Cheap Flights from SFO to CHI

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The Cheapest Round-trip Tickets from San Francisco to Chicago

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8 December 202311 December 2023DirectFrontier AirlinesRT from 88

The Cheapest Flights for this Month from San Francisco to Chicago

Departure atReturn atStopsAirlineFind tickets
2 December 20239 December 20231 StopFrontier AirlinesRT from 207
3 December 20237 December 2023DirectFrontier AirlinesRT from 108
4 December 202312 December 2023DirectFrontier AirlinesRT from 102
5 December 202310 December 2023DirectFrontier AirlinesRT from 150
6 December 20239 December 2023DirectFrontier AirlinesRT from 102
7 December 20239 December 2023DirectFrontier AirlinesRT from 97
8 December 202311 December 2023DirectFrontier AirlinesRT from 88
9 December 202312 December 2023DirectFrontier AirlinesRT from 87
10 December 202312 December 2023DirectFrontier AirlinesRT from 97
11 December 202312 December 20231 StopFrontier AirlinesRT from 82
12 December 202320 December 20231 StopFrontier AirlinesRT from 110
13 December 202314 December 2023DirectFrontier AirlinesRT from 87
14 December 202321 December 2023DirectFrontier AirlinesRT from 162
15 December 202325 December 2023DirectFrontier AirlinesRT from 107
16 December 202317 December 20231 StopFrontier AirlinesRT from 167
17 December 202310 January 20241 StopFrontier AirlinesRT from 157
18 December 202323 December 20231 StopFrontier AirlinesRT from 219
19 December 202324 December 20231 StopFrontier AirlinesRT from 183
20 December 202326 December 2023DirectAmerican AirlinesRT from 309
21 December 20231 January 20241 StopFrontier AirlinesRT from 492
22 December 20231 January 20241 StopFrontier AirlinesRT from 502
23 December 202328 December 2023DirectAlaska AirlinesRT from 157
24 December 202330 December 20231 StopFrontier AirlinesRT from 346
25 December 202330 December 20231 StopUnited AirlinesRT from 280
26 December 20232 January 20241 StopFrontier AirlinesRT from 213
27 December 202329 December 2023DirectAlaska AirlinesRT from 127
28 December 20233 January 2024DirectAlaska AirlinesRT from 117
29 December 20233 January 20241 StopUnited AirlinesRT from 320
30 December 20234 January 20241 StopUnited AirlinesRT from 284
31 December 20236 January 2024DirectAlaska AirlinesRT from 127
1 January 20241 January 2024DirectAlaska AirlinesRT from 122
2 January 20249 January 2024DirectFrontier AirlinesRT from 151
3 January 20246 January 20241 StopAlaska AirlinesRT from 252
4 January 20249 January 2024DirectAlaska AirlinesRT from 137
5 January 20247 January 2024DirectAlaska AirlinesRT from 127
6 January 20249 January 20241 StopFrontier AirlinesRT from 190
7 January 20249 January 20241 StopFrontier AirlinesRT from 178
8 January 202411 January 20241 StopFrontier AirlinesRT from 140
9 January 202413 January 2024DirectAlaska AirlinesRT from 107
10 January 202417 January 2024DirectAlaska AirlinesRT from 107
11 January 202414 January 2024DirectAlaska AirlinesRT from 127
12 January 202415 January 2024DirectAlaska AirlinesRT from 127
13 January 202414 January 20241 StopFrontier AirlinesRT from 140
14 January 202421 January 2024DirectAlaska AirlinesRT from 157
15 January 202419 January 20241 StopFrontier AirlinesRT from 167
