Installment Plans Available
Cheap Flights to Chicago
Discover unbeatable airfare deals to Chicago with flexible payment plans, trusted airlines and exclusive last minute offers.
Lowest Fares
We beat prices from all major booking sites
Expert Consultants
Personal travel experts, 7 days a week
Pay Later Plans
Fly now and pay in convenient instalments
ATOL Protected
All bookings fully financially protected
Flights to Chicago 2026
Trustpilot
4.8
Excellent
· 768 Reviews
Beat the price hikes.
Lock in today's fare before it vanishes.
Book with Small Deposit ›
4.7
Excellent
· 68 Reviews
Cheap flight deals to Chicago
One Way
LGW
Gatwick
ORD
Chicago
Depart
Jun 18, 26
Return
One Way
LHR
Heathrow
ORD
Chicago
Depart
Jun 18, 26
Return
Return
LGW
Gatwick
ORD
Chicago
Depart
Jun 29, 26
Return
Jul 14, 26
Return
LHR
Heathrow
ORD
Chicago
Depart
Sep 05, 26
Return
Sep 19, 26
One Way
LCY
London City
ORD
Chicago
Depart
Jun 18, 26
Return
Return
LHR
Heathrow
ORD
Chicago
Depart
Jun 29, 26
Return
Jul 14, 26
Return
LHR
Heathrow
ORD
Chicago
Depart
Jun 29, 26
Return
Jul 14, 26
Return
LHR
Heathrow
ORD
Chicago
Depart
Sep 05, 26
Return
Sep 19, 26
Return
LHR
Heathrow
ORD
Chicago
Depart
Jun 29, 26
Return
Jul 14, 26
Return
LHR
Heathrow
ORD
Chicago
Depart
Jun 29, 26
Return
Jul 14, 26
Return
LHR
Heathrow
ORD
Chicago
Depart
Jun 29, 26
Return
Jul 14, 26
Return
LHR
Heathrow
ORD
Chicago
Depart
Jun 29, 26
Return
Jul 14, 26
One Way
STN
Stansted
ORD
Chicago
Depart
Jun 18, 26
Return
Found a Better Price for Your Flights to Chicago? We'll Beat It.
Share your existing quote and our experts will find you a cheaper deal — guaranteed.