Can I find cheaper flights to Chicago if I am willing to have stopovers?

Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

What is the best airline to fly to Chicago?

Based on reviews from Cheapflights users, Finnair is rated the highest out of the airlines that fly to Chicago.

What is the cheapest airport to fly to in Chicago?

Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost £92, while return flights cost around £86.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around £86, however they can be found for as little as £86.

Where does the fastest flight to Chicago depart from?

For those looking to save time traveling to Chicago, Edinburgh Turnhouse offers the quickest one-way flight (8 hours 35 minutes).

Does Chicago O'Hare Intl have car hire?

Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

Are there hotels close to Chicago O'Hare Intl?

Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 mi away from Chicago O'Hare Intl).

£410+ Cheap Flights to Chicago, Illinois

Flights to Chicago in 2026

Enter your travel dates to find the best prices.

Cheapest

Best

Direct

Last-minute

One-way

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 4 November 2026.

Fri 20/1121:35 -

2 stops47h 55m

Sun 6/1220:10 -

1 stop13h 35m

Deal found 2/11£516

Thu 3/1207:05 -

2 stops15h 40m

Mon 15/219:10 -

2 stops20h 25m

Deal found 3/11£516

Sun 13/1206:20 -

1 stop15h 10m

Tue 12/118:30 -

2 stops17h 35m

Deal found 31/10£516

Sun 22/1107:45 -

2 stops15h 35m

Thu 3/1218:30 -

2 stops20h 45m

Deal found 31/10£517

Fri 6/1106:00 -

1 stop15h 30m

Fri 13/1120:10 -

1 stop16h 45m

Deal found 31/10£517

Wed 25/1107:30 -

2 stops15h 50m

Mon 7/1218:30 -

2 stops17h 30m

Deal found 30/10£517

Sun 13/1206:20 -

1 stop15h 10m

Mon 11/118:30 -

2 stops31h 20m

Deal found 31/10£517

Mon 23/1107:00 -

2 stops16h 20m

Fri 27/1118:30 -

2 stops19h 00m

Deal found 31/10£517

Sun 8/1106:00 -

1 stop15h 30m

Sun 15/1120:10 -

1 stop19h 25m

Deal found 31/10£517

Sun 22/1107:00 -

2 stops16h 20m

Thu 3/1218:30 -

2 stops21h 30m

Deal found 31/10£517

Wed 18/1108:00 -

2 stops15h 20m

Sun 22/1118:30 -

2 stops19h 10m

Deal found 31/10£518

Mon 23/1107:20 -

2 stops16h 00m

Tue 1/1218:30 -

2 stops21h 30m

Deal found 30/10£518

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 4 November 2026.

