Cheap flights from London City Airport to Chicago from £409

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — CHI
10 Sep — 17 Sep1
1 adult

Cheap flight deals from London City to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from London City (LCY) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 5 September 2025.

Round-trip from

£409

Popular in

July

Cheapest in

February

Average price

£465
SWISS
  • SWISS
  • 6/12-7/12
  • 2 total stops
  • 31h 30m total
  • London to Chicago
Highest demand for flights based on searches. 14% potential increase in price (£63 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Average for round-trip flights in September 2025

Find flight deals from London City to Chicago

Cheapest flights from London City to Chicago
Explore the most affordable flight options available from London City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 September 2025.

Sat 6/1208:40LCY - ORD
1 stop13h 40mSWISS
Sun 7/1218:50ORD - LCY
1 stop17h 50mSWISS
Deal found 4/9£409
Tue 23/908:45LCY - ORD
1 stop12h 10mLufthansa
Tue 30/915:05ORD - LCY
1 stop11h 05mLufthansa
Deal found 4/9£417
Wed 26/1109:25LCY - ORD
1 stop12h 55mSWISS
Sun 30/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 4/9£418
Wed 29/1009:50LCY - ORD
1 stop16h 15mLufthansa
Wed 5/1122:35ORD - LCY
1 stop12h 05mLufthansa
Deal found 4/9£418
Tue 16/909:25LCY - ORD
1 stop12h 30mSWISS
Tue 23/919:05ORD - LCY
1 stop11h 25mSWISS
Deal found 5/9£419
Wed 17/908:45LCY - ORD
1 stop17h 10mLufthansa
Wed 24/922:30ORD - LCY
1 stop11h 55mLufthansa
Deal found 4/9£420
Tue 4/1109:15LCY - ORD
1 stop13h 05mSWISS
Sun 9/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 3/9£421
Tue 18/1109:15LCY - ORD
1 stop13h 05mSWISS
Wed 26/1118:50ORD - LCY
1 stop16h 15mSWISS
Deal found 4/9£421
Thu 11/908:45LCY - ORD
1 stop12h 10mLufthansa
Wed 24/922:30ORD - LCY
1 stop11h 55mLufthansa
Deal found 3/9£423
Mon 22/908:40LCY - ORD
1 stop12h 00mVirgin Atlantic
Sun 28/916:15ORD - LCY
1 stop19h 05mVirgin Atlantic
Deal found 5/9£424
Fri 31/1009:25LCY - ORD
1 stop12h 55mSWISS
Sat 8/1118:50ORD - LCY
1 stop11h 50mSWISS
Deal found 3/9£424
Fri 31/1009:55LCY - ORD
2 stops19h 20mMultiple Airlines
Sat 8/1114:39ORD - LCY
2 stops16h 01mMultiple Airlines
Deal found 3/9£426

Cheapflights Fare Finder

 
Customise your flight search to find flights from London City to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 5 September 2025.
Use the filters below to find and compare flights from London City Airport to Chicago that are best for you.

