Cheap Flights by Route

Cheap Flights from CHI to MCO

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The Cheapest Round-trip Tickets from Chicago to

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21 June 202221 June 2022DirectRT from 166
15 October 202222 October 20222 StopsRT from 161
23 May 20228 June 20221 StopRT from 309

The Cheapest Flights for this Month from Chicago to

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18 May 202223 May 20221 StopRT from 205
19 May 202220 May 20221 StopRT from 219
20 May 202226 May 2022DirectRT from 209
21 May 202228 May 20221 StopRT from 244
22 May 202229 May 2022DirectRT from 184
23 May 202230 May 2022DirectRT from 199
24 May 202222 June 2022DirectRT from 282
25 May 202230 May 2022DirectRT from 192
26 May 202229 May 2022DirectRT from 217
27 May 202230 May 20221 StopRT from 244
28 May 202215 June 2022DirectRT from 286
29 May 202217 June 2022DirectRT from 246
30 May 20224 June 20221 StopRT from 285
31 May 20227 June 20221 StopRT from 216
1 June 20226 June 20221 StopRT from 181
2 June 20227 June 20221 StopRT from 192
3 June 20226 June 20221 StopRT from 258
4 June 20224 June 20221 StopRT from 237
5 June 202212 June 20221 StopRT from 280
6 June 202210 June 20221 StopRT from 242
7 June 20228 June 20221 StopRT from 202
8 June 202215 June 20221 StopRT from 203
9 June 202213 June 20221 StopRT from 241
10 June 202214 June 20221 StopRT from 256
11 June 202218 June 20221 StopRT from 255
12 June 202217 June 20221 StopRT from 409
13 June 202216 June 20221 StopRT from 288
14 June 202221 June 20221 StopRT from 194
15 June 202222 June 2022DirectRT from 251
16 June 202223 June 2022DirectRT from 306
17 June 202222 June 20221 StopRT from 246
18 June 202220 June 20221 StopRT from 291
19 June 202224 June 20221 StopRT from 338
20 June 202223 June 20221 StopRT from 262
21 June 202229 June 20221 StopRT from 223
22 June 202222 June 2022DirectRT from 166
23 June 202226 June 20221 StopRT from 307
24 June 202228 June 2022DirectRT from 329
25 June 20222 July 2022DirectRT from 277
26 June 20222 July 20221 StopRT from 320
27 June 202212 July 20221 StopRT from 249
28 June 20222 July 20221 StopRT from 278
29 June 202212 July 20221 StopRT from 322
30 June 20224 July 2022DirectRT from 266
1 July 20225 July 20221 StopRT from 327
2 July 20226 July 2022DirectRT from 282
3 July 20226 July 2022DirectRT from 297
4 July 202211 July 20221 StopRT from 283
5 July 202211 July 20221 StopRT from 275
6 July 20229 July 2022DirectRT from 297
7 July 202219 July 2022DirectRT from 298
8 July 202213 July 20221 StopRT from 337
9 July 202216 July 2022DirectRT from 336
10 July 202212 July 2022DirectRT from 291
11 July 202218 July 20221 StopRT from 301
12 July 202217 July 20221 StopRT from 295
13 July 202220 July 2022DirectRT from 290
14 July 202220 July 2022DirectRT from 327
15 July 202220 July 20221 StopRT from 342
16 July 202220 July 2022DirectRT from 306
17 July 202227 July 20221 StopRT from 419
18 July 202221 July 2022DirectRT from 336
19 July 202224 July 2022DirectRT from 307
20 July 202220 July 2022DirectRT from 265
21 July 20223 August 20221 StopRT from 307
22 July 202228 July 2022DirectRT from 314
23 July 202226 July 2022DirectRT from 312
24 July 202226 July 2022DirectRT from 318
25 July 20222 August 2022DirectRT from 325
26 July 20223 August 2022DirectRT from 305
27 July 20222 August 2022DirectRT from 325
28 July 202231 July 2022DirectRT from 321
29 July 202231 July 2022DirectRT from 329
30 July 20225 August 20221 StopRT from 325
31 July 202231 July 2022DirectRT from 307
1 August 20227 August 2022DirectRT from 345
2 August 202210 August 2022DirectRT from 313
3 August 202214 August 2022DirectRT from 313
4 August 202214 August 2022DirectRT from 336
5 August 20227 August 2022DirectRT from 313
6 August 202213 August 2022DirectRT from 320
7 August 202219 August 20221 StopRT from 378
8 August 202210 August 2022DirectRT from 380
9 August 202212 August 20221 StopRT from 251
10 August 202215 August 2022DirectRT from 254