Wed 25/1107:30 -

2 stops15h 50m

Mon 7/1218:30 -

2 stops17h 30m

Deal found 30/10£517

Fri 8/107:05 -

2 stops15h 40m

Sun 31/119:10 -

1 stop17h 20m

Deal found 3/11£564

Fri 11/1207:30 -

1 stop18h 35m

Sat 12/1210:30 -

1 stop14h 10m

Deal found 2/11£584

Mon 30/1118:40 -

1 stop27h 35m

Mon 7/1216:10 -

2 stops15h 30m

Deal found 2/11£657

Tue 17/1108:50 -

1 stop11h 20m

Tue 1/1218:30 -

Nonstop8h 05m

Deal found 2/11£661

Tue 1/1206:30 -

2 stops17h 31m

Mon 7/1210:24 -

1 stop14h 41m

Deal found 30/10£670

Mon 7/1211:20 -

1 stop12h 41m

Wed 23/1209:29 -

1 stop15h 21m

Deal found 3/11£687

Tue 17/1117:20 -

1 stop22h 40m

Tue 1/1211:45 -

1 stop16h 10m

Deal found 2/11£703

Mon 23/1111:55 -

1 stop11h 25m

Tue 24/1118:30 -

1 stop10h 25m

Deal found 3/11£999

Fri 20/1107:00 -

2 stops16h 20m

Tue 24/1118:30 -

2 stops21h 30m

Deal found 1/11£538

Mon 14/1210:00 -

2 stops42h 54m

Fri 1/109:29 -

2 stops24h 16m

Deal found 4/11£1,078

Thu 19/1110:20 -

1 stop12h 25m

Sun 29/1119:10 -

1 stop14h 50m

Deal found 3/11£571

Wed 13/121:30 -

2 stops24h 45m

Wed 20/116:25 -

2 stops22h 25m

Deal found 3/11£560

Mon 7/1209:30 -

1 stop16h 35m

Wed 23/1215:45 -

Nonstop8h 10m

Deal found 1/11£641

Mon 7/1216:30 -

Nonstop8h 55m

Wed 23/1218:47 -

1 stop11h 13m

Deal found 4/11£665

Mon 7/1206:30 -

2 stops16h 20m

Tue 22/1209:29 -

1 stop15h 36m

Deal found 31/10£672

Tue 17/1106:40 -

2 stops16h 05m

Tue 8/1210:38 -

2 stops25h 02m

Deal found 30/10£614

Thu 17/1206:15 -

2 stops17h 05m

Mon 4/118:30 -

2 stops17h 30m

Deal found 2/11£572

Wed 13/110:00 -

2 stops17h 52m

Wed 20/113:25 -

2 stops20h 20m

Deal found 3/11£695

Tue 17/1117:20 -

1 stop31h 00m

Tue 8/1211:45 -

1 stop16h 10m

Deal found 30/10£704

Mon 7/1208:40 -

2 stops16h 05m

Wed 23/1209:59 -

1 stop15h 06m

Deal found 3/11£672

Mon 7/1213:30 -

1 stop12h 35m

Tue 22/1215:45 -

Nonstop8h 10m

Deal found 2/11£672

Wed 2/1208:40 -

2 stops16h 05m

Thu 10/1216:25 -

1 stop10h 25m

Deal found 1/11£700

Sat 7/1106:40 -

1 stop16h 05m

Tue 10/1119:10 -

1 stop14h 50m

Deal found 3/11£641

Wed 2/1210:55 -

1 stop37h 25m

Tue 8/1211:45 -

1 stop16h 10m

Deal found 31/10£706

Mon 23/1108:05 -

1 stop15h 15m

Wed 25/1119:00 -

2 stops19h 50m

Deal found 30/10£588

Thu 7/118:40 -

1 stop24h 00m

Tue 2/218:50 -

2 stops17h 50m

Deal found 1/11£789

Wed 13/110:00 -

2 stops18h 17m

Tue 19/110:51 -

2 stops22h 54m

Deal found 3/11£695

Wed 9/1206:30 -

2 stops15h 46m

Sat 25/913:05 -

1 stop12h 20m

Deal found 3/11£702

Sat 7/1117:20 -

1 stop22h 40m

Tue 1/1211:45 -

1 stop16h 10m

Deal found 3/11£714

Find flight deals to Chicago

Return from	£516
One-way from	£410
Popular in	August
Cheapest in	February
Average price	£587
Good round-trip deal	£651 or less
Good one-way deal	£501 or less

TAP AIR PORTUGAL
20/11-6/12
3 total stops
61h 30m total
London to Chicago

Search Deals

1/12-31/12
3 total stops
32h 05m total
London to Chicago

Search Deals

Highest demand for flights based on searches. 10% potential increase in price (£75 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease (£13 potential savings vs. average return price).

Search Deals

Average for return flights in November 2026

Search Deals

Price to beat on a round-trip flight from London to Chicago.

Search Deals

Price to beat on a one-way flight from London to Chicago.

Search Deals

Fly from

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Wed 30/12

05:00-21:20

2 stops22h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£412

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Sat 14/11

21:45-17:20

3 stops25h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£416

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Tue 15/12

09:35-11:33

2 stops31h 58m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£422

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Sat 19/12

18:45-14:10

1 stop25h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£424

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Thu 3/12

18:10-11:33

3 stops47h 23m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£425

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Wed 18/11

09:35-15:30

2 stops59h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£427

LondonChicago

STN London Stansted - ORD Chicago O'Hare Intl

STNORD

London Stansted

Thu 12/11

21:45-17:20

3 stops25h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£428

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 25/1

06:30-18:00

2 stops17h 30m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£443

LondonChicago

LCY London City - ORD Chicago O'Hare Intl

LCYORD

London City

Mon 11/1

09:20-14:25

1 stop11h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£445

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Mon 11/1

10:25-13:45

Nonstop9h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£445

Flights are sorted by cheapest return flights first.

Deals found on 1/11

Showing 1-10 of 60 resultsSorted by cheapest first

...

Best time to book a flight to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.

LON-CHI

LGW-ORD

LHR-ORD

STN-ORD

LTN-ORD

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 to Chicago

LON-CHI

LGW-ORD

LHR-ORD

STN-ORD

LTN-ORD

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 17 minutes. Flights to Chicago from other popular cities in United Kingdom will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Chicago

The most flights from London to Chicago are scheduled on a Monday (43 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (35 on average).

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from London to Chicago are British Airways, Icelandair and Lufthansa.

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Virgin Atlantic, Icelandair and TAP AIR PORTUGAL.

Rainfall in Chicago by month

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

When is the best time to book a flight to Chicago?