Fly from

London City

Fly to

Chicago

Route

Depart

Return

Price

LondonChicago

LCY - ORD

LCYORD

London City

Thu 13/11

09:40-23:43

2 stops20h 03m

Chicago O'Hare Intl

Sun 30/11

18:50-12:50

1 stop12h 00m

£417

LondonChicago

LCY - ORD

LCYORD

London City

Wed 24/9

08:45-14:55

1 stop12h 10m

Chicago O'Hare Intl

Tue 30/9

15:05-08:10

1 stop11h 05m

£417

LondonChicago

LCY - ORD

LCYORD

London City

Thu 25/9

08:45-14:55

1 stop12h 10m

Chicago O'Hare Intl

Tue 30/9

15:05-08:10

1 stop11h 05m

£417

LondonChicago

LCY - ORD

LCYORD

London City

Sat 22/11

08:40-16:20

1 stop13h 40m

Chicago O'Hare Intl

Tue 2/12

18:50-12:50

1 stop12h 00m

£418

LondonChicago

LCY - ORD

LCYORD

London City

Tue 28/10

09:15-17:20

1 stop13h 05m

Chicago O'Hare Intl

Mon 3/11

18:50-12:50

1 stop12h 00m

£418

LondonChicago

LCY - ORD

LCYORD

London City

Thu 30/10

17:45-17:20

1 stop28h 35m

Chicago O'Hare Intl

Wed 12/11

18:50-17:05

1 stop16h 15m

£418

LondonChicago

LCY - ORD

LCYORD

London City

Wed 26/11

09:25-16:20

1 stop12h 55m

Chicago O'Hare Intl

Sun 30/11

18:50-12:50

1 stop12h 00m

£418

LondonChicago

LCY - ORD

LCYORD

London City

Tue 16/9

09:25-15:55

1 stop12h 30m

Chicago O'Hare Intl

Tue 23/9

19:05-12:30

1 stop11h 25m

£419

LondonChicago

LCY - ORD

LCYORD

London City

Sat 22/11

08:40-16:20

1 stop13h 40m

Chicago O'Hare Intl

Sun 7/12

18:50-12:50

1 stop12h 00m

£421

LondonChicago

LCY - ORD

LCYORD

London City

Tue 18/11

09:15-16:20

1 stop13h 05m

Chicago O'Hare Intl

Wed 26/11

18:50-17:05

1 stop16h 15m

£421

Flights are sorted by cheapest return flights first.

Deals found on 2/9

Showing 1-10 of 42 results
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Best time to book a flight from London City to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from London City with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from London City Airport to Chicago

What’s the top stopover airport for flights from London City Airport to Chicago?

Share of one-stop return flights from London City Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Amsterdam (AMS) – chosen by Cheapflights users on 60% of one-stop itineraries from London City Airport to Chicago on Cheapflights.

What’s the cheapest stopover airport for flights from London City Airport to Chicago?

Average return fare for one-stop flights from London City Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Reykjavik (KEF) is the most affordable one-stop option, with an average return flight price of £362.

What’s the fastest stopover option from London City Airport to Chicago?

Shortest average travel time for one-stop one-way flights from London City Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Amsterdam (AMS) have the shortest average one-way travel time for one-stop routes: 10h 50m.

Which airport typically offers the quickest stopover for flights from London City Airport to Chicago?

Average stopover duration for one-stop one-way flights from London City Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Amsterdam (AMS) offer the fastest connection on this route, with an average stopover time of 1h 28m.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 5 September 2025.
See what other customers who have flown with Virgin Atlantic from London City Airport to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.4

Entertainment

7.5

Food

6.9

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Overall

7.4

Entertainment

7.5

Food

6.9

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Related info for your journey

Find useful and relevant information for your journey from London City to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from London City Airport to Chicago?

    There are many flights that can get you from London City Airport to Chicago in 12h 10m. Fly via Lufthansa, SWISS, or Virgin Atlantic to get the fastest option. There are 3957 mi between London City Airport and Chicago. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from London City Airport to Chicago one-way?

    £417 is the cheapest one-way deal found within the past few days, from Lufthansa. You may also be able to find cheap deals on SWISS and KLM, with prices starting from £424 and £552, respectively.

  • Can I find deals for flights from London City to Chicago that include hotel bookings?

    Yes. In addition to deals on London City to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from London City to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from London City to Chicago.

  • Can I find deals for business class flights from London City to Chicago?

    Yes. Cheapflights offers flight deals from London City to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from London City Airport to Chicago?

    Currently, January is the cheapest month in which you can book a flight from London City Airport to Chicago (average of £595). Flying from London City Airport to Chicago in July is currently the most expensive (average of £843). 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.

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Yes! Cheapflights helps users easily find flights from London City to Chicago with no change fees.

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Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from London City today and book when prices fit your budget.

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