16 January 202420 January 2024DirectAlaska AirlinesRT from 107
17 January 202424 January 2024DirectAlaska AirlinesRT from 107
18 January 202423 January 2024DirectAlaska AirlinesRT from 117
19 January 202421 January 2024DirectAlaska AirlinesRT from 127
20 January 202423 January 2024DirectAlaska AirlinesRT from 107
21 January 202421 January 2024DirectAlaska AirlinesRT from 152
22 January 202429 January 2024DirectAlaska AirlinesRT from 127
23 January 202423 January 2024DirectAlaska AirlinesRT from 102
24 January 202429 January 2024DirectUnited AirlinesRT from 108
25 January 202429 January 2024DirectUnited AirlinesRT from 110
26 January 202417 February 2024DirectAlaska AirlinesRT from 117
27 January 202430 January 2024DirectAlaska AirlinesRT from 108
28 January 202431 January 2024DirectAlaska AirlinesRT from 137
29 January 20245 February 2024DirectAlaska AirlinesRT from 127
30 January 20242 February 2024DirectAlaska AirlinesRT from 137
31 January 20242 February 2024DirectAlaska AirlinesRT from 117
1 February 20243 February 2024DirectAlaska AirlinesRT from 117
2 February 20246 February 2024DirectAlaska AirlinesRT from 117
3 February 202410 February 2024DirectAlaska AirlinesRT from 107
4 February 20246 February 2024DirectAlaska AirlinesRT from 117
5 February 20249 February 2024DirectAlaska AirlinesRT from 127
6 February 202413 February 2024DirectAlaska AirlinesRT from 107
7 February 20247 February 2024DirectAlaska AirlinesRT from 102
8 February 202427 February 2024DirectAlaska AirlinesRT from 117
9 February 20246 March 2024DirectAlaska AirlinesRT from 117
10 February 202417 February 2024DirectAlaska AirlinesRT from 107
11 February 202413 February 2024DirectAlaska AirlinesRT from 137
12 February 202427 February 2024DirectAlaska AirlinesRT from 117
13 February 202420 February 2024DirectAlaska AirlinesRT from 107
14 February 202416 February 2024DirectAlaska AirlinesRT from 132
15 February 202421 February 2024DirectAlaska AirlinesRT from 132
16 February 202420 February 2024DirectAlaska AirlinesRT from 192
17 February 202419 February 20241 StopAlaska AirlinesRT from 201
18 February 202425 February 2024DirectAlaska AirlinesRT from 157
19 February 202424 February 20241 StopAlaska AirlinesRT from 190
20 February 202427 February 20241 StopFrontier AirlinesRT from 167
21 February 202428 February 2024DirectAlaska AirlinesRT from 107
22 February 202422 February 2024DirectAlaska AirlinesRT from 152
23 February 20245 March 2024DirectAlaska AirlinesRT from 132
24 February 20242 March 2024DirectAlaska AirlinesRT from 107
25 February 20243 March 20241 StopDelta Air LinesRT from 236
26 February 20244 March 2024DirectAlaska AirlinesRT from 157
27 February 20242 March 2024DirectAlaska AirlinesRT from 107
28 February 20241 March 2024DirectAlaska AirlinesRT from 137
29 February 20243 March 20241 StopFrontier AirlinesRT from 167
1 March 20244 March 20241 StopFrontier AirlinesRT from 167
2 March 20245 March 20241 StopAlaska AirlinesRT from 167
3 March 20248 March 2024DirectAlaska AirlinesRT from 157
4 March 20245 March 20241 StopAlaska AirlinesRT from 177
5 March 202411 March 2024DirectAlaska AirlinesRT from 157
6 March 202413 March 20241 StopAlaska AirlinesRT from 176
7 March 202413 March 2024DirectAlaska AirlinesRT from 192
