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Cheap flights from London City Airport to Chicago from £361

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
LCY — CHI
8 Feb — 15 Feb1
1 adult
1 adult, Economy, 0 bags

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 9 January 2026.

Round-trip from

£417

One-way from

£361

Popular in

July

Cheapest in

February

Average price

£462
SWISS
  • SWISS
  • 22/1-29/1
  • 2 total stops
  • 25h 10m total
  • London to Chicago
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Virgin Atlantic
  • Virgin Atlantic
  • 12/4
  • 1 total stop
  • 25h 30m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£65 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in January 2026
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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 9 January 2026.

Thu 22/109:15LCY - ORD
1 stop13h 05mSWISS
Thu 29/118:50ORD - LCY
1 stop12h 05mSWISS
Deal found 7/1£417
Thu 19/206:50LCY - ORD
2 stops37h 20mBritish Airways
Mon 23/221:00ORD - LCY
1 stop15h 35mBritish Airways
Deal found 7/1£419
Thu 15/109:15LCY - ORD
1 stop13h 05mSWISS
Wed 21/118:50ORD - LCY
1 stop12h 05mSWISS
Deal found 7/1£422
Mon 2/309:15LCY - ORD
1 stop13h 05mSWISS
Sun 8/319:50ORD - LCY
1 stop12h 05mSWISS
Deal found 8/1£425
Fri 23/109:20LCY - ORD
1 stop13h 00mSWISS
Tue 27/118:50ORD - LCY
1 stop16h 15mSWISS
Deal found 7/1£426
Mon 16/209:15LCY - ORD
1 stop13h 05mSWISS
Tue 24/218:50ORD - LCY
1 stop12h 05mSWISS
Deal found 7/1£430
Sat 7/211:25LCY - ORD
1 stop13h 50mBritish Airways
Sun 22/221:00ORD - LCY
1 stop15h 35mBritish Airways
Deal found 8/1£431
Mon 2/306:50LCY - ORD
1 stop13h 10mBritish Airways
Mon 9/320:40ORD - LCY
1 stop11h 00mBritish Airways
Deal found 7/1£434
Wed 11/209:20LCY - ORD
1 stop13h 00mSWISS
Wed 18/218:50ORD - LCY
1 stop12h 05mSWISS
Deal found 7/1£437
Wed 22/406:45LCY - ORD
1 stop13h 15mBritish Airways
Wed 13/515:45ORD - LCY
1 stop12h 35mBritish Airways
Deal found 7/1£441
Sat 21/208:40LCY - MDW
2 stops19h 51mVirgin Atlantic
Sat 28/213:28MDW - LCY
2 stops17h 47mVirgin Atlantic
Deal found 7/1£471
Mon 11/520:15LCY - MDW
2 stops28h 16mVirgin Atlantic
Sun 24/509:30MDW - LCY
2 stops18h 00mVirgin Atlantic
Deal found 8/1£743

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 9 January 2026.
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 19/2

06:50-14:10

2 stops37h 20m

Chicago O'Hare Intl

Mon 23/2

21:00-18:35

1 stop15h 35m

£419

LondonChicago

LCY - ORD

LCYORD

London City

Sat 28/2

11:25-19:15

1 stop13h 50m

Chicago O'Hare Intl

Wed 4/3

15:50-10:25

1 stop12h 35m

£450

LondonChicago

LCY - ORD

LCYORD

London City

Sat 7/2

08:40-14:20

1 stop11h 40m

Chicago O'Hare Intl

Wed 18/2

16:25-09:30

1 stop11h 05m

£468

LondonChicago

LCY - ORD

LCYORD

London City

Sun 22/2

18:55-14:20

1 stop25h 25m

Chicago O'Hare Intl

Sun 1/3

10:35-07:15

2 stops14h 40m

£469

LondonChicago

LCY - ORD

LCYORD

London City

Sat 21/2

08:40-14:20

1 stop11h 40m

Chicago O'Hare Intl

Sat 28/2

12:29-13:15

2 stops18h 46m

£470

LondonChicago

LCY - ORD

LCYORD

London City

Fri 23/1

08:40-14:20

1 stop11h 40m

Chicago O'Hare Intl

Tue 27/1

14:25-09:30

2 stops13h 05m

£470

LondonChicago

LCY - MDW

LCYMDW

London City

Sat 21/2

08:40-22:31

2 stops19h 51m

Chicago Midway

Sat 28/2

13:28-13:15

2 stops17h 47m

£471

LondonChicago

LCY - ORD

LCYORD

London City

Sat 7/2

10:00-20:53

2 stops16h 53m

Chicago O'Hare Intl

Sun 22/2

10:35-07:15

2 stops14h 40m

£472

LondonChicago

LCY - ORD

LCYORD

London City

Thu 5/2

09:20-18:45

2 stops15h 25m

Chicago O'Hare Intl

Thu 12/2

10:35-07:15

2 stops14h 40m

£512

LondonChicago

LCY - ORD

LCYORD

London City

Wed 8/4

09:20-18:00

2 stops14h 40m

Chicago O'Hare Intl

Sun 19/4

16:20-08:50

1 stop10h 30m

£540

Flights are sorted by cheapest return flights first.

Deals found on 8/1

Showing 1-10 of 34 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 59% 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 57m.

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 20m.

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 9 January 2026.
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.
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Food

6.9

Comfort

7.3

Crew

8.2

Overall

7.5

Boarding

7.7

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!
Virgin Atlantic
7.5
Good
678 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Entertainment

7.6

Food

6.9

Comfort

7.3

Crew

8.2

Overall

7.5

Boarding

7.7

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 11h 40m. Fly via British Airways, KLM, 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.

  • 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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Alternative routes for London City to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Fly with Cheapflights

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How does Cheapflights help users find flights from London City to Chicago?

When you search for this flight from London City to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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Can Cheapflights find flights from London City to Chicago with no change fees?

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

Can Cheapflights notify me if prices for flights from London City to Chicago become cheaper?

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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