Cheap flights from London City Airport to Chicago from £391

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 13/2. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — CHI
13 Nov — 20 Nov1
1 adult
1 adult, Economy

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 14 October 2025.

Round-trip from

£454

One-way from

£391

Popular in

July

Cheapest in

February

Average price

£540
SWISS
  • SWISS
  • 10/11-17/11
  • 2 total stops
  • 25h 05m total
  • London to Chicago
Delta
  • Delta
  • 13/2
  • 1 total stop
  • 11h 00m total
  • London to Chicago
Highest demand for flights based on searches. 13% potential increase in price (£62 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Average for round-trip flights in October 2025

Find flight deals from London City to Chicago

Enter your travel dates to find the best prices.

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 14 October 2025.

Mon 10/1109:15LCY - ORD
1 stop13h 05mSWISS
Mon 17/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 13/10£454
Mon 10/1109:50LCY - ORD
1 stop16h 15mLufthansa
Mon 24/1122:35ORD - LCY
1 stop12h 05mLufthansa
Deal found 12/10£459
Tue 11/1109:15LCY - ORD
1 stop13h 05mSWISS
Tue 18/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 12/10£465
Mon 17/1119:10LCY - ORD
1 stop27h 10mSWISS
Mon 1/1218:50ORD - LCY
1 stop12h 00mSWISS
Deal found 14/10£466
Mon 10/1109:15LCY - ORD
1 stop13h 05mSWISS
Mon 24/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 13/10£466
Wed 12/1109:25LCY - ORD
1 stop12h 55mSWISS
Wed 19/1116:10ORD - LCY
1 stop18h 55mSWISS
Deal found 13/10£472
Tue 11/1109:15LCY - ORD
1 stop13h 05mSWISS
Mon 17/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 13/10£475
Tue 18/1109:15LCY - ORD
1 stop13h 05mMultiple Airlines
Wed 26/1116:20ORD - LCY
1 stop10h 45mMultiple Airlines
Deal found 12/10£476
Wed 12/1109:20LCY - ORD
1 stop13h 00mMultiple Airlines
Wed 19/1116:20ORD - LCY
1 stop10h 45mMultiple Airlines
Deal found 14/10£477
Thu 27/1109:20LCY - MDW
2 stops20h 20mVirgin Atlantic
Tue 2/1213:14MDW - LCY
2 stops12h 01mVirgin Atlantic
Deal found 12/10£561
Sat 6/1208:40LCY - MDW
2 stops15h 38mDelta
Mon 8/1209:34MDW - LCY
2 stops40h 36mDelta
Deal found 13/10£582
Fri 28/1108:40LCY - MDW
2 stops15h 38mVirgin Atlantic
Fri 5/1213:14MDW - LCY
2 stops12h 56mVirgin Atlantic
Deal found 14/10£590

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 14 October 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

Wed 7/1

18:10-15:20

1 stop27h 10m

Chicago O'Hare Intl

Wed 14/1

16:10-12:50

1 stop14h 40m

£504

LondonChicago

LCY - ORD

LCYORD

London City

Mon 10/11

19:10-12:45

1 stop23h 35m

Chicago O'Hare Intl

Mon 17/11

21:35-18:40

2 stops15h 05m

£518

LondonChicago

LCY - ORD

LCYORD

London City

Mon 10/11

19:10-12:45

1 stop23h 35m

Chicago O'Hare Intl

Mon 24/11

21:35-17:05

2 stops13h 30m

£518

LondonChicago

LCY - ORD

LCYORD

London City

Thu 27/11

09:40-07:41

2 stops28h 01m

Chicago O'Hare Intl

Mon 1/12

18:50-12:50

1 stop12h 00m

£521

LondonChicago

LCY - ORD

LCYORD

London City

Mon 23/2

09:50-00:30

2 stops20h 40m

Chicago O'Hare Intl

Sat 28/2

18:50-12:40

1 stop11h 50m

£522

LondonChicago

LCY - ORD

LCYORD

London City

Mon 27/10

19:10-13:45

1 stop23h 35m

Chicago O'Hare Intl

Mon 3/11

16:10-12:50

1 stop14h 40m

£522

LondonChicago

LCY - ORD

LCYORD

London City

Mon 27/10

19:10-13:45

1 stop23h 35m

Chicago O'Hare Intl

Tue 4/11

16:10-12:50

1 stop14h 40m

£522

LondonChicago

LCY - ORD

LCYORD

London City

Sat 6/12

08:40-16:20

1 stop13h 40m

Chicago O'Hare Intl

Sun 7/12

18:50-18:40

1 stop17h 50m

£540

LondonChicago

LCY - ORD

LCYORD

London City

Tue 11/11

09:50-23:10

2 stops19h 20m

Chicago O'Hare Intl

Mon 17/11

13:00-09:15

2 stops14h 15m

£543

LondonChicago

LCY - ORD

LCYORD

London City

Wed 12/11

19:10-12:45

1 stop23h 35m

Chicago O'Hare Intl

Wed 3/12

18:10-17:05

2 stops16h 55m

£543

Flights are sorted by cheapest return flights first.

Deals found on 14/10

Showing 1-10 of 33 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 58% 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 £364.

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 14 October 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.

Food

6.9

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.5

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!

Food

6.9

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Entertainment

7.5

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 15h 38m. Fly via SWISS, Delta, or Virgin Atlantic to get the fastest option. There are 3960 mi between London City Airport and Chicago. This flight may include one or multiple stops.

  • 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.

See more FAQs

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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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