 202329 October 20231 StopFrontier AirlinesRT from 167
23 October 20237 November 20231 StopFrontier AirlinesRT from 146
24 October 202330 October 20231 StopFrontier AirlinesRT from 167
25 October 202328 October 20231 StopFrontier AirlinesRT from 167
26 October 202328 October 20231 StopFrontier AirlinesRT from 167
27 October 202329 October 20231 StopFrontier AirlinesRT from 167
28 October 20231 November 20231 StopFrontier AirlinesRT from 167
29 October 20231 November 20231 StopFrontier AirlinesRT from 167
30 October 20231 November 20231 StopFrontier AirlinesRT from 146
31 October 20234 November 2023DirectAlaska AirlinesRT from 157
1 November 20235 November 2023DirectUnited AirlinesRT from 202
2 November 20236 November 20231 StopFrontier AirlinesRT from 146
3 November 20235 November 20231 StopFrontier AirlinesRT from 223
4 November 20237 November 20231 StopFrontier AirlinesRT from 167
5 November 20238 November 20231 StopFrontier AirlinesRT from 167
6 November 202312 November 20231 StopFrontier AirlinesRT from 167
7 November 202313 November 20231 StopFrontier AirlinesRT from 167
8 November 202315 November 20231 StopFrontier AirlinesRT from 167
9 November 202312 November 20231 StopFrontier AirlinesRT from 167
10 November 202314 November 20231 StopFrontier AirlinesRT from 167
11 November 202314 November 20231 StopFrontier AirlinesRT from 167
12 November 202318 November 20231 StopDelta Air LinesRT from 276
13 November 202314 November 20231 StopSpirit AirlinesRT from 220
14 November 20232 December 2023DirectAlaska AirlinesRT from 157
15 November 202316 November 20231 StopFrontier AirlinesRT from 167
16 November 202320 November 20231 StopSpirit AirlinesRT from 178
17 November 20238 December 20231 StopFrontier AirlinesRT from 217
18 November 202325 November 20231 StopAlaska AirlinesRT from 262
19 November 202319 November 2023DirectAlaska AirlinesRT from 277
20 November 20234 December 20231 StopFrontier AirlinesRT from 207
21 November 202321 November 20231 StopSpirit AirlinesRT from 327
22 November 20236 December 20231 StopFrontier AirlinesRT from 227
23 November 202329 November 20231 StopFrontier AirlinesRT from 207
24 November 20232 December 2023DirectAlaska AirlinesRT from 157
25 November 20232 December 20231 StopSpirit AirlinesRT from 299
26 November 202330 November 20231 StopSpirit AirlinesRT from 318
27 November 202330 November 20231 StopFrontier AirlinesRT from 207
28 November 202328 November 20231 StopSpirit AirlinesRT from 214
29 November 202311 December 20231 StopFrontier AirlinesRT from 207
30 November 20237 December 20231 StopFrontier AirlinesRT from 207
1 December 20233 December 20231 StopFrontier AirlinesRT from 208
2 December 20235 December 2023DirectAlaska AirlinesRT from 157
3 December 20237 December 20231 StopFrontier AirlinesRT from 207
4 December 20237 December 20231 StopFrontier AirlinesRT from 207
5 December 202312 December 2023DirectAlaska AirlinesRT from 157
6 December 202313 December 2023DirectAlaska AirlinesRT from 157
7 December 202310 December 20231 StopFrontier AirlinesRT from 207
8 December 202315 December 20231 StopFrontier AirlinesRT from 207
9 December 202313 December 2023DirectAlaska AirlinesRT from 157
10 December 20235 January 20241 StopFrontier AirlinesRT from 207
11 December 202313 December 20231 StopFrontier AirlinesRT from 207
12 December 202331 December 2023DirectAlaska AirlinesRT from 157
13 December 20233 January 2024DirectAlaska AirlinesRT from 157
14 December 202318 December 20231 StopFrontier AirlinesRT from 207
15 December 202319 December 20231 StopFrontier AirlinesRT from 224
16 December 202331 December 2023DirectAlaska AirlinesRT from 157
17 December 202331 December 2023DirectAlaska AirlinesRT from 173
18 December 202310 January 2024DirectAlaska AirlinesRT from 217