8 March 202416 March 2024DirectUnited AirlinesRT from 171
9 March 202412 March 2024DirectAlaska AirlinesRT from 242
10 March 202411 March 2024DirectAlaska AirlinesRT from 237
11 March 202413 March 20241 StopAlaska AirlinesRT from 192
12 March 202426 March 20241 StopAlaska AirlinesRT from 177
13 March 202413 March 2024DirectAlaska AirlinesRT from 202
14 March 202418 March 2024DirectUnited AirlinesRT from 252
15 March 202410 April 2024DirectAlaska AirlinesRT from 282
16 March 202420 March 2024DirectUnited AirlinesRT from 337
17 March 202410 April 2024DirectAlaska AirlinesRT from 247
18 March 202426 March 20241 StopAlaska AirlinesRT from 192
19 March 202427 March 2024DirectAlaska AirlinesRT from 202
20 March 202426 March 2024DirectAlaska AirlinesRT from 107
21 March 202427 March 2024DirectAlaska AirlinesRT from 212
22 March 202427 March 2024DirectAlaska AirlinesRT from 203
23 March 202426 March 2024DirectAlaska AirlinesRT from 212
24 March 202426 March 20241 StopDelta Air LinesRT from 236
25 March 202427 March 2024DirectAlaska AirlinesRT from 212
26 March 202429 March 20241 StopAlaska AirlinesRT from 177
27 March 20242 April 2024DirectAlaska AirlinesRT from 202
28 March 202429 March 2024DirectAlaska AirlinesRT from 352
29 March 20243 April 20241 StopDelta Air LinesRT from 326
30 March 20243 April 2024DirectUnited AirlinesRT from 433
31 March 20245 April 20241 StopAlaska AirlinesRT from 346
1 April 20245 April 20241 StopAlaska AirlinesRT from 331
2 April 20246 April 20241 StopAlaska AirlinesRT from 261
3 April 20248 April 2024DirectAlaska AirlinesRT from 228
4 April 20248 April 2024DirectAlaska AirlinesRT from 237
5 April 202410 April 2024DirectAlaska AirlinesRT from 282
6 April 202413 April 20241 StopAlaska AirlinesRT from 316
7 April 20248 April 20241 StopFrontier AirlinesRT from 233
8 April 202413 April 20241 StopAlaska AirlinesRT from 177
9 April 202413 April 2024DirectAlaska AirlinesRT from 212
10 April 202413 April 2024DirectAlaska AirlinesRT from 107
11 April 202416 April 2024DirectAlaska AirlinesRT from 202
12 April 202417 April 2024DirectAlaska AirlinesRT from 132
13 April 202417 April 2024DirectAlaska AirlinesRT from 242
14 April 202417 April 2024DirectAlaska AirlinesRT from 132
15 April 202419 April 2024DirectAlaska AirlinesRT from 157
16 April 202423 April 2024DirectUnited AirlinesRT from 207
17 April 202424 April 2024DirectAlaska AirlinesRT from 157
18 April 202423 April 2024DirectAlaska AirlinesRT from 202
19 April 202423 April 2024DirectAlaska AirlinesRT from 132
20 April 202427 April 2024DirectUnited AirlinesRT from 207
21 April 202424 April 20241 StopAlaska AirlinesRT from 241
22 April 202429 April 2024DirectUnited AirlinesRT from 267
23 April 202427 April 20241 StopAlaska AirlinesRT from 177
24 April 202428 April 2024DirectUnited AirlinesRT from 217
25 April 202430 April 2024DirectAlaska AirlinesRT from 237
26 April 202430 April 2024DirectAlaska AirlinesRT from 203
27 April 20243 May 2024DirectUnited AirlinesRT from 217
28 April 20243 May 2024DirectAlaska AirlinesRT from 237
29 April 20243 May 20241 StopAlaska AirlinesRT from 202
30 April 20243 May 20241 StopAlaska AirlinesRT from 202
1 May 20246 May 20241 StopUnited AirlinesRT from 222
2 May 20247 May 20241 StopUnited AirlinesRT from 307
3 May 20247 May 20241 StopUnited AirlinesRT from 267
