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Planning a trip from Chicago to London? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
For those planning a trip from Chicago to London, there are several ways to potentially save on flight costs. Generally, Wednesday is the cheapest day of the week to fly, while February is the cheapest month.
Cheapest Route: Opt for flights from Chicago O'Hare to London Heathrow for the most affordable route.
Booking Advance: Book your flight around 134 days in advance for the best prices.
Cheapest Airline: Consider flying with Icelandair, as it tends to offer the cheapest fares.
Layovers: Flights with one stop are generally cheaper than direct flights.
This feature is powered by ChatGPT: an OpenAI-developed artificial intelligence model trained with KAYAK proprietary data and third-party data not verified by KAYAK.
Low season | February |
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High season | March |
Cheapest flight | $235 |
Direct departures
Chicago to London
Monday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Tuesday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Wednesday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Thursday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Friday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Saturday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Sunday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Direct returns
London to Chicago
Monday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Tuesday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Wednesday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Thursday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Friday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Saturday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Sunday
American Airlines, British Airways, United Airlines
American Airlines, British Airways, +1 more
Once we got in the air the pilot made up some of the time of the delay. So that was really nice.
Once we got in the air the pilot made up some of the time of the delay. So that was really nice.
We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.
Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.
It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.
It was great, I’m very grateful for the pilots and crew flight attendants for everything.
Although the flight was delayed the crew and the flight itself were very good. Couldn't fault anything and after the disappointment of being abandoned in the US by BA it was a welcome relief to travel with United
Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick
The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.
Delay and keep changing gates. I have to run around from B to C then to E.
I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.
The flight was canceled 3 hours after original take off time
Pathetic check in experience at JFK. Everything is self check in. Not enough staff present to help with when the check in process or the kiosk gets stuck. Staff present not welcoming or pleasant at all. On the other hand the NY based flight crew was great. Courteous and friendly throughout the flight. Special meals leave a lot to be desired. Kids meals should be made available when kids are flying and same goes for special kids meals too.
Flight was full, and would have preferred an aisle seat, but due to getting a late ticket ,the seat I had was adequate. The flight crew were very help full and hard working. Food and drink were excellent for the 11hr flight. Overall I was pleased with flight, and would recommend British Airways again.
More choices on menu. Seemed only thing offered was Scottish, and while that’s good for the Scot’s it doesn’t help the Americans who don’t like that food. And I really hate it when, during sleep time the attendants have a very loud conversation right over you. Lastly, I paid 5000 dollars for business class, and having to pay more to choose my seat early is really an insult. Seems greedy
The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.
Again flight was awesome except British Airways lost both gate checked luggage’s. Still missing
really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE
Crew was great and responsive. Entertainment quit working with about 4 hours remaining on the flight. My seat cushion was broken.
Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.
British Airways staff are very polite and willing to help.
I flew Icelandair with my partner from Prague to the US. Overall flight time was around 12 hours, with a connecting flight in Iceland. I have flown internationally for years and with multiple airlines. Every airline serves you a meal when traveling internationally. Icelandair not only did not offer an inclusive meal, but they did not even offer a snack. The only things they served over our long flight was water and coffee. Ridiculous! Never again will I fly with Icelandair.
Best smelling onboard bathrooms ever. Even after use the whole flight. Biggest overhead bins. Most legroom in economy class. Great Icelandiic music. Really nice staff. Icelandair is awesome! (Don’t fly Air Canada! During the strike they lied about no flights available (I booked this flight myself) and hid the process to get money back on their website by obscuring menu titles, then made it difficult and time consuming to fill out. I’m Canadian. Don’t trust Air Canada!
It was good. The air plane is clean and staff were friendly.
Worst airline I’ve ever flown. Delayed 5.5 hrs, missed connecting flight, and missed an entire day of vacation. Zero customer service
Everything sucked. No food, one small glass of water, a tiny coffee, 5.5 hour delay with no customer service. Would never recommend flying them.
The crew was wonderful at check in, the gate and on board. Felt the luggage had more room than the passengers. The seats were smaller than most domestic U.S. airlines. I'm only 5'2" and I had little legroom. There were only 2 bathrooms in coach. Needed more. The flight was very smooth but not the most comfortable.
There was no lounge at Boston for us to use. Typically flying first class overseas comes with lounge privileges. The seats did not recline even a little. My headset only worked on one side. I felt like I was flying on Ryan Air, not Icelandic Air.
