Chicago flight deals
Travel month
10 on sale
JetBlue Airways Sale to Chicago
Chicago · Jet Blue · Economy
1 Aug 2027 – 30 Aug 2027
£691
TAP Portugal Sale to Chicago
Chicago · TAP Air Portugal · Economy
1 Jul 2027 – 30 Jul 2027
£678
SAS Scandinavian Sale to Chicago
Chicago · SAS Scandinavian Airlines · Economy
1 Jun 2027 – 30 Jun 2027
£686
Icelandair Sale to Chicago
Chicago · Icelandair · Economy
1 May 2027 – 30 May 2027
£601
SAS Scandinavian Sale to Chicago
Chicago · SAS Scandinavian Airlines · Economy
1 Apr 2027 – 30 Apr 2027
£546
Icelandair Sale to Chicago
Chicago · Icelandair · Economy
1 Mar 2027 – 30 Mar 2027
£587
SAS Scandinavian Sale to Chicago
Chicago · SAS Scandinavian Airlines · Economy
1 Feb 2027 – 28 Feb 2027
£559
SAS Scandinavian Sale to Chicago
Chicago · SAS Scandinavian Airlines · Economy
1 Jan 2027 – 30 Jan 2027
£577
United Sale to Chicago
Chicago · United Airlines · Economy
1 Dec 2026 – 30 Dec 2026
£642
TAP Portugal Sale to Chicago
Chicago · TAP Air Portugal · Economy
1 Nov 2026 – 30 Nov 2026
£597