4 May 20248 May 2024DirectUnited AirlinesRT from 252
5 May 20249 May 2024DirectAlaska AirlinesRT from 317
6 May 202415 May 20241 StopUnited AirlinesRT from 272
7 May 202410 May 20241 StopAlaska AirlinesRT from 202
8 May 202410 May 20241 StopAlaska AirlinesRT from 253
9 May 20245 June 2024DirectAlaska AirlinesRT from 337
10 May 202415 May 20241 StopUnited AirlinesRT from 307
11 May 202423 May 2024DirectAlaska AirlinesRT from 417
12 May 202418 May 2024DirectUnited AirlinesRT from 182
13 May 202421 May 20241 StopUnited AirlinesRT from 272
14 May 202421 May 20241 StopUnited AirlinesRT from 267
15 May 202429 May 20241 StopUnited AirlinesRT from 307
16 May 202421 May 2024DirectAlaska AirlinesRT from 337
17 May 202412 June 20242 StopsAlaska AirlinesRT from 290
18 May 202425 May 2024DirectUnited AirlinesRT from 257
19 May 202426 May 2024DirectAlaska AirlinesRT from 317
20 May 202421 May 2024DirectAlaska AirlinesRT from 222
21 May 202429 May 2024DirectAlaska AirlinesRT from 207
22 May 202426 May 20241 StopUnited AirlinesRT from 272
23 May 202426 May 2024DirectUnited AirlinesRT from 392
24 May 202428 May 20241 StopDelta Air LinesRT from 396
25 May 202431 May 2024DirectUnited AirlinesRT from 307
26 May 202426 May 20241 StopAlaska AirlinesRT from 530
27 May 20248 June 20241 StopAlaska AirlinesRT from 426
28 May 20246 June 20241 StopUnited AirlinesRT from 316
29 May 20244 June 2024DirectAlaska AirlinesRT from 297
30 May 20244 June 2024DirectAlaska AirlinesRT from 337
31 May 20244 June 20242 StopsAlaska AirlinesRT from 320
1 June 20248 June 20241 StopUnited AirlinesRT from 307
2 June 20249 June 2024DirectAlaska AirlinesRT from 338
4 June 202411 June 2024DirectAlaska AirlinesRT from 202
5 June 202411 June 2024DirectAlaska AirlinesRT from 297
6 June 202411 June 2024DirectAlaska AirlinesRT from 337
7 June 202411 June 2024DirectAlaska AirlinesRT from 337
8 June 202415 June 20241 StopUnited AirlinesRT from 316
9 June 202420 June 2024DirectAlaska AirlinesRT from 338
10 June 20246 July 2024DirectAlaska AirlinesRT from 347
11 June 202418 June 2024DirectAlaska AirlinesRT from 202
12 June 202418 June 2024DirectAlaska AirlinesRT from 227
13 June 202417 June 20241 StopSun Country AirlinesRT from 391
14 June 202418 June 2024DirectAlaska AirlinesRT from 267
15 June 202410 July 2024DirectAlaska AirlinesRT from 337
16 June 202425 June 2024DirectAlaska AirlinesRT from 352
18 June 202425 June 2024DirectAlaska AirlinesRT from 267
19 June 202425 June 2024DirectAlaska AirlinesRT from 227
20 June 202425 June 20241 StopAlaska AirlinesRT from 346
21 June 202425 June 2024DirectAlaska AirlinesRT from 352
22 June 202430 June 2024DirectAlaska AirlinesRT from 337
23 June 202427 June 2024DirectAlaska AirlinesRT from 307
24 June 20246 July 2024DirectAlaska AirlinesRT from 347
25 June 20249 July 2024DirectAlaska AirlinesRT from 377
26 June 20243 July 2024DirectAlaska AirlinesRT from 377
27 June 20242 July 2024DirectAlaska AirlinesRT from 422
28 June 202419 July 2024DirectAlaska AirlinesRT from 423
29 June 20243 July 2024DirectAlaska AirlinesRT from 377
30 June 20244 July 20241 StopUnited AirlinesRT from 407
1 July 20246 July 2024DirectAlaska AirlinesRT from 387
2 July 202410 July 20241 StopUnited AirlinesRT from 326