11 August 202214 August 20221 StopRT from 299
12 August 202218 August 2022DirectRT from 378
13 August 202217 August 2022DirectRT from 386
14 August 202227 August 2022DirectRT from 240
15 August 202217 August 20221 StopRT from 303
16 August 202228 August 2022DirectRT from 230
17 August 202227 August 2022DirectRT from 319
18 August 202228 August 2022DirectRT from 307
19 August 202224 August 2022DirectRT from 342
20 August 202226 August 20221 StopRT from 296
21 August 202228 August 2022DirectRT from 307
22 August 202225 August 2022DirectRT from 325
23 August 202230 August 2022DirectRT from 230
24 August 202231 August 2022DirectRT from 261
25 August 202231 August 20221 StopRT from 302
26 August 202231 August 20221 StopRT from 268
27 August 20226 September 20221 StopRT from 306
28 August 202231 August 20221 StopRT from 290
29 August 20221 September 20221 StopRT from 296
30 August 20226 September 20221 StopRT from 296
31 August 202215 September 20221 StopRT from 298
1 September 20224 September 20221 StopRT from 273
2 September 202210 September 2022DirectRT from 313
3 September 20227 September 20221 StopRT from 290
4 September 202210 September 2022DirectRT from 307
5 September 202212 September 20221 StopRT from 252
6 September 202211 September 20221 StopRT from 267
7 September 202214 September 2022DirectRT from 287
8 September 202214 September 2022DirectRT from 275
9 September 202211 September 20221 StopRT from 296
10 September 202217 September 2022DirectRT from 267
11 September 202217 September 20221 StopRT from 290
12 September 202218 September 20221 StopRT from 290
13 September 202223 September 20221 StopRT from 296
14 September 202216 September 20221 StopRT from 232
15 September 202219 September 20221 StopRT from 290
16 September 202224 September 2022DirectRT from 313
17 September 20221 October 20221 StopRT from 296
18 September 202224 September 2022DirectRT from 313
19 September 202226 September 20221 StopRT from 169
20 September 202224 September 20221 StopRT from 290
21 September 202224 September 20221 StopRT from 290
22 September 202228 September 20221 StopRT from 315
23 September 202225 September 2022DirectRT from 329
24 September 202229 September 20221 StopRT from 296
25 September 202230 September 20221 StopRT from 209
26 September 20227 October 20221 StopRT from 287
27 September 20223 October 20221 StopRT from 248
28 September 20223 October 20221 StopRT from 296
29 September 20226 October 2022DirectRT from 307
30 September 20226 October 2022DirectRT from 307
1 October 20225 October 20221 StopRT from 162
2 October 20227 October 20221 StopRT from 287
3 October 20229 October 2022DirectRT from 325
4 October 202210 October 20221 StopRT from 270
5 October 202212 October 2022DirectRT from 293
6 October 20229 October 2022DirectRT from 313
7 October 202211 October 2022DirectRT from 334
8 October 20229 October 2022DirectRT from 321
9 October 202214 October 2022DirectRT from 367
10 October 202214 October 2022DirectRT from 315
11 October 202217 October 2022DirectRT from 307
12 October 202217 October 20221 StopRT from 290
13 October 202216 October 2022DirectRT from 307
14 October 202219 October 2022DirectRT from 307
15 October 202222 October 20221 StopRT from 161
16 October 202217 October 20221 StopRT from 241
17 October 202220 October 20221 StopRT from 296
18 October 202222 October 20221 StopRT from 290
19 October 202222 October 20221 StopRT from 290
20 October 202230 October 20221 StopRT from 290
21 October 202230 October 20221 StopRT from 257
22 October 202227 October 20221 StopRT from 290
23 October 202229 October 2022DirectRT from 307
24 October 202229 October 20221 StopRT from 296
25 October 202231 October 20221 StopRT from 258
26 October 20221 November 20221 StopRT from 252
27 October 202231 October 20221 StopRT from 290
28 October 20226 November 2022DirectRT from 307
29 October 20222 November 20221 StopRT from 296
30 October 20225 November 20221 StopRT from 240
31 October 20226 November 20221 StopRT from 298
