Cheap Flights from CHI to BOS

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The Cheapest Round-trip Tickets from Chicago to Boston

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31 March 20235 April 2023DirectRT from 111
25 April 202326 April 20232 StopsRT from 147

The Cheapest Flights for this Month from Chicago to Boston

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21 March 202325 March 2023DirectRT from 206
22 March 202326 March 2023DirectRT from 199
23 March 202326 March 2023DirectRT from 141
24 March 202331 March 20231 StopRT from 225
25 March 20232 April 2023DirectRT from 299
26 March 202330 March 2023DirectRT from 117
27 March 20233 April 2023DirectRT from 131
28 March 202330 March 2023DirectRT from 113
28 March 202329 March 2023DirectRT from 117
29 March 20231 April 2023DirectRT from 117
31 March 20235 April 2023DirectRT from 111
1 April 20234 April 2023DirectRT from 112
1 April 20234 April 2023DirectRT from 117
3 April 20234 April 2023DirectRT from 112
3 April 202311 April 2023DirectRT from 117
4 April 202311 April 2023DirectRT from 117
5 April 202311 April 2023DirectRT from 117
7 April 20237 April 2023DirectRT from 117
8 April 202315 April 2023DirectRT from 186
9 April 202315 April 20231 StopRT from 190
10 April 202317 April 2023DirectRT from 198
10 April 202324 April 2023DirectRT from 117
12 April 202315 April 2023DirectRT from 117
13 April 202316 April 2023DirectRT from 245
14 April 202316 April 2023DirectRT from 230
14 April 202325 April 2023DirectRT from 216
16 April 202322 April 20231 StopRT from 160
17 April 202320 April 2023DirectRT from 182
18 April 202325 April 2023DirectRT from 117
19 April 202325 April 2023DirectRT from 117
20 April 202326 April 2023DirectRT from 187
21 April 202325 April 2023DirectRT from 216
22 April 202328 April 2023DirectRT from 217
23 April 202326 April 2023DirectRT from 367
24 April 20231 May 2023DirectRT from 137
25 April 202329 April 2023DirectRT from 117
25 April 202326 April 2023DirectRT from 117
26 April 202329 April 2023DirectRT from 137
28 April 202330 April 2023DirectRT from 117
28 April 202330 April 2023DirectRT from 117
29 April 20231 May 2023DirectRT from 137
30 April 20234 May 2023DirectRT from 137
2 May 20239 May 2023DirectRT from 157
3 May 20236 May 2023DirectRT from 157
3 May 202310 May 2023DirectRT from 157
4 May 20238 May 2023DirectRT from 202
6 May 20239 May 2023DirectRT from 155
7 May 20238 May 2023DirectRT from 217
8 May 202313 May 2023DirectRT from 182
9 May 202316 May 2023DirectRT from 157
10 May 202316 May 2023DirectRT from 157
11 May 202315 May 20231 StopRT from 163
12 May 202315 May 2023DirectRT from 192
13 May 202317 May 2023DirectRT from 157
14 May 202320 May 2023DirectRT from 326
15 May 202317 May 20231 StopRT from 187
15 May 20237 June 2023DirectRT from 157
17 May 202323 May 2023DirectRT from 152
18 May 202318 May 2023DirectRT from 157
18 May 202331 May 2023DirectRT from 202
19 May 202324 May 2023DirectRT from 202
21 May 202323 May 20231 StopRT from 243
22 May 202324 May 20231 StopRT from 246
23 May 20236 June 2023DirectRT from 167
23 May 202324 May 2023DirectRT from 157
24 May 202330 May 2023DirectRT from 227
26 May 202329 May 20231 StopRT from 234
27 May 202331 May 2023DirectRT from 207
28 May 20232 June 2023DirectRT from 217
28 May 202330 May 2023DirectRT from 271
30 May 202321 June 2023DirectRT from 202
31 May 20237 June 2023DirectRT from 157
1 June 20237 June 20232 StopsRT from 259
1 June 20237 June 2023DirectRT from 202
2 June 20237 June 2023DirectRT from 202
3 June 20237 June 2023DirectRT from 202
5 June 20238 June 2023DirectRT from 217
6 June 202313 June 2023DirectRT from 157
6 June 202313 June 2023DirectRT from 157
8 June 202314 June 2023DirectRT from 233
8 June 202313 June 2023DirectRT from 226
9 June 202313 June 2023DirectRT from 202
10 June 20235 July 2023DirectRT from 226
12 June 202320 June 20231 StopRT from 266
13 June 202321 June 2023DirectRT from 202
14 June 202321 June 2023DirectRT from 167
15 June 202315 June 2023DirectRT from 157
15 June 202320 June 2023DirectRT from 226
