Cheap Flights from OAK to CHI

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The Cheapest Round-trip Tickets from Oakland to Chicago

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26 October 20237 November 2023DirectSpirit AirlinesRT from 152

The Cheapest Flights for this Month from Oakland to Chicago

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4 October 202311 October 20231 StopSpirit AirlinesRT from 328
5 October 202310 October 20231 StopSpirit AirlinesRT from 478
6 October 20238 October 20231 StopSpirit AirlinesRT from 258
7 October 202310 October 20231 StopSpirit AirlinesRT from 209
8 October 202315 October 20231 StopSpirit AirlinesRT from 209
9 October 202314 October 20231 StopSpirit AirlinesRT from 342
10 October 202317 October 20231 StopSpirit AirlinesRT from 233
11 October 202317 October 20231 StopSpirit AirlinesRT from 237
12 October 202318 October 20231 StopSpirit AirlinesRT from 232
13 October 202317 October 20231 StopSpirit AirlinesRT from 321
14 October 202328 October 20231 StopSpirit AirlinesRT from 223
15 October 202328 October 20231 StopSpirit AirlinesRT from 190
16 October 202317 October 20231 StopSpirit AirlinesRT from 234
17 October 202324 October 20231 StopSpirit AirlinesRT from 176
18 October 202328 October 20231 StopSpirit AirlinesRT from 176
19 October 202324 October 20231 StopSpirit AirlinesRT from 176
20 October 202324 October 20231 StopSpirit AirlinesRT from 189
21 October 20231 November 20231 StopSpirit AirlinesRT from 241
22 October 202325 October 20231 StopSpirit AirlinesRT from 254
23 October 202324 October 20231 StopSpirit AirlinesRT from 234
24 October 202328 October 20231 StopSpirit AirlinesRT from 166
25 October 202325 October 20231 StopSpirit AirlinesRT from 97
26 October 20237 November 20231 StopSpirit AirlinesRT from 152
27 October 202328 October 20231 StopSpirit AirlinesRT from 189
28 October 202328 October 20231 StopSpirit AirlinesRT from 135
29 October 202330 October 20231 StopSpirit AirlinesRT from 229
30 October 202310 November 20231 StopSpirit AirlinesRT from 171
31 October 20234 November 20231 StopSpirit AirlinesRT from 166
1 November 20234 November 20231 StopSpirit AirlinesRT from 196
2 November 20238 November 20231 StopSpirit AirlinesRT from 180
3 November 202310 November 20231 StopSpirit AirlinesRT from 183
4 November 20237 November 20231 StopSpirit AirlinesRT from 161
5 November 202312 November 20231 StopSouthwest AirlinesRT from 291
6 November 202310 November 20231 StopSpirit AirlinesRT from 171
7 November 202311 November 20231 StopSpirit AirlinesRT from 186
8 November 202311 November 20231 StopSpirit AirlinesRT from 173
9 November 202314 November 20231 StopSpirit AirlinesRT from 176
10 November 202315 November 20231 StopSpirit AirlinesRT from 209
11 November 202314 November 20231 StopSpirit AirlinesRT from 161
12 November 202317 November 20231 StopSpirit AirlinesRT from 230
13 November 202320 November 20231 StopSpirit AirlinesRT from 178
14 November 202328 November 20231 StopSpirit AirlinesRT from 171
15 November 202323 November 20231 StopSpirit AirlinesRT from 195
16 November 202330 November 20231 StopSpirit AirlinesRT from 208
17 November 202328 November 20231 StopSpirit AirlinesRT from 189
18 November 202328 November 20231 StopSpirit AirlinesRT from 209
19 November 202324 November 20231 StopSpirit AirlinesRT from 163
20 November 202325 November 20231 StopSpirit AirlinesRT from 430
21 November 202328 November 20231 StopSpirit AirlinesRT from 222
22 November 202326 November 20231 StopSpirit AirlinesRT from 426
23 November 202327 November 20231 StopSpirit AirlinesRT from 232
24 November 202328 November 20231 StopSpirit AirlinesRT from 222
25 November 202328 November 20231 StopSpirit AirlinesRT from 352
26 November 202329 November 20231 StopSpirit AirlinesRT from 267
27 November 202328 November 20231 StopSpirit AirlinesRT from 196
28 November 20233 December 20231 StopSpirit AirlinesRT from 196
29 November 20235 December 20231 StopSpirit AirlinesRT from 196
30 November 20234 December 20231 StopSpirit AirlinesRT from 209
1 December 20233 December 20231 StopSpirit AirlinesRT from 196
2 December 20233 December 20231 StopSpirit AirlinesRT from 196
