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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.
AI-powered; AI can make mistakes.
| Low season | January |
|---|---|
| High season | March |
| Cheapest flight | $362 |
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
Aer Lingus, American Airlines, British Airways, +1 more
Aer Lingus, American Airlines, +2 more
1
Saturday
Aer Lingus, American Airlines, British Airways, +1 more
Aer Lingus, American Airlines, +2 more
1
Sunday
Aer Lingus, American Airlines, British Airways, +1 more
Aer Lingus, American Airlines, +2 more
1
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
Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.
Some flight attendants were great others were cranky. Seats were very tight and sitting on an aisle was very hard as the carts and people walking constantly bumped shoulder and arm.
They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!
I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...
cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.
Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/
Not United Airlines' fault. It's ORL airport's fault.
Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.
I liked the snacks and the flight attendants were friendly.
The movies offered were great. Staff were very pleasant and very efficient.
After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.
Disliked having to wait a little longer to disembark from the plan when we landed in London
Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.
The trip was smooth but the crew were very abrupt, snatching things before finished and being quite snappy when asked questions.
My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.
Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes
Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.
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.
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.
Problems checking in both on the laptop and on the app. No free seating available at check-in as advertised - must pay for EVERY seat between $23 and $75. No way to cancel seat choice. App menus and site menus are not responsive, and some items are impossible to find. Crew and mobile assistance are friendly and helpful.
Food - Non-Existent. You pay for everything. It is strictly Pay-to-Play!
The Experience Was Torture Spend a few extra dollars and avoid Icelandair at all costs. There is absolutely no refreshments, no food, no drinks. Only water, coffee, tea are free and at only half a tiny cup. Entertainment is limited selection of films, shows and mostly outdated. The seats are smaller than usual, with no cushion, no pillows, no blankets. First time in my life have I witness an airline asking for donations in spare change for a charity. With all the money Icelandair saves by starving the passenger, they can afford to give this charity on their own.
The boarding process seem to take longer than necessary, resulting in a 20+ minute delay
It was too cold in the plane my feet froze
Service was excellent. Food and drinks were very good except for a greasy lump of a donut at the end of the flight that left us both feeling internally disgusted.
Handling our luggage was the biggest issue - they lost it and we got it almost 3 days later. Really threw off the beginning of our trip and we really had to change our itinerary accordingly.
Seat was hard and uncomfortable and the temperature too warm and uncomfortable.
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.
The boarding procedure got confusing because they wanted to weigh everyone’s carry-on. Apparently mine was 3 1/2 kg over their limit. I didn’t know they had a limit. And at the check-in desk, nothing was said about this. They wanted me to check the carry-on at no charge and that would have been fine except then they told me at my connection in London I would have to go outside to baggage claim retrieve my bag, and then recheck it. In other words, they could not check it to my final destination, only to London. I told him this was unacceptable so after a few minutes of discussion, they came back and said that my bag would be OK to carry on the plane. It seems that if you have a connection then the weight is not as important. Then when I actually went to board the boarding agent said I needed a tag indicating that my bag had been weighed, even though she had just five minutes ago talked to the same person who cleared me. Lots of confusion seems like a very bad process. They need to improve this.
My flight being automatically moved messed up my travel plans, and I had to quickly find an alternative mode of transportation. I couldn’t get a refund from any of the companies involved. Kayak, Ibiza, or Vueling. I am still unsure of how to settle my concern.
Plane delayed due to weather. Plane boarded, then told to unboard due to a maintenance issue.
the seats were so cramped you could barely move. it was difficult to eat when passengers would recline their seats. the seats were so flimsy and unstable that whenever someone got in and out of their seat, it bounced like a spring back in your face. the movies were nice. the food was terrible. even though the conditions were terrible, they tried to pressure passengers to relocate their seats to accommodate adults who were related and wanted to sit next to each other, even after the passengers expressed that they did not want to move for that purpose. on the connecting flight, the “service” consisted of items for purchase. even though the flight was only 45 minutes, once again passengers (including me) were pressured to relocate for people to sit next to each other. they couldn’t be apart for 45 minutes? this was much less compelling than being apart for an 8 hour flight.
Everything went smoothly, and we even arrived 40min earlier than scheduled, on an Orland-Madrid route.
The staff was very nice and helpful. Some of the best crew I have met.
Suddenly, I don't find my flight back on the app Help Ticket 0757345716866 Hoeflich Flight back Sunday ib5333 Ib2629 Ib4268
Was all good.l including a sofdrink. AA improved significantly. There was no entertainment.
I've taken British Airways before and it has been great. On this trip to Spain and Portugal we had two BA flights. On both flights we were taken by bus from the terminal out to the plane on the tarmac. There were many older folks on these flights, and to ask people in their 70s to lug their carry-on and personal items up the long mobile staircase to the plane entrance, is very disturbing. I won't be taking British Airways in the future. Many people on these flights were very unhappy.
The food on the flight was of marginal quality. Small bits of chicken, instant mashed potatoes and some carrots. The rolls were very dry, nearly inedible. The seats were quite small and didn’t allow for any shifting of position during the flight. There was limited leg room.0
Loved the boarding option from Business class lounge, experience on flight was excellent, plenty of good food choices
The airline was not clear about a new departure time so we got to the airport early anyway. The flight left early which was great because of weather. The check in process was very easy and staff were friendly and helpful. The crew was great and our flight was very good.
Awful it always is unfortunately is the only way to fly direct to london
I travelled in business class and was disappointed by lack of service, curt and borderline rude time of the crew and to top it off, all of my luggage was delayed. It was like pulling teeth to even report the missing luggage and recover it the next day from the airport.
Boarding was poor. All groups called immediately one after the other resulting in a long queue in the jetty/jet bridge. Seats were very hard and and did not recline on a 4.5 hour flight. No food was available. Plane was cold. There was no entertainment.
The cramped seats are cruel and unusual punishment and may violate the Geneva code.
Check in was was and the agent was very friendly and helpful The lounge was nice...boarding was straight from the lounge Everything worked at our seats, and video entertainment was good ..food was mediocre
The flight was excellent in World Travellor plus. Well worth the extra money. Boarding at Phoenix was the usual poorly organized event. Very stressful.
Although business class, the seating was really cramped. The food was so so.
Smooth trip no turbulence which is always a bonus for me lol! In cattle class so an element of being a bit squished (but not as bad as other shorter haul airlines) smaller plane than the one we flew out on and entertainment system wasn’t as modern but still definitely passed the time. Lovely crew x