Cheap Flights from Chicago
Destination Departure at Return at Find tickets
Fort Lauderdale 16 July 2026 21 July 2026 from 78
Orlando 14 August 2026 24 August 2026 from 110
New York 7 July 2026 10 July 2026 from 122
Houston 22 August 2026 26 August 2026 from 123
Boston 23 July 2026 27 July 2026 from 125
Las Vegas 7 July 2026 11 July 2026 from 127
Miami 14 August 2026 19 August 2026 from 127
Nashville 23 July 2026 26 July 2026 from 128
Phoenix 3 July 2026 11 July 2026 from 133
Albany 12 August 2026 20 August 2026 from 138
Minneapolis 10 November 2026 10 November 2026 from 145
San Juan 26 August 2026 2 September 2026 from 151
Louisville 28 August 2026 30 August 2026 from 151
Norfolk 22 July 2026 25 July 2026 from 155
Atlanta 22 August 2026 25 August 2026 from 156
San Antonio 20 August 2026 20 August 2026 from 157
Denver 10 September 2026 13 September 2026 from 161
Seattle 23 June 2026 25 June 2026 from 163
Charlotte 16 July 2026 3 August 2026 from 164
Sacramento 23 June 2026 7 July 2026 from 171
Tulsa 3 July 2026 1 August 2026 from 179
Mexico City 11 July 2026 18 July 2026 from 184
Portland 15 August 2026 21 August 2026 from 189
Key West 16 July 2026 20 July 2026 from 191
Dallas 25 June 2026 30 June 2026 from 192
Philadelphia 29 July 2026 5 August 2026 from 196
Cincinnati 19 June 2026 23 June 2026 from 200
Los Angeles 26 August 2026 2 September 2026 from 201
Buffalo 20 June 2026 23 June 2026 from 204
New Orleans 2 December 2026 7 December 2026 from 204
Memphis 24 July 2026 27 July 2026 from 206
Toronto 3 July 2026 6 July 2026 from 208
Saint Louis 5 September 2026 26 September 2026 from 210
Tampa 19 June 2026 22 June 2026 from 213
Queretaro 8 July 2026 22 July 2026 from 232
Kansas City 23 July 2026 27 July 2026 from 234
Ontario 26 August 2026 2 September 2026 from 235
Washington 11 August 2026 14 August 2026 from 238
San Francisco 17 July 2026 20 July 2026 from 241
San Diego 5 September 2026 20 September 2026 from 241
El Paso 17 July 2026 20 July 2026 from 250
Baltimore 10 July 2026 11 July 2026 from 252
Newburgh 1 August 2026 3 August 2026 from 256
Austin 10 September 2026 13 September 2026 from 259
Madison 10 July 2026 12 July 2026 from 261
Portland 4 July 2026 18 July 2026 from 263
Raleigh/Durham 11 September 2026 13 September 2026 from 267
Myrtle Beach 29 July 2026 2 August 2026 from 278
Des Moines 15 August 2026 19 August 2026 from 279
Leon/Guanajuato 2 July 2026 6 July 2026 from 288
Cheap Flights from Chicago
| Destination | Departure at | Return at | Find tickets |
|---|---|---|---|
| Fort Lauderdale | 16 July 2026 | 21 July 2026 | from 78 |
| Orlando | 14 August 2026 | 24 August 2026 | from 110 |
| New York | 7 July 2026 | 10 July 2026 | from 122 |
| Houston | 22 August 2026 | 26 August 2026 | from 123 |
| Boston | 23 July 2026 | 27 July 2026 | from 125 |
| Las Vegas | 7 July 2026 | 11 July 2026 | from 127 |
| Miami | 14 August 2026 | 19 August 2026 | from 127 |
| Nashville | 23 July 2026 | 26 July 2026 | from 128 |
| Phoenix | 3 July 2026 | 11 July 2026 | from 133 |
| Albany | 12 August 2026 | 20 August 2026 | from 138 |
| Minneapolis | 10 November 2026 | 10 November 2026 | from 145 |
| San Juan | 26 August 2026 | 2 September 2026 | from 151 |
| Louisville | 28 August 2026 | 30 August 2026 | from 151 |
| Norfolk | 22 July 2026 | 25 July 2026 | from 155 |
| Atlanta | 22 August 2026 | 25 August 2026 | from 156 |
| San Antonio | 20 August 2026 | 20 August 2026 | from 157 |
| Denver | 10 September 2026 | 13 September 2026 | from 161 |
| Seattle | 23 June 2026 | 25 June 2026 | from 163 |
| Charlotte | 16 July 2026 | 3 August 2026 | from 164 |
| Sacramento | 23 June 2026 | 7 July 2026 | from 171 |
| Tulsa | 3 July 2026 | 1 August 2026 | from 179 |
| Mexico City | 11 July 2026 | 18 July 2026 | from 184 |
| Portland | 15 August 2026 | 21 August 2026 | from 189 |
| Key West | 16 July 2026 | 20 July 2026 | from 191 |
| Dallas | 25 June 2026 | 30 June 2026 | from 192 |
| Philadelphia | 29 July 2026 | 5 August 2026 | from 196 |
| Cincinnati | 19 June 2026 | 23 June 2026 | from 200 |
| Los Angeles | 26 August 2026 | 2 September 2026 | from 201 |
| Buffalo | 20 June 2026 | 23 June 2026 | from 204 |
| New Orleans | 2 December 2026 | 7 December 2026 | from 204 |
| Memphis | 24 July 2026 | 27 July 2026 | from 206 |
| Toronto | 3 July 2026 | 6 July 2026 | from 208 |
| Saint Louis | 5 September 2026 | 26 September 2026 | from 210 |
| Tampa | 19 June 2026 | 22 June 2026 | from 213 |
| Queretaro | 8 July 2026 | 22 July 2026 | from 232 |
| Kansas City | 23 July 2026 | 27 July 2026 | from 234 |
| Ontario | 26 August 2026 | 2 September 2026 | from 235 |
| Washington | 11 August 2026 | 14 August 2026 | from 238 |
| San Francisco | 17 July 2026 | 20 July 2026 | from 241 |
| San Diego | 5 September 2026 | 20 September 2026 | from 241 |
| El Paso | 17 July 2026 | 20 July 2026 | from 250 |
| Baltimore | 10 July 2026 | 11 July 2026 | from 252 |
| Newburgh | 1 August 2026 | 3 August 2026 | from 256 |
| Austin | 10 September 2026 | 13 September 2026 | from 259 |
| Madison | 10 July 2026 | 12 July 2026 | from 261 |
| Portland | 4 July 2026 | 18 July 2026 | from 263 |
| Raleigh/Durham | 11 September 2026 | 13 September 2026 | from 267 |
| Myrtle Beach | 29 July 2026 | 2 August 2026 | from 278 |
| Des Moines | 15 August 2026 | 19 August 2026 | from 279 |
| Leon/Guanajuato | 2 July 2026 | 6 July 2026 | from 288 |
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