3 December 20235 December 20231 StopAlaska AirlinesRT from 247
4 December 20237 December 20231 StopDelta Air LinesRT from 236
5 December 20236 December 20231 StopDelta Air LinesRT from 236
6 December 202311 December 20231 StopDelta Air LinesRT from 236
7 December 20238 December 20231 StopDelta Air LinesRT from 246
8 December 20239 December 20231 StopDelta Air LinesRT from 246
9 December 202312 December 20231 StopDelta Air LinesRT from 236
10 December 202311 December 20231 StopDelta Air LinesRT from 246
11 December 202314 December 20231 StopDelta Air LinesRT from 236
12 December 202313 December 20231 StopSpirit AirlinesRT from 114
13 December 20236 January 20241 StopSpirit AirlinesRT from 287
14 December 20239 January 2024DirectSouthwest AirlinesRT from 275
15 December 202318 December 20231 StopDelta Air LinesRT from 266
16 December 20234 January 20242 StopsDelta Air LinesRT from 261
17 December 202310 January 20241 StopSpirit AirlinesRT from 345
18 December 202320 December 20232 StopsDelta Air LinesRT from 292
19 December 202310 January 20241 StopSpirit AirlinesRT from 269
20 December 202327 December 20231 StopSouthwest AirlinesRT from 425
21 December 202321 December 20231 StopSpirit AirlinesRT from 453
22 December 202331 December 20231 StopSpirit AirlinesRT from 706
23 December 202320 January 20241 StopSpirit AirlinesRT from 390
24 December 20234 January 20241 StopAlaska AirlinesRT from 334
25 December 20233 January 20241 StopAlaska AirlinesRT from 314
26 December 202316 January 20241 StopSpirit AirlinesRT from 452
27 December 202329 December 20231 StopAlaska AirlinesRT from 561
28 December 202329 December 20231 StopDelta Air LinesRT from 676
29 December 202330 December 20231 StopAlaska AirlinesRT from 685
30 December 20233 January 20241 StopAlaska AirlinesRT from 282
31 December 20235 January 20241 StopAlaska AirlinesRT from 464
1 January 202420 January 20241 StopDelta Air LinesRT from 387
2 January 20245 January 20241 StopAlaska AirlinesRT from 425
3 January 20246 January 20241 StopAlaska AirlinesRT from 364
4 January 20249 January 20241 StopAlaska AirlinesRT from 261
5 January 20246 January 20241 StopAlaska AirlinesRT from 334
6 January 202411 January 20241 StopAlaska AirlinesRT from 400
7 January 202410 January 20241 StopSpirit AirlinesRT from 285
8 January 202418 January 20241 StopDelta Air LinesRT from 296
9 January 202416 January 20241 StopDelta Air LinesRT from 256
10 January 202413 January 20241 StopDelta Air LinesRT from 236
11 January 202416 January 20241 StopDelta Air LinesRT from 256
12 January 202413 January 20241 StopDelta Air LinesRT from 267
13 January 202416 January 20241 StopDelta Air LinesRT from 256
14 January 202427 January 20241 StopAlaska AirlinesRT from 321
15 January 202416 January 20241 StopAlaska AirlinesRT from 394
16 January 202423 January 20241 StopAlaska AirlinesRT from 247
17 January 202424 January 20241 StopAlaska AirlinesRT from 251
18 January 202424 January 20241 StopAlaska AirlinesRT from 257
19 January 202420 January 20241 StopDelta Air LinesRT from 256
20 January 202423 January 20241 StopDelta Air LinesRT from 236
21 January 202424 January 20241 StopDelta Air LinesRT from 302
22 January 202423 January 20241 StopDelta Air LinesRT from 256
23 January 202424 January 20241 StopDelta Air LinesRT from 236
24 January 202427 January 20241 StopAlaska AirlinesRT from 247
25 January 202430 January 20241 StopAlaska AirlinesRT from 394
26 January 202427 January 20241 StopDelta Air LinesRT from 302
27 January 202430 January 20241 StopDelta Air LinesRT from 256
28 January 202414 February 20241 StopSpirit AirlinesRT from 272
29 January 202431 January 20241 StopDelta Air LinesRT from 276
30 January 202413 February 20241 StopAlaska AirlinesRT from 247
31 January 20243 February 20241 StopDelta Air LinesRT from 256
1 February 20246 February 20241 StopAlaska AirlinesRT from 257
2 February 20244 February 20242 StopsDelta Air LinesRT from 317
3 February 202410 February 20241 StopDelta Air LinesRT from 236
6 February 202420 February 20241 StopAlaska AirlinesRT from 257
7 February 202421 February 20241 StopAlaska AirlinesRT from 251
8 February 202411 February 20241 StopAlaska AirlinesRT from 267
9 February 202413 February 20241 StopDelta Air LinesRT from 256