16 June 202320 June 2023DirectRT from 226
18 June 202320 June 2023DirectRT from 217
18 June 202321 June 2023DirectRT from 307
20 June 202327 June 2023DirectRT from 157
21 June 202328 June 2023DirectRT from 202
22 June 20233 July 2023DirectRT from 217
23 June 202327 June 2023DirectRT from 297
24 June 202326 June 2023DirectRT from 217
24 June 202328 June 2023DirectRT from 302
26 June 202322 July 2023DirectRT from 217
27 June 202311 July 2023DirectRT from 157
28 June 20231 July 20231 StopRT from 301
29 June 20235 July 2023DirectRT from 257
30 June 20233 July 20231 StopRT from 204
30 June 20234 July 20231 StopRT from 276
2 July 202313 July 2023DirectRT from 217
2 July 20234 July 2023DirectRT from 257
4 July 202311 July 2023DirectRT from 157
5 July 202312 July 2023DirectRT from 157
6 July 202311 July 2023DirectRT from 236
7 July 202314 July 2023DirectRT from 217
7 July 202311 July 2023DirectRT from 247
8 July 20232 August 2023DirectRT from 257
9 July 202318 July 20231 StopRT from 286
11 July 202318 July 2023DirectRT from 157
11 July 202319 July 2023DirectRT from 157
13 July 202318 July 2023DirectRT from 217
14 July 202319 July 2023DirectRT from 217
15 July 202320 July 2023DirectRT from 217
15 July 202320 July 2023DirectRT from 326
16 July 202322 July 2023DirectRT from 407
18 July 202318 July 2023DirectRT from 157
19 July 202325 July 2023DirectRT from 157
20 July 202325 July 2023DirectRT from 266
21 July 202325 July 20231 StopRT from 276
22 July 202325 July 2023DirectRT from 237
23 July 20231 August 2023DirectRT from 217
23 July 202326 July 2023DirectRT from 307
25 July 202317 August 2023DirectRT from 157
26 July 20232 August 2023DirectRT from 202
27 July 20238 August 2023DirectRT from 257
28 July 202314 August 2023DirectRT from 217
28 July 20232 August 2023DirectRT from 226
29 July 20232 August 2023DirectRT from 257
30 July 202323 August 2023DirectRT from 307
1 August 20238 August 2023DirectRT from 157
2 August 20239 August 2023DirectRT from 157
3 August 20238 August 2023DirectRT from 226
3 August 20238 August 2023DirectRT from 230
4 August 20238 August 2023DirectRT from 202
5 August 202330 August 2023DirectRT from 257
7 August 202314 August 2023DirectRT from 217
7 August 202330 August 2023DirectRT from 202
9 August 202317 August 2023DirectRT from 157
10 August 202317 August 2023DirectRT from 226
11 August 202318 August 2023DirectRT from 217
11 August 20236 September 2023DirectRT from 202
12 August 202317 August 2023DirectRT from 257
13 August 20236 September 2023DirectRT from 307
15 August 202322 August 2023DirectRT from 157
15 August 202317 August 2023DirectRT from 157
17 August 202320 August 2023DirectRT from 247
18 August 202322 August 2023DirectRT from 157
18 August 202324 August 2023DirectRT from 202
19 August 202326 August 2023DirectRT from 271
20 August 202330 August 2023DirectRT from 257
21 August 202327 August 2023DirectRT from 202
23 August 202327 August 2023DirectRT from 202
24 August 202327 August 2023DirectRT from 202
24 August 202327 August 2023DirectRT from 202
25 August 202328 August 2023DirectRT from 157
26 August 20233 September 2023DirectRT from 202
28 August 20235 September 20231 StopRT from 253
28 August 20235 September 2023DirectRT from 157
30 August 20236 September 2023DirectRT from 157
30 August 20233 September 2023DirectRT from 157
1 September 20235 September 20232 StopsRT from 259
1 September 20233 September 2023DirectRT from 202
2 September 20235 September 2023DirectRT from 202
3 September 202311 September 20231 StopRT from 257
5 September 20239 September 2023DirectRT from 157
6 September 202312 September 2023DirectRT from 157
7 September 202311 September 20231 StopRT from 167
7 September 202311 September 2023DirectRT from 157
8 September 202311 September 2023DirectRT from 157
9 September 20234 October 2023DirectRT from 202
11 September 202313 September 20231 StopRT from 176
11 September 202318 September 2023DirectRT from 157
13 September 202316 September 20231 StopRT from 167
13 September 202316 September 2023DirectRT from 157
