Cheap flights from Chicago

DestinationDeparture atReturn atFind tickets
New York16 July 202519 July 2025Tickets from 83
Burlington2 June 20258 June 2025Tickets from 109
Miami8 June 202511 June 2025Tickets from 118
Fort Lauderdale13 June 202517 June 2025Tickets from 120
Los Angeles16 October 202518 October 2025Tickets from 140
Las Vegas1 October 20254 October 2025Tickets from 152
Denver7 June 202511 June 2025Tickets from 159
Seattle12 July 202515 July 2025Tickets from 168
San Diego11 June 202513 June 2025Tickets from 169
Tampa5 June 20258 June 2025Tickets from 187
Ontario4 July 20257 July 2025Tickets from 195
Orlando21 May 202523 May 2025Tickets from 200
San Francisco29 May 20252 June 2025Tickets from 200
Oakland30 June 20253 July 2025Tickets from 237
Philadelphia22 May 202523 May 2025Tickets from 237
San Juan9 June 202512 June 2025Tickets from 250
Buffalo6 June 20258 June 2025Tickets from 263
Cancun11 June 202513 June 2025Tickets from 273
Grand Rapids21 July 202527 July 2025Tickets from 306
Punta Cana26 May 202531 May 2025Tickets from 307

Hotels in Chicago: Cheap hotels

HotelStarsDiscountPrice before and discountSelect dates
The Chicago Hotel Collection River North Mag Mile★★★-34%212 139 View hotel
Hotel Audrey★★★★-22%194 151 View hotel
Hotel Felix Chicago River North/Magnificent Mile-22%180 141 View hotel
MainStay Suites Chicago Schaumburg★★★-13%73 63 View hotel
Quality Inn O'Hare Airport★★-5%107 101 View hotel
The St. Clair Hotel - Magnificent Mile★★★-7%206 191 View hotel
Rodeway Inn Chicago★★-10%100 90 View hotel
Hotel Chicago West Loop★★-8%170 156 View hotel
River Hotel★★★★-12%248 217 View hotel
Club Quarters Hotel, Wacker at Michigan★★★★-12%247 217 View hotel
Hampton Inn Chicago Downtown/Magnificent Mile★★★-10%249 224 View hotel
Hampton Inn Chicago McCormick Place★★★-13%269 235 View hotel
Hotel Blake, an Ascend Hotel Collection Member★★★★-11%252 225 View hotel
Hilton Garden Inn Chicago McCormick Place IL-18%282 231 View hotel
Carlton Inn Midway★★-9%134 121 View hotel
DoubleTree by Hilton Chicago Magnificent Mile★★★★-13%264 229 View hotel
Fairfield Inn and Suites Chicago Downtown-River North★★★-18%308 254 View hotel
AC Hotel Chicago Downtown★★★★-15%276 235 View hotel
Cambria Hotel Chicago Loop/Theatre District★★★★-17%264 219 View hotel
Courtyard Chicago Downtown/Magnificent Mile★★★-28%320 231 View hotel