19 December 202331 December 2023DirectAlaska AirlinesRT from 221
20 December 202327 December 20231 StopUnited AirlinesRT from 341
21 December 202331 December 2023DirectAlaska AirlinesRT from 227
22 December 202331 December 2023DirectAlaska AirlinesRT from 267
23 December 202330 December 20231 StopSun Country AirlinesRT from 396
24 December 202331 December 20231 StopAlaska AirlinesRT from 351
25 December 20233 January 20241 StopFrontier AirlinesRT from 243
26 December 20232 January 20241 StopFrontier AirlinesRT from 467
27 December 20234 January 20241 StopDelta Air LinesRT from 426
28 December 20233 January 2024DirectAlaska AirlinesRT from 357
29 December 20232 January 20241 StopFrontier AirlinesRT from 307
30 December 20232 January 20241 StopFrontier AirlinesRT from 358
31 December 202331 December 2023DirectAlaska AirlinesRT from 307
1 January 20248 January 2024DirectAlaska AirlinesRT from 331
2 January 202420 January 20241 StopFrontier AirlinesRT from 207
3 January 202424 January 20241 StopAlaska AirlinesRT from 231
4 January 20244 January 2024DirectAlaska AirlinesRT from 157
5 January 20245 January 2024DirectAlaska AirlinesRT from 157
6 January 20249 January 2024DirectAlaska AirlinesRT from 157
7 January 202413 January 20241 StopFrontier AirlinesRT from 207
8 January 202412 January 20241 StopFrontier AirlinesRT from 207
9 January 202410 January 2024DirectAlaska AirlinesRT from 157
10 January 202417 January 2024DirectAlaska AirlinesRT from 157
11 January 202414 January 20241 StopFrontier AirlinesRT from 207
12 January 202419 January 20241 StopFrontier AirlinesRT from 207
13 January 202418 January 20241 StopDelta Air LinesRT from 295
14 January 202417 January 2024DirectAlaska AirlinesRT from 227
15 January 202418 January 2024DirectAlaska AirlinesRT from 287
16 January 202423 January 2024DirectAlaska AirlinesRT from 157
17 January 202424 January 2024DirectAlaska AirlinesRT from 157
18 January 202423 January 2024DirectAlaska AirlinesRT from 227
19 January 202424 January 2024DirectAlaska AirlinesRT from 217
20 January 20247 February 20241 StopAlaska AirlinesRT from 247
21 January 202424 January 2024DirectAlaska AirlinesRT from 227
22 January 202423 January 2024DirectAlaska AirlinesRT from 227
23 January 202430 January 2024DirectAlaska AirlinesRT from 157
24 January 202431 January 2024DirectAlaska AirlinesRT from 157
25 January 202428 January 20241 StopFrontier AirlinesRT from 207
26 January 202431 January 2024DirectAlaska AirlinesRT from 227
27 January 20243 February 20241 StopDelta Air LinesRT from 254
28 January 202413 February 2024DirectAlaska AirlinesRT from 217
29 January 202430 January 2024DirectAlaska AirlinesRT from 227
30 January 20246 February 2024DirectAlaska AirlinesRT from 157
31 January 20247 February 2024DirectAlaska AirlinesRT from 157
1 February 20247 February 2024DirectAlaska AirlinesRT from 227
2 February 20245 February 20241 StopAlaska AirlinesRT from 311
3 February 202410 February 20241 StopDelta Air LinesRT from 311
4 February 202410 February 20241 StopFrontier AirlinesRT from 243
5 February 202412 February 2024DirectAlaska AirlinesRT from 317
6 February 202413 February 2024DirectAlaska AirlinesRT from 157
7 February 202414 February 2024DirectAlaska AirlinesRT from 157
8 February 202412 February 20241 StopFrontier AirlinesRT from 207
9 February 202412 February 2024DirectAlaska AirlinesRT from 277
10 February 202414 February 2024DirectUnited AirlinesRT from 297
11 February 202418 February 2024DirectAlaska AirlinesRT from 327
12 February 202419 February 2024DirectAlaska AirlinesRT from 327
13 February 202420 February 2024DirectAlaska AirlinesRT from 157
14 February 202421 February 2024DirectAlaska AirlinesRT from 157
15 February 202420 February 2024DirectAlaska AirlinesRT from 217