1 November 20228 November 20221 StopRT from 252
2 November 202211 November 20221 StopRT from 252
3 November 202210 November 20221 StopRT from 252
4 November 20229 November 2022DirectRT from 307
5 November 202213 November 20221 StopRT from 296
6 November 202212 November 20221 StopRT from 296
7 November 202213 November 20221 StopRT from 296
8 November 202211 November 20221 StopRT from 290
9 November 202216 November 2022DirectRT from 325
10 November 202213 November 2022DirectRT from 307
11 November 202214 November 2022DirectRT from 302
12 November 202219 November 20221 StopRT from 317
13 November 202219 November 20221 StopRT from 247
14 November 20227 December 2022DirectRT from 332
15 November 202230 November 20221 StopRT from 260
16 November 202219 November 20221 StopRT from 257
17 November 202224 November 20221 StopRT from 377
18 November 202229 November 20221 StopRT from 433
19 November 202229 November 20221 StopRT from 373
20 November 202214 December 2022DirectRT from 332
21 November 202214 December 2022DirectRT from 325
22 November 202226 November 20221 StopRT from 252
23 November 202227 November 20221 StopRT from 586
24 November 20223 December 2022DirectRT from 291
25 November 202210 December 2022DirectRT from 332
26 November 20223 December 2022DirectRT from 333
27 November 202227 November 2022DirectRT from 338
28 November 20223 December 2022DirectRT from 334
29 November 202221 December 2022DirectRT from 338
30 November 20226 December 2022DirectRT from 300
1 December 202213 December 2022DirectRT from 355
2 December 202210 December 20221 StopRT from 350
3 December 202211 December 20221 StopRT from 252
4 December 202211 December 2022DirectRT from 325
5 December 202210 December 2022DirectRT from 334
6 December 202213 December 2022DirectRT from 339
7 December 202214 December 2022DirectRT from 293
8 December 202213 December 2022DirectRT from 332
9 December 202212 December 2022DirectRT from 325
10 December 202214 December 2022DirectRT from 351
11 December 202216 December 20221 StopRT from 260
12 December 20224 January 2023DirectRT from 338
13 December 202216 December 2022DirectRT from 325
14 December 202228 December 2022DirectRT from 335
15 December 202219 December 20221 StopRT from 350
16 December 202221 December 20221 StopRT from 257
17 December 202220 December 20221 StopRT from 426
18 December 20221 January 2023DirectRT from 344
19 December 202211 January 2023DirectRT from 335
20 December 202226 December 20221 StopRT from 414
21 December 202218 January 2023DirectRT from 481
22 December 202228 December 20221 StopRT from 451
23 December 202230 December 20221 StopRT from 489
24 December 20223 January 20231 StopRT from 432
25 December 202229 December 2022DirectRT from 332
26 December 20226 January 20231 StopRT from 497
27 December 20224 January 2023DirectRT from 491
28 December 20222 January 20231 StopRT from 518
29 December 20225 January 2023DirectRT from 332
30 December 20227 January 20231 StopRT from 423
31 December 20226 January 2023DirectRT from 335
1 January 20238 January 2023DirectRT from 332
2 January 20234 January 2023DirectRT from 378
3 January 202325 January 2023DirectRT from 335
4 January 202331 January 20231 StopRT from 258
5 January 20239 January 2023DirectRT from 344
6 January 20239 January 2023DirectRT from 342
7 January 20231 February 20231 StopRT from 344
8 January 202315 January 2023DirectRT from 355
9 January 202313 January 2023DirectRT from 332
10 January 20231 February 2023DirectRT from 343
11 January 202331 January 20231 StopRT from 262
12 January 20238 February 2023DirectRT from 386
13 January 202323 January 2023DirectRT from 378
14 January 202320 January 20231 StopRT from 344
15 January 202320 January 2023DirectRT from 325
16 January 202320 January 20231 StopRT from 373
18 January 202323 January 2023DirectRT from 325
19 January 202322 January 2023DirectRT from 335
20 January 202325 January 2023DirectRT from 346
21 January 202329 January 2023DirectRT from 325
22 January 202325 January 2023DirectRT from 344