14 September 202319 September 2023DirectRT from 157
15 September 202319 September 2023DirectRT from 157
16 September 202323 September 20231 StopRT from 212
19 September 202326 September 2023DirectRT from 157
20 September 202327 September 2023DirectRT from 157
21 September 202326 September 20231 StopRT from 221
21 September 202325 September 2023DirectRT from 157
22 September 202325 September 2023DirectRT from 157
23 September 202330 September 20231 StopRT from 212
25 September 20232 October 20232 StopsRT from 259
25 September 20232 October 2023DirectRT from 157
27 September 20232 October 2023DirectRT from 157
27 September 202330 September 20231 StopRT from 212
29 September 20232 October 20231 StopRT from 221
29 September 20232 October 2023DirectRT from 157
30 September 20233 October 2023DirectRT from 202
2 October 202317 October 20231 StopRT from 222
2 October 20233 October 2023DirectRT from 157
4 October 202317 October 2023DirectRT from 157
4 October 202317 October 2023DirectRT from 212
6 October 202311 October 20231 StopRT from 236
6 October 202310 October 2023DirectRT from 202
7 October 202310 October 2023DirectRT from 202
9 October 20231 November 2023DirectRT from 347
10 October 202316 October 20231 StopRT from 167
10 October 202316 October 2023DirectRT from 157
11 October 202318 October 2023DirectRT from 157
13 October 202313 October 2023DirectRT from 157
13 October 202316 October 2023DirectRT from 202
14 October 202318 October 2023DirectRT from 202
15 October 202318 October 2023DirectRT from 307
18 October 202324 October 2023DirectRT from 157
19 October 202323 October 20231 StopRT from 287
20 October 202324 October 20231 StopRT from 236
20 October 202315 November 2023DirectRT from 157
21 October 202328 October 2023DirectRT from 167
23 October 202329 October 20231 StopRT from 314
23 October 202328 October 2023DirectRT from 157
25 October 202330 October 2023DirectRT from 157
25 October 202330 October 20231 StopRT from 167
27 October 202331 October 20231 StopRT from 167
28 October 202331 October 2023DirectRT from 157
28 October 202331 October 2023DirectRT from 202
30 October 202322 November 2023DirectRT from 226
2 November 20237 November 20231 StopRT from 167
2 November 20237 November 2023DirectRT from 157
4 November 20236 November 2023DirectRT from 157
4 November 20236 November 20231 StopRT from 212
14 November 202317 November 2023DirectRT from 262
16 November 202319 November 20232 StopsRT from 328
18 November 202325 November 20232 StopsRT from 424
21 November 202327 November 20231 StopRT from 312
21 November 202327 November 2023DirectRT from 302
23 November 202326 November 2023DirectRT from 372
24 November 202326 November 20231 StopRT from 442
24 November 202326 November 2023DirectRT from 387
25 November 202320 December 2023DirectRT from 352
28 November 202329 November 2023DirectRT from 157
30 November 20237 December 2023DirectRT from 157
1 December 20234 December 20231 StopRT from 167
1 December 20234 December 2023DirectRT from 157
6 December 202310 December 2023DirectRT from 157
14 December 202324 December 2023DirectRT from 271
15 December 202329 December 2023DirectRT from 212
15 December 20238 January 2024DirectRT from 202
23 December 20234 January 2024DirectRT from 267
23 December 202330 December 2023DirectRT from 267
25 December 20234 January 20241 StopRT from 212
25 December 20234 January 2024DirectRT from 202
30 December 202324 January 2024DirectRT from 257
11 January 202415 January 20241 StopRT from 167
11 January 202415 January 2024DirectRT from 202
3 February 202410 February 2024DirectRT from 202
8 February 202412 February 20241 StopRT from 187
9 February 202411 February 20241 StopRT from 187
9 February 202411 February 2024DirectRT from 202

The Cheapest Flights from Chicago to Boston for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
31 March 20235 April 2023DirectRT from 111
1 April 20234 April 2023DirectRT from 112
17 May 202323 May 2023DirectRT from 152
30 June 20233 July 20231 StopRT from 204
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