Boarded with no problems. Sat on the tarmac for an hour before taking off. We were the last ones on our connecting flight. Didn't think we were going to make it. Our flight to Iceland was similarly delayed. When we've flown other airlines, pilots have tried to make up time while in the air. This doesn't seem to be something that Icelandair does. We made all of our flights, but it was stressful and we didn't think it was going to happen based on the time we arrived.
The flight was delayed and as a consequence we missed our connecting flight. Were stuck for another 6h in Reykyavik. Appreciated that we got a generous food voucher at least. Would have liked to see more information upon arrival including a person waiting for connecting flight travellers and informing already that we will not catch the flight and directing us to the office dealing with the matter; unfortunately that didnt happen and we hence first needed to find out whether flight had indeed left already and then locate the adequate office to help us with booking us on the next connecting flight. Also my suitcase broke and it is not clear whether it is happened on the leg with Iceland Air from DC to Reykyavik or on the leg with Lufthansa from Reykyavik to Frankfurt. Finally, understood that it is a low cost company but at least provision of earplugs for free would have been nice, instead of making them buy.
Great experience on Icelandair flight from Newark to Amsterdam by way of Reykjavík. Courteous and professional staff. Food was solid. Service - outstanding. Cabin was a little warm.
The crew were not very personable. The crew did not serve tea or coffee. The bathroom was not kept clean. Two out of the 5 toilets in the cabin weren't working.
It was extremely cold in the back of the plane. The seats are uncomfortable and space very small. Crew was excellent as usual.
Check in needed to be in person, not nice. Also I won’t do connections in Charlotte again because you need to go through security again and short connections become a problem
Iberia lost my bag, said they found it in another country, said they sent it to me, but never did. Went my whole trip without my stuff, but expecting it to show up because that’s what they said would happen. Their communication sucks, their website sucks, and to top it all off, their seats are small and uncomfortable. They’re bad at their jobs and they should feel bad about themselves. Do not even get me started on the flight home. AVOID!
I described my experience in the previous window. I didn't realize that there would be another opportunity for this flight. Please look at my response in the previous window.
Boarding was 2 1/2 late no explanation Captain said he did not know why, but he rested at home for an extra couple of hours. Food was edible, Nothing more.
I liked the comfort of the plane. It was unexpected from past experiences.
BEWARE!!! Iberia changes your seats at random. I paid for a window seat and they changed it to one in the middle aisle resting against the bathroom- can’t lean back + hear every flush. This on a 11 hour flight.. There were families that were broken up with separate seats all over the plane. Lots of upset passengers showing their seat confirmation to the besieged and helpless airline steward. Also, the gluten free meal was tasteless.
Chair is very high. Your feet cannot touch the ground for 8 hours flight. It was a nightmare. Food was bad.
ground crew and check-in was pathetic - insisted on charging me for luggage even though the ticket said it was already included. They also accidentally sent my luggage through without a luggage tag and had to retrieve it. Generally, it was like a bad movie.
Online check-in 24 hours in advance something seems not so easy to check in to pick seats and to print a boarding pass
I like the crew, very welcoming. Food can be better. The seat arms don’t go up so. I could use the empty seat next to mine to relax better. 3hrs delay 😠
Boarding was efficient and quick, crew was very attentive, seats were comfortable.
Everything was very good! I personally struggled with the heat in the cabin for the first 2 hours
Very caring crew on board. Didn’t have dinner as I was sleeping. Was seating in the emergency row so I had comfortable leg room
Had a nice little suite although I couldn’t close the door (but I didn’t ask anyone to help). 5K is a nice seat and very private (you look in on first class). Enjoyable flight and nice crew.
Although the crew were great and the good nice, I might as well have been on Ryanair for the amount of space I had. Not good enough BA. I’d rather pay more and not feel like a human sardine.
Love the A380 - loads of room. Headphone socket on my seat didn’t work. Sounds like a trivial issue? Well when flying long-haul the in-flight entertainment is what keeps you going so when it doesn’t work it’s a disaster. Pay attention to the details please BA. Spoiled what was otherwise an excellent flight with the usual brilliant crew.
Crew were fantastic can’t fault them at all. Couldn’t do enough for us
Crying baby the ENTIRE flight. Not your fault, but I paid 2700 for a premium economy ticket and it wasn't worth it. should have just stuck with coach. flight attendants very mediocre - minimal effort. Plane didn't seem very clean. Didn't have any cleansing wipes - most airlines give you this when you board. Flat screen scrolling didn't work. Toiletry case a joke - why bother at all?
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