23 January 202329 January 2023DirectRT from 327
24 January 202330 January 2023DirectRT from 320
26 January 202329 January 2023DirectRT from 325
27 January 20234 February 20231 StopRT from 359
28 January 20234 February 2023DirectRT from 338
29 January 202331 January 2023DirectRT from 325
30 January 20233 February 2023DirectRT from 339
1 February 20237 February 2023DirectRT from 293
2 February 20238 February 2023DirectRT from 338
3 February 20239 February 2023DirectRT from 325
4 February 202311 February 2023DirectRT from 332
5 February 202311 February 2023DirectRT from 334
6 February 202311 February 20231 StopRT from 252
7 February 202313 February 2023DirectRT from 332
8 February 202310 February 20231 StopRT from 257
9 February 20238 March 2023DirectRT from 340
10 February 202317 February 2023DirectRT from 343
11 February 202314 February 20231 StopRT from 252
12 February 202315 February 2023DirectRT from 332
13 February 202317 February 2023DirectRT from 340
14 February 202319 February 2023DirectRT from 334
16 February 202319 February 20231 StopRT from 247
17 February 202324 February 20231 StopRT from 440
18 February 202315 March 2023DirectRT from 386
19 February 202327 February 2023DirectRT from 332
20 February 202327 February 2023DirectRT from 332
21 February 202327 February 20231 StopRT from 334
22 February 20238 March 2023DirectRT from 343
23 February 202328 February 2023DirectRT from 338
24 February 20235 March 2023DirectRT from 484
25 February 20235 March 2023DirectRT from 334
26 February 20234 March 2023DirectRT from 343
28 February 20234 March 2023DirectRT from 334
1 March 202329 March 2023DirectRT from 334
2 March 202329 March 2023DirectRT from 335
3 March 20236 March 2023DirectRT from 393
4 March 202310 March 20231 StopRT from 447
5 March 20238 March 2023DirectRT from 335
6 March 202329 March 2023DirectRT from 339
7 March 202329 March 2023DirectRT from 343
8 March 20235 April 2023DirectRT from 334
9 March 20235 April 2023DirectRT from 393
10 March 202313 March 20231 StopRT from 257
11 March 202319 March 20231 StopRT from 410
12 March 20235 April 20231 StopRT from 433
13 March 20235 April 2023DirectRT from 386
15 March 202319 March 2023DirectRT from 635
16 March 202325 March 20231 StopRT from 436
17 March 202325 March 20231 StopRT from 656
18 March 202325 March 20231 StopRT from 460
19 March 202325 March 2023DirectRT from 572
20 March 202330 March 2023DirectRT from 477
21 March 202328 March 20231 StopRT from 383
22 March 20231 April 2023DirectRT from 411
23 March 202329 March 20231 StopRT from 252
24 March 20232 April 20231 StopRT from 497
25 March 20231 April 20231 StopRT from 410
26 March 202331 March 20231 StopRT from 454
27 March 20232 April 20231 StopRT from 252
28 March 202328 March 20231 StopRT from 364
29 March 20233 April 20231 StopRT from 481
30 March 20237 April 2023DirectRT from 393
31 March 20237 April 20231 StopRT from 409
1 April 20236 April 20231 StopRT from 403
2 April 20236 April 2023DirectRT from 393
3 April 20238 April 2023DirectRT from 344
4 April 202311 April 2023DirectRT from 340
5 April 20237 April 20231 StopRT from 470
6 April 20239 April 2023DirectRT from 445
7 April 202310 April 2023DirectRT from 478
8 April 202315 April 2023DirectRT from 1 153
9 April 202312 April 20231 StopRT from 1 006
10 April 202317 April 2023DirectRT from 396
14 April 202316 April 2023DirectRT from 504

The Cheapest Flights from Chicago to for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
22 May 202229 May 2022DirectRT from 184
1 June 20226 June 20221 StopRT from 181
20 July 202220 July 2022DirectRT from 265
23 August 202230 August 2022DirectRT from 230
19 September 202226 September 20221 StopRT from 169
15 October 202222 October 20221 StopRT from 161
24 November 20223 December 2022DirectRT from 291
20 December 202226 December 20221 StopRT from 414
24 January 202330 January 2023DirectRT from 320
31 March 20237 April 20231 StopRT from 409
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