3 July 20249 July 2024DirectAlaska AirlinesRT from 297
4 July 20249 July 2024DirectAlaska AirlinesRT from 337
5 July 20246 July 2024DirectAlaska AirlinesRT from 312
6 July 202410 July 2024DirectAlaska AirlinesRT from 298
7 July 202413 July 2024DirectAlaska AirlinesRT from 347
8 July 202415 July 2024DirectAlaska AirlinesRT from 547
9 July 202413 July 2024DirectAlaska AirlinesRT from 267
10 July 20247 August 2024DirectAlaska AirlinesRT from 157
11 July 202415 July 20241 StopDelta Air LinesRT from 316
12 July 202416 July 2024DirectAlaska AirlinesRT from 298
14 July 20247 August 2024DirectAlaska AirlinesRT from 282
15 July 202425 July 2024DirectAlaska AirlinesRT from 227
16 July 202423 July 2024DirectAlaska AirlinesRT from 227
17 July 202424 July 20241 StopAlaska AirlinesRT from 211
18 July 202423 July 20241 StopAlaska AirlinesRT from 321
19 July 202422 July 20241 StopDelta Air LinesRT from 316
20 July 20246 August 2024DirectAlaska AirlinesRT from 212
21 July 20246 August 2024DirectAlaska AirlinesRT from 212
22 July 202430 July 2024DirectAlaska AirlinesRT from 307
23 July 20246 August 2024DirectAlaska AirlinesRT from 107
24 July 202431 July 2024DirectAlaska AirlinesRT from 227
25 July 202429 July 20241 StopDelta Air LinesRT from 316
26 July 202410 August 2024DirectAlaska AirlinesRT from 282
27 July 202431 July 2024DirectAlaska AirlinesRT from 212
28 July 20246 August 2024DirectAlaska AirlinesRT from 132
30 July 20246 August 2024DirectAlaska AirlinesRT from 107
31 July 20246 August 2024DirectAlaska AirlinesRT from 202
1 August 20246 August 2024DirectAlaska AirlinesRT from 237
2 August 20249 August 2024DirectAlaska AirlinesRT from 267
3 August 20246 August 2024DirectAlaska AirlinesRT from 212
4 August 20247 August 2024DirectAlaska AirlinesRT from 257
5 August 202428 August 2024DirectAlaska AirlinesRT from 157
6 August 202410 August 2024DirectAlaska AirlinesRT from 107
7 August 202414 August 2024DirectAlaska AirlinesRT from 202
8 August 202421 August 2024DirectAlaska AirlinesRT from 242
9 August 202423 August 2024DirectAlaska AirlinesRT from 237
10 August 202414 August 2024DirectAlaska AirlinesRT from 228
11 August 202415 August 2024DirectAlaska AirlinesRT from 237
12 August 20244 September 2024DirectAlaska AirlinesRT from 237
13 August 202427 August 2024DirectAlaska AirlinesRT from 107
14 August 202420 August 2024DirectAlaska AirlinesRT from 107
15 August 202420 August 2024DirectAlaska AirlinesRT from 237
16 August 202419 August 2024DirectAlaska AirlinesRT from 317
17 August 202420 August 2024DirectAlaska AirlinesRT from 107
18 August 20247 September 2024DirectAlaska AirlinesRT from 212
20 August 20243 September 2024DirectAlaska AirlinesRT from 107
21 August 20244 September 2024DirectAlaska AirlinesRT from 107
22 August 202426 August 2024DirectAlaska AirlinesRT from 227
23 August 202427 August 2024DirectAlaska AirlinesRT from 132
24 August 202412 September 2024DirectAlaska AirlinesRT from 132
25 August 202431 August 2024DirectAlaska AirlinesRT from 237
26 August 202410 September 2024DirectAlaska AirlinesRT from 132
27 August 202417 September 2024DirectAlaska AirlinesRT from 107
28 August 202418 September 2024DirectAlaska AirlinesRT from 107
29 August 20241 September 2024DirectAlaska AirlinesRT from 267
30 August 20243 September 2024DirectAlaska AirlinesRT from 307
