Find Deals on Flights to Chicago

Depart
Return
1 adult
Adults
18+
Youths
12-17
Children
2-11
Seat infants
under 2
Lap infants
under 2
The price shown for each flight will be the average for all passengers, including any infants.
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Flexible dates? Here are the best fares found in the past 48 hours...

Book cheap flights to Chicago

(Round-trip)
Depart: Mon 14 Nov 2016 Return: Mon 28 Nov 2016 Trip spans 15 days
Depart: Sun 5 Feb 2017 Return: Mon 20 Feb 2017 Trip spans 16 days
Depart: Wed 25 Jan 2017 Return: Thu 23 Feb 2017 Trip spans 30 days
Depart: Mon 13 Feb 2017 Return: Mon 20 Feb 2017 Trip spans 8 days
Depart: Mon 13 Feb 2017 Return: Mon 20 Feb 2017 Trip spans 8 days
Depart: Tue 3 Jan 2017 Return: Tue 10 Jan 2017 Trip spans 8 days
Depart: Tue 27 Dec 2016 Return: Fri 6 Jan 2017 Trip spans 11 days
Depart: Mon 31 Oct 2016 Return: Mon 7 Nov 2016 Trip spans 8 days
Depart: Tue 18 Oct 2016 Return: Mon 24 Oct 2016 Trip spans 7 days
Depart: Tue 27 Dec 2016 Return: Tue 3 Jan 2017 Trip spans 8 days
Depart: Tue 14 Feb 2017 Return: Tue 21 Feb 2017 Trip spans 8 days
Depart: Mon 31 Oct 2016 Return: Mon 7 Nov 2016 Trip spans 8 days
Depart: Sun 11 Dec 2016 Return: Mon 12 Dec 2016 Trip spans 2 days
Depart: Thu 24 Nov 2016 Return: Mon 5 Dec 2016 Trip spans 12 days
Depart: Mon 9 Jan 2017 Return: Mon 23 Jan 2017 Trip spans 15 days
Depart: Mon 26 Dec 2016 Return: Mon 9 Jan 2017 Trip spans 15 days
Depart: Wed 21 Dec 2016 Return: Mon 2 Jan 2017 Trip spans 13 days
Depart: Mon 13 Feb 2017 Return: Mon 20 Feb 2017 Trip spans 8 days
Depart: Mon 23 Jan 2017 Return: Fri 27 Jan 2017 Trip spans 5 days
Depart: Sun 5 Feb 2017 Return: Mon 20 Feb 2017 Trip spans 16 days
* We attempt to get accurate prices and fees; however, prices and fees are not guaranteed, and may be subject to last minute changes over which we have no control.
Airports
Origin

Southend-on-Sea
£702
London
only £336
only £347
only £328
only £341
Manchester
£327
Glasgow
£424
Edinburgh
£458
Destination

Chicago
only £327
only £352