Chicago

The Windy City

Chicago offers a perfect blend of architectural marvels, cultural attractions, and culinary delights. Explore the towering skyscrapers of the Magnificent Mile, take a scenic stroll along the Lake Michigan shoreline, and immerse yourself in world-class museums like the Art Institute of Chicago. Don’t miss the chance to indulge in deep-dish pizza and catch a game at Wrigley Field.

Cheap flights to Chicago

OriginDeparture atReturn atFind tickets
New York20 May 202522 May 2025Tickets from 93
Atlanta5 June 20257 June 2025Tickets from 100
Orlando23 May 202526 May 2025Tickets from 104
Los Angeles27 May 202530 May 2025Tickets from 113
Miami15 May 202520 May 2025Tickets from 113
Boston12 June 202516 June 2025Tickets from 117
Fort Lauderdale15 May 202520 May 2025Tickets from 134
Denver2 June 20253 June 2025Tickets from 150
Houston23 May 202525 May 2025Tickets from 155
Toronto24 May 202527 May 2025Tickets from 180
Milwaukee5 June 20258 June 2025Tickets from 197
Raleigh/Durham26 May 202529 May 2025Tickets from 204
Memphis5 June 20257 June 2025Tickets from 207
Ontario8 June 202512 June 2025Tickets from 214
Saint Louis10 March 202614 March 2026Tickets from 244
Nantucket12 July 202513 July 2025Tickets from 245
Spokane29 September 20252 October 2025Tickets from 253
San Juan26 May 202529 May 2025Tickets from 272
Duluth11 July 202513 July 2025Tickets from 298
Ottawa13 June 202517 June 2025Tickets from 354
Mexico City12 May 202514 May 2025Tickets from 363
Panama City22 May 202523 May 2025Tickets from 372
Havana8 October 202511 October 2025Tickets from 487
Belgrade10 May 202513 May 2025Tickets from 497
Istanbul13 May 202518 May 2025Tickets from 572
Frankfurt22 June 202528 June 2025Tickets from 577
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Larnaca17 August 202523 August 2025Tickets from 769
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Cairo3 September 20259 September 2025Tickets from 827
Warsaw1 October 20253 October 2025Tickets from 855
Moscow1 October 20255 October 2025Tickets from 936
Madrid27 May 202530 May 2025Tickets from 941
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Saint Petersburg13 May 202515 May 2025Tickets from 1 456
Orenburg20 May 202525 May 2025Tickets from 1 488
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Tashkent19 December 202525 December 2025Tickets from 1 641
Samara9 May 202511 May 2025Tickets from 1 669
Minsk28 June 20253 July 2025Tickets from 1 858
Vladivostok20 July 202526 July 2025Tickets from 1 914
Irkutsk13 June 202516 June 2025Tickets from 1 982
Nalchik25 May 202531 May 2025Tickets from 2 124
Naberezhnye Chelny16 June 202520 June 2025Tickets from 2 309
Perm1 August 20255 August 2025Tickets from 2 412

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