31 August 20244 September 2024DirectUnited AirlinesRT from 207
1 September 20249 September 20241 StopAlaska AirlinesRT from 282
2 September 20246 September 2024DirectAlaska AirlinesRT from 237
3 September 202421 September 2024DirectAlaska AirlinesRT from 107
4 September 202424 September 2024DirectAlaska AirlinesRT from 107
5 September 20248 September 2024DirectAlaska AirlinesRT from 317
6 September 20248 September 2024DirectAlaska AirlinesRT from 237
7 September 202411 September 2024DirectAlaska AirlinesRT from 107
8 September 20242 October 2024DirectAlaska AirlinesRT from 237
9 September 20242 October 2024DirectAlaska AirlinesRT from 132
10 September 202411 September 2024DirectAlaska AirlinesRT from 102
11 September 202417 September 2024DirectAlaska AirlinesRT from 107
12 September 202417 September 2024DirectAlaska AirlinesRT from 237
13 September 202417 September 2024DirectAlaska AirlinesRT from 157
14 September 202420 September 2024DirectAlaska AirlinesRT from 132
15 September 202421 September 2024DirectAlaska AirlinesRT from 212
16 September 20249 October 2024DirectAlaska AirlinesRT from 132
17 September 20242 October 2024DirectAlaska AirlinesRT from 107
18 September 20242 October 2024DirectAlaska AirlinesRT from 107
20 September 202415 October 2024DirectAlaska AirlinesRT from 132
21 September 202428 September 2024DirectAlaska AirlinesRT from 157
24 September 20241 October 2024DirectAlaska AirlinesRT from 107
25 September 20249 October 2024DirectAlaska AirlinesRT from 107
26 September 202423 October 2024DirectAlaska AirlinesRT from 202
27 September 20241 October 2024DirectAlaska AirlinesRT from 203
1 October 20241 October 20241 StopAlaska AirlinesRT from 162
3 October 20249 October 2024DirectAlaska AirlinesRT from 212
4 October 20248 October 2024DirectAlaska AirlinesRT from 237
5 October 20249 October 2024DirectAlaska AirlinesRT from 157
7 October 202410 October 20241 StopUnited AirlinesRT from 316
10 October 202414 October 2024DirectAlaska AirlinesRT from 307
11 October 202415 October 2024DirectAlaska AirlinesRT from 228
12 October 202416 October 2024DirectAlaska AirlinesRT from 107
17 October 202421 October 20241 StopAlaska AirlinesRT from 336
18 October 202421 October 2024DirectAlaska AirlinesRT from 298
19 October 202423 October 2024DirectAlaska AirlinesRT from 218
20 October 202423 October 2024DirectAlaska AirlinesRT from 212
21 October 202423 October 2024DirectAlaska AirlinesRT from 147

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

Departure atReturn atStopsAirlineFind tickets
8 December 202311 December 2023DirectFrontier AirlinesRT from 88
27 January 202430 January 2024DirectAlaska AirlinesRT from 108
7 February 20247 February 2024DirectAlaska AirlinesRT from 102
8 March 202416 March 2024DirectUnited AirlinesRT from 171
3 April 20248 April 2024DirectAlaska AirlinesRT from 228
12 May 202418 May 2024DirectUnited AirlinesRT from 182
4 June 202411 June 2024DirectAlaska AirlinesRT from 202
23 July 20246 August 2024DirectAlaska AirlinesRT from 107
6 August 202410 August 2024DirectAlaska AirlinesRT from 107
10 September 202411 September 2024DirectAlaska AirlinesRT from 102
12 October 202416 October 2024DirectAlaska AirlinesRT from 107
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