
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $601 (Mytrip) |
One-way from | $526 (Lufthansa) |
Popular in | July |
Cheapest in | February |
Average price | $799 |
Good round-trip deal | $731 or less |
Good one-way deal | $633 or less |
Fly from
Fly to
Route
Depart
Return
Price
LondonChicago
STN - ORD
STNORD
London Stansted
Fri 1/30
1:50 pm-5:20 pm
2 stops33h 30m
Chicago O'Hare Intl
Fri 2/6
6:30 pm-9:35 pm
2 stops21h 05m
LondonChicago
LGW - MDW
LGWMDW
London Gatwick
Mon 1/12
2:00 pm-11:09 pm
1 stop15h 09m
Chicago Midway
Fri 2/6
1:00 pm-10:00 am
1 stop15h 00m
LondonChicago
LHR - ORD
LHRORD
London Heathrow
Mon 1/19
10:15 am-4:46 pm
1 stop12h 31m
Chicago O'Hare Intl
Mon 1/26
1:25 pm-12:00 pm
2 stops16h 35m
LondonChicago
LGW - ORD
LGWORD
London Gatwick
Fri 4/17
3:40 pm-9:40 pm
1 stop12h 00m
Chicago O'Hare Intl
Tue 4/21
7:25 pm-2:40 pm
1 stop13h 15m
LondonChicago
LCY - ORD
LCYORD
London City
Fri 1/30
6:50 am-7:15 pm
1 stop18h 25m
Chicago O'Hare Intl
Mon 2/2
9:00 pm-6:35 pm
1 stop15h 35m
LondonChicago
LHR - ORD
LHRORD
London Heathrow
Fri 4/17
12:00 pm-7:00 pm
1 stop13h 00m
Chicago O'Hare Intl
Tue 4/21
7:05 pm-9:05 am
Nonstop8h 00m
LondonChicago
LHR - ORD
LHRORD
London Heathrow
Fri 2/27
12:20 pm-10:54 pm
1 stop16h 34m
Chicago O'Hare Intl
Tue 3/10
6:04 am-9:40 pm
1 stop10h 36m
LondonChicago
STN - ORD
STNORD
London Stansted
Sat 1/31
7:15 am-4:45 pm
1 stop15h 30m
Chicago O'Hare Intl
Sat 2/7
7:20 pm-1:05 pm
1 stop11h 45m
LondonChicago
LHR - ORD
LHRORD
London Heathrow
Wed 3/4
7:05 am-4:45 pm
2 stops15h 40m
Chicago O'Hare Intl
Tue 3/10
7:00 am-9:20 am
2 stops21h 20m
LondonChicago
LHR - ORD
LHRORD
London Heathrow
Fri 3/20
10:20 am-5:45 pm
1 stop12h 25m
Chicago O'Hare Intl
Wed 4/22
7:15 pm-9:40 pm
1 stop20h 25m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*1 star |
The best time to book flights from London to Chicago is 46 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, December is the cheapest month in which you can book a flight from London to Chicago (average of $318). Flying from London to Chicago in July is currently the most expensive (average of $670). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 41% on flights from London to Chicago by exploring options for tickets in the evening.
The most flights from LON to CHI are scheduled on a Wednesday (51 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (35 on average).
Reykjavik (KEF) – chosen by Cheapflights users on 64% of 1-stop itineraries from London to Chicago on Cheapflights.
Lisbon (LIS) is the most affordable 1-stop option, with an average round-trip price of $478.
Flights via Reykjavik (KEF) have the shortest average one-way travel time for 1-stop routes: 11h 08m.
Flights via Reykjavik (KEF) offer the fastest connection on this route, with an average layover time of 1h 02m.
About 11% of weekly flights between London and Chicago have experienced delays in the past year, with the average delay time being 172 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 5% of flights being delayed.
Comfort
Overall
Food
Entertainment
Crew
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Overall
Food
Entertainment
Crew
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Overall
Food
Entertainment
Crew
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Overall
Food
Entertainment
Crew
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Overall
Food
Entertainment
Crew
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
Comfort
Overall
Food
Entertainment
Crew
Boarding
Reviews
Anonymous,Oct 2025
YUL - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$446 | Average$650 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$451 | Average$543 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$485 | Average$632 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$530 | Average$897 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$554 | Average$774 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$558 | Average$789 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$558 | Average$793 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$572 | Average$798 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$625 | Average$808 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$720 | Average$830 | FlexibilityNo cancel fee | On-time76% |