16 February 202423 February 2024DirectAlaska AirlinesRT from 337
17 February 202424 February 20241 StopAlaska AirlinesRT from 331
18 February 202425 February 2024DirectAlaska AirlinesRT from 337
19 February 202427 February 2024DirectAlaska AirlinesRT from 247
20 February 202421 February 2024DirectAlaska AirlinesRT from 157
21 February 202428 February 2024DirectAlaska AirlinesRT from 157
22 February 202425 February 20241 StopFrontier AirlinesRT from 303
23 February 202426 February 20241 StopFrontier AirlinesRT from 303
25 February 20241 March 2024DirectAlaska AirlinesRT from 337
27 February 20245 March 2024DirectAlaska AirlinesRT from 157
28 February 20244 March 20241 StopAlaska AirlinesRT from 257
29 February 20243 March 20241 StopFrontier AirlinesRT from 211
1 March 20245 March 2024DirectAlaska AirlinesRT from 247
5 March 202412 March 20241 StopAlaska AirlinesRT from 277
7 March 202414 March 2024DirectUnited AirlinesRT from 417
8 March 202416 March 20241 StopAlaska AirlinesRT from 407
9 March 202414 March 20241 StopAlaska AirlinesRT from 367
10 March 202421 March 2024DirectAlaska AirlinesRT from 397
11 March 202421 March 2024DirectAlaska AirlinesRT from 397
12 March 202422 March 20241 StopAlaska AirlinesRT from 431
13 March 202423 March 20241 StopAlaska AirlinesRT from 384
14 March 202415 March 2024DirectAlaska AirlinesRT from 337
15 March 202418 March 20241 StopAlaska AirlinesRT from 367
16 March 202423 March 20241 StopAlaska AirlinesRT from 534
18 March 202424 March 20241 StopAlaska AirlinesRT from 401
19 March 202424 March 20241 StopAlaska AirlinesRT from 411
20 March 202430 March 2024DirectAlaska AirlinesRT from 357
21 March 202430 March 20241 StopAlaska AirlinesRT from 461
22 March 202427 March 20241 StopAlaska AirlinesRT from 434
23 March 202430 March 2024DirectAlaska AirlinesRT from 417
24 March 202430 March 20241 StopAlaska AirlinesRT from 441
25 March 202429 March 20241 StopAlaska AirlinesRT from 401
27 March 202430 March 2024DirectAlaska AirlinesRT from 377
28 March 20246 April 2024DirectUnited AirlinesRT from 437
29 March 20241 April 20241 StopAlaska AirlinesRT from 407
30 March 20246 April 2024DirectAlaska AirlinesRT from 377
31 March 202431 March 20241 StopAlaska AirlinesRT from 381
1 April 20241 April 20241 StopAlaska AirlinesRT from 401
4 April 20248 April 20241 StopAlaska AirlinesRT from 367
5 April 20249 April 2024DirectAlaska AirlinesRT from 357
9 April 202413 April 20241 StopAlaska AirlinesRT from 331
12 April 202416 April 2024DirectAlaska AirlinesRT from 337
14 April 202421 April 20241 StopAlaska AirlinesRT from 396
18 April 202422 April 20241 StopAlaska AirlinesRT from 347
19 April 202423 April 20241 StopAlaska AirlinesRT from 331
20 April 20241 May 20241 StopAlaska AirlinesRT from 324
22 April 202426 April 20241 StopAlaska AirlinesRT from 349
26 April 202429 April 20241 StopAlaska AirlinesRT from 331
27 April 20245 May 20241 StopAlaska AirlinesRT from 347
1 May 20245 May 20241 StopAlaska AirlinesRT from 347
2 May 202412 May 2024DirectUnited AirlinesRT from 417
3 May 20246 May 20241 StopAlaska AirlinesRT from 331
4 May 202411 May 2024DirectAlaska AirlinesRT from 337
6 May 202415 May 20241 StopAlaska AirlinesRT from 347
8 May 202415 May 20241 StopAlaska AirlinesRT from 347
14 May 202422 May 2024DirectAlaska AirlinesRT from 337
16 May 202419 May 2024DirectAlaska AirlinesRT from 397
17 May 202426 May 2024DirectAlaska AirlinesRT from 337
18 May 202425 May 2024DirectAlaska AirlinesRT from 337
20 May 202412 June 2024DirectUnited AirlinesRT from 517
21 May 202424 May 2024DirectAlaska AirlinesRT from 337
24 May 202426 May 2024DirectAlaska AirlinesRT from 337
25 May 202429 May 2024DirectAlaska AirlinesRT from 397
29 May 20248 June 2024DirectAlaska AirlinesRT from 337
31 May 20243 June 20241 StopAlaska AirlinesRT from 407
