Cheap Flights by Route

Cheap Flights from NYC to MDW

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The Cheapest Round-trip Tickets from New York to

Departure atReturn atStopsAirlineFind tickets
21 October 202224 October 2022DirectRT from 171
23 September 202227 September 20222 StopsRT from 176
8 July 202229 July 20221 StopRT from 522
5 June 20228 June 20221 StopRT from 721

The Cheapest Flights for this Month from New York to

Departure atReturn atStopsAirlineFind tickets
23 May 202231 May 2022DirectRT from 199
24 May 202227 May 2022DirectRT from 208
25 May 202227 May 2022DirectRT from 208
26 May 20222 June 20221 StopRT from 188
27 May 20223 June 2022DirectRT from 232
28 May 202231 May 2022DirectRT from 305
29 May 202231 May 2022DirectRT from 242
30 May 20221 June 20221 StopRT from 196
31 May 20222 June 2022DirectRT from 245
1 June 20228 June 2022DirectRT from 179
2 June 20225 June 20221 StopRT from 188
3 June 20224 June 20221 StopRT from 212
4 June 20226 June 2022DirectRT from 319
5 June 20226 June 20221 StopRT from 236
6 June 20229 June 20221 StopRT from 238
8 June 202213 June 2022DirectRT from 275
9 June 202213 June 2022DirectRT from 269
10 June 202213 June 2022DirectRT from 245
11 June 202212 June 20221 StopRT from 274
12 June 202213 June 20221 StopRT from 293
13 June 202214 June 20221 StopRT from 233
14 June 202218 June 2022DirectRT from 271
15 June 202220 June 2022DirectRT from 265
16 June 202220 June 2022DirectRT from 265
17 June 202219 June 20221 StopRT from 273
18 June 202218 June 2022DirectRT from 234
19 June 202224 June 2022DirectRT from 271
21 June 202222 June 2022DirectRT from 254
23 June 202227 June 2022DirectRT from 270
24 June 202230 June 2022DirectRT from 230
25 June 20221 July 2022DirectRT from 271
27 June 202230 June 20221 StopRT from 263
28 June 20222 July 2022DirectRT from 265
29 June 20223 July 2022DirectRT from 265
30 June 20227 July 2022DirectRT from 259
1 July 20224 July 20221 StopRT from 247
2 July 20222 July 20221 StopRT from 266
3 July 20225 July 2022DirectRT from 234
6 July 20229 July 2022DirectRT from 269
7 July 202210 July 2022DirectRT from 270
8 July 202210 July 2022DirectRT from 276
9 July 202211 July 2022DirectRT from 272
11 July 202214 July 2022DirectRT from 234
14 July 202217 July 20221 StopRT from 262
15 July 202218 July 2022DirectRT from 230
17 July 202224 July 2022DirectRT from 298
20 July 202225 July 2022DirectRT from 291
22 July 202224 July 2022DirectRT from 287
25 July 202230 July 2022DirectRT from 235
28 July 20221 August 2022DirectRT from 270
29 July 20222 August 2022DirectRT from 232
30 July 20222 August 20221 StopRT from 247
4 August 20228 August 2022DirectRT from 282
5 August 20228 August 2022DirectRT from 276
13 August 202219 August 2022DirectRT from 220
14 August 202216 August 2022DirectRT from 225
19 August 202221 August 2022DirectRT from 210
20 August 202222 August 2022DirectRT from 184
22 August 202227 August 2022DirectRT from 184
23 August 202226 August 20221 StopRT from 184
26 August 202230 August 2022DirectRT from 175
1 September 20225 September 20221 StopRT from 188
2 September 20224 September 20221 StopRT from 183
6 September 202213 September 2022DirectRT from 175
9 September 202211 September 20221 StopRT from 188
10 September 202213 September 2022DirectRT from 179
11 September 202212 September 20221 StopRT from 195
13 September 202218 September 20221 StopRT from 217
15 September 202219 September 2022DirectRT from 183
16 September 202220 September 2022DirectRT from 173
23 September 202227 September 20221 StopRT from 176
21 October 202224 October 2022DirectRT from 171
4 November 20226 November 20221 StopRT from 289
23 December 202229 December 20221 StopRT from 744
28 January 20235 February 20231 StopRT from 871
25 March 202329 March 20231 StopRT from 844

The Cheapest Flights from New York to for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
26 May 20222 June 20221 StopRT from 188
1 June 20228 June 2022DirectRT from 179
15 July 202218 July 2022DirectRT from 230
26 August 202230 August 2022DirectRT from 175
16 September 202220 September 2022DirectRT from 173
21 October 202224 October 2022DirectRT from 171
4 November 20226 November 20221 StopRT from 289
23 December 202229 December 20221 StopRT from 744
28 January 20235 February 20231 StopRT from 871
25 March 202329 March 20231 StopRT from 844
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