10 February 202412 February 20241 StopDelta Air LinesRT from 276
13 February 202420 February 20241 StopAlaska AirlinesRT from 291
14 February 202419 February 20241 StopAlaska AirlinesRT from 288
15 February 202419 February 20241 StopAlaska AirlinesRT from 289
16 February 202419 February 20241 StopAlaska AirlinesRT from 352
18 February 202424 February 20241 StopAlaska AirlinesRT from 258
21 February 202425 February 20241 StopAlaska AirlinesRT from 297
1 March 20244 March 20241 StopAlaska AirlinesRT from 324
2 March 20246 March 20241 StopAlaska AirlinesRT from 251
5 March 202412 March 20241 StopAlaska AirlinesRT from 282
6 March 202413 March 20241 StopAlaska AirlinesRT from 274
7 March 202411 March 20241 StopAlaska AirlinesRT from 339
8 March 20248 March 20241 StopAlaska AirlinesRT from 333
10 March 202413 March 20241 StopAlaska AirlinesRT from 332
12 March 202418 March 20241 StopAlaska AirlinesRT from 363
16 March 202418 March 20241 StopAlaska AirlinesRT from 391
17 March 202420 March 20241 StopAlaska AirlinesRT from 462
19 March 202425 March 20241 StopDelta Air LinesRT from 572
20 March 202424 March 20241 StopAlaska AirlinesRT from 363
21 March 202423 March 20241 StopAlaska AirlinesRT from 581
24 March 202430 March 20241 StopAlaska AirlinesRT from 950
26 March 20243 April 20242 StopsDelta Air LinesRT from 358
28 March 20242 April 20241 StopAlaska AirlinesRT from 324
29 March 20242 April 20241 StopAlaska AirlinesRT from 402
30 March 20243 April 20241 StopAlaska AirlinesRT from 422
4 April 20249 April 20241 StopAlaska AirlinesRT from 324
8 April 202413 April 20241 StopAlaska AirlinesRT from 402
11 April 202415 April 20241 StopAlaska AirlinesRT from 324
12 April 202413 April 20241 StopAlaska AirlinesRT from 337
18 April 202421 April 20241 StopAlaska AirlinesRT from 324
19 April 202419 April 20241 StopAlaska AirlinesRT from 351
22 April 202426 April 20241 StopAlaska AirlinesRT from 324
24 April 202428 April 20241 StopAlaska AirlinesRT from 282
25 April 202426 April 20241 StopAlaska AirlinesRT from 324
30 April 202418 May 20241 StopAlaska AirlinesRT from 297
3 May 20247 May 20241 StopAlaska AirlinesRT from 324
7 May 202410 May 20242 StopsAlaska AirlinesRT from 455
8 May 202422 May 20241 StopAlaska AirlinesRT from 297
10 May 202413 May 20241 StopAlaska AirlinesRT from 341
12 May 202418 May 20241 StopAlaska AirlinesRT from 391
16 May 202422 May 20241 StopAlaska AirlinesRT from 367
17 May 202421 May 20241 StopAlaska AirlinesRT from 377
21 May 202424 May 20241 StopAlaska AirlinesRT from 582
22 May 202427 May 20241 StopAlaska AirlinesRT from 503
23 May 202426 May 20241 StopAlaska AirlinesRT from 462
24 May 202427 May 20241 StopAlaska AirlinesRT from 521
29 May 20241 June 20241 StopAlaska AirlinesRT from 363
31 May 20242 June 20241 StopAlaska AirlinesRT from 481
3 June 202422 June 20241 StopAlaska AirlinesRT from 363
8 June 202422 June 20241 StopAlaska AirlinesRT from 441
26 June 20243 July 20241 StopAlaska AirlinesRT from 402
28 June 202430 June 20241 StopAlaska AirlinesRT from 461
11 July 202416 July 20241 StopAlaska AirlinesRT from 417
18 July 202421 July 20241 StopAlaska AirlinesRT from 461
19 July 202422 July 20241 StopAlaska AirlinesRT from 423
9 August 202418 August 20241 StopAlaska AirlinesRT from 471
15 August 202417 August 20241 StopAlaska AirlinesRT from 402
22 August 202424 August 20241 StopAlaska AirlinesRT from 402

The Cheapest Flights from Oakland to Chicago for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
26 October 20237 November 20231 StopSpirit AirlinesRT from 152
19 November 202324 November 20231 StopSpirit AirlinesRT from 163
19 December 202310 January 20241 StopSpirit AirlinesRT from 269
10 January 202413 January 20241 StopDelta Air LinesRT from 236
3 February 202410 February 20241 StopDelta Air LinesRT from 236
6 March 202413 March 20241 StopAlaska AirlinesRT from 274
24 April 202428 April 20241 StopAlaska AirlinesRT from 282
8 May 202422 May 20241 StopAlaska AirlinesRT from 297
3 June 202422 June 20241 StopAlaska AirlinesRT from 363
11 July 202416 July 20241 StopAlaska AirlinesRT from 417
15 August 202417 August 20241 StopAlaska AirlinesRT from 402
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