1 June 20248 June 2024DirectAlaska AirlinesRT from 337
2 June 202415 June 2024DirectAmerican AirlinesRT from 308
3 June 20243 June 2024DirectAlaska AirlinesRT from 337
4 June 20247 June 2024DirectAlaska AirlinesRT from 337
6 June 202413 June 2024DirectAlaska AirlinesRT from 337
7 June 202415 June 20241 StopDelta Air LinesRT from 506
8 June 202416 June 20241 StopAlaska AirlinesRT from 561
9 June 202415 June 20241 StopAlaska AirlinesRT from 481
12 June 202419 June 2024DirectAlaska AirlinesRT from 337
13 June 202419 June 2024DirectUnited AirlinesRT from 727
14 June 202427 June 2024DirectAmerican AirlinesRT from 290
15 June 202419 June 2024DirectAlaska AirlinesRT from 417
16 June 202421 June 2024DirectAlaska AirlinesRT from 337
17 June 20241 July 2024DirectAlaska AirlinesRT from 447
18 June 202425 June 2024DirectAlaska AirlinesRT from 337
20 June 202417 July 2024DirectUnited AirlinesRT from 477
21 June 202424 June 2024DirectAlaska AirlinesRT from 337
22 June 202430 June 2024DirectAlaska AirlinesRT from 337
23 June 202429 June 20241 StopUnited AirlinesRT from 647
26 June 202410 July 2024DirectAlaska AirlinesRT from 417
27 June 20247 July 2024DirectAlaska AirlinesRT from 507
28 June 20247 July 20241 StopAlaska AirlinesRT from 527
29 June 20247 July 20241 StopAlaska AirlinesRT from 501
1 July 202414 July 2024DirectUnited AirlinesRT from 326
2 July 202415 July 20241 StopAlaska AirlinesRT from 447
4 July 202412 July 2024DirectAlaska AirlinesRT from 417
5 July 202412 July 2024DirectAlaska AirlinesRT from 337
10 July 202415 July 2024DirectAlaska AirlinesRT from 337
11 July 202414 July 2024DirectAlaska AirlinesRT from 337
12 July 202414 July 2024DirectAlaska AirlinesRT from 337
13 July 202420 July 2024DirectAlaska AirlinesRT from 337
15 July 202419 July 2024DirectAlaska AirlinesRT from 337
18 July 202414 August 2024DirectUnited AirlinesRT from 607
19 July 202429 July 2024DirectAmerican AirlinesRT from 290
20 July 202428 July 2024DirectAlaska AirlinesRT from 507
21 July 202426 July 2024DirectAlaska AirlinesRT from 507
24 July 202428 July 2024DirectAlaska AirlinesRT from 447
26 July 20243 August 20241 StopAlaska AirlinesRT from 567
27 July 20243 August 2024DirectAlaska AirlinesRT from 337
1 August 202412 August 20241 StopDelta Air LinesRT from 436
2 August 202411 August 2024DirectUnited AirlinesRT from 567
4 August 202411 August 20241 StopAlaska AirlinesRT from 441
5 August 20245 August 2024DirectAlaska AirlinesRT from 337
6 August 202413 August 2024DirectUnited AirlinesRT from 457
8 August 20249 August 2024DirectUnited AirlinesRT from 597
10 August 202417 August 2024DirectAlaska AirlinesRT from 337
12 August 202416 August 20241 StopUnited AirlinesRT from 436
15 August 202422 August 2024DirectAlaska AirlinesRT from 337
16 August 202422 August 2024DirectAlaska AirlinesRT from 337
18 August 202424 August 2024DirectAlaska AirlinesRT from 337
22 August 202424 August 2024DirectAlaska AirlinesRT from 337

The Cheapest Flights from Chicago to Portland for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
4 October 202310 October 20231 StopFrontier AirlinesRT from 143
2 November 20236 November 20231 StopFrontier AirlinesRT from 146
17 December 202331 December 2023DirectAlaska AirlinesRT from 173
1 January 20248 January 2024DirectAlaska AirlinesRT from 331
29 February 20243 March 20241 StopFrontier AirlinesRT from 211
1 March 20245 March 2024DirectAlaska AirlinesRT from 247
20 April 20241 May 20241 StopAlaska AirlinesRT from 324
3 May 20246 May 20241 StopAlaska AirlinesRT from 331
14 June 202427 June 2024DirectAmerican AirlinesRT from 290
19 July 202429 July 2024DirectAmerican AirlinesRT from 290
5 August 20245 August 2024DirectAlaska AirlinesRT from 337
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