The best time to book flights to Chicago is 63 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Chicago

Read through reviews of airlines serving the United States, such as Finnair,Aer Lingus, andIcelandair. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Finnair

7.6

Good

1,416 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Vlad-Valentin,Jan 2026

LHR - YVR

baggage allowance was different between the outgoing and inbound flights

Finnair

7.6

Good

1,416 reviews

Finnair

7.6

Good

1,416 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Vlad-Valentin,Jan 2026

LHR - YVR

baggage allowance was different between the outgoing and inbound flights

Aer Lingus

7.3

Good

1,878 reviews

Finnair

7.6

Good

1,416 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Vlad-Valentin,Jan 2026

LHR - YVR

baggage allowance was different between the outgoing and inbound flights

Icelandair

6.9

Okay

766 reviews

Finnair

7.6

Good

1,416 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Vlad-Valentin,Jan 2026

LHR - YVR

baggage allowance was different between the outgoing and inbound flights

Lufthansa

6.8

Okay

8,299 reviews

Finnair

7.6

Good

1,416 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Vlad-Valentin,Jan 2026

LHR - YVR

baggage allowance was different between the outgoing and inbound flights

British Airways

6.7

Okay

8,283 reviews

Finnair

7.6

Good

1,416 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Vlad-Valentin,Jan 2026

LHR - YVR

baggage allowance was different between the outgoing and inbound flights

FAQs about flying to Chicago

Can I find cheaper flights to Chicago if I am willing to have stopovers?
Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.
What is the best airline to fly to Chicago?
Based on reviews from Cheapflights users, Finnair is rated the highest out of the airlines that fly to Chicago.
What is the cheapest airport to fly to in Chicago?
Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost £92, while return flights cost around £86.
How much is a return flight to Chicago?
A return flight to Chicago will typically cost around £86, however they can be found for as little as £86.
Where does the fastest flight to Chicago depart from?
For those looking to save time traveling to Chicago, Edinburgh Turnhouse offers the quickest one-way flight (8 hours 35 minutes).
Does Chicago O'Hare Intl have car hire?
Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.
Are there hotels close to Chicago O'Hare Intl?
Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 mi away from Chicago O'Hare Intl).

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Find the best flight deals to Chicago

Flights from Pearson Intl to O'Hare Intl

Flights from LaGuardia to O'Hare Intl

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Flights from Newark to O'Hare Intl

Flights from Barcelona-El Prat to O'Hare Intl

Flights from Dublin to O'Hare Intl

Flights from Heathrow to O'Hare Intl

Flights from Charles de Gaulle to O'Hare Intl

Flights from Edinburgh to O'Hare Intl

Fly with Cheapflights

How does Cheapflights help users find flights to Chicago?

Deals for Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago.

Can Cheapflights find flights to Chicago with no change fees?

Need flexible booking options for your flight to Chicago ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Yes, Cheapflights has a feature called Price Alerts, which notifies users when flight prices change. Track prices for your flight to Chicago today and book when you’re ready!

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£410+ Cheap flights to Chicago

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

Flights to Chicago in 2026

Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 4 November 2026.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 4 November 2026.

Best flights to ChicagoDiscover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 4 November 2026.

Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 4 November 2026.

Direct flights to ChicagoExplore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 4 November 2026.

Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 4 November 2026.

Last-minute flights to ChicagoDiscover last-minute flight deals to Chicago. Data last updated 4 November 2026 and is based on user searches.

Discover last-minute flight deals to Chicago. Data last updated 4 November 2026 and is based on user searches.

One-way flights to ChicagoSearch for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 4 November 2026.

Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 4 November 2026.

Find flight deals to Chicago

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One-way from

Popular in

Cheapest in

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Use the filters below to find and compare flights to Chicago that are best for you.

Best time to book a flight to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.

Cheapflights Insights

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 17 minutes. Flights to Chicago from other popular cities in United Kingdom will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Chicago

The most flights from London to Chicago are scheduled on a Monday (43 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (35 on average).

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from London to Chicago are British Airways, Icelandair and Lufthansa.

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Virgin Atlantic, Icelandair and TAP AIR PORTUGAL.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

When is the best time to book a flight to Chicago?

The best time to book flights to Chicago is 63 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Chicago

Read through reviews of airlines serving the United States, such as Finnair,Aer Lingus, andIcelandair. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

FAQs about flying to Chicago

Can I find cheaper flights to Chicago if I am willing to have stopovers?

What is the best airline to fly to Chicago?

What is the cheapest airport to fly to in Chicago?

How much is a return flight to Chicago?

Where does the fastest flight to Chicago depart from?

Does Chicago O'Hare Intl have car hire?

Are there hotels close to Chicago O'Hare Intl?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Find the best flight deals to Chicago

Some of the lowest fares we’ve come across for flights to Chicago.

Airports serving Chicago

Book a flight to or from one of these Chicago airports.

Search flights to Chicago by cabin class

Find flights to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Find the best flight deals from Chicago

Some of the lowest fares we’ve come across for flights from Chicago.

Other flight destinations closest to Chicago

Book a flight to other destinations in United States.

Complete your trip

Reserve a car hire and hotel room to complete your trip to Chicago.

Most traveled routes by our users

Browse our most popular destinations

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Popular United States flight routes

Browse through the most popular flight routes to the United States at this time.

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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How does Cheapflights help users find flights to Chicago?

Why should you use Cheapflights to find cheap flight tickets to Chicago?

Can Cheapflights find flights to Chicago with no change fees?

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

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Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 4 November 2026.

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 4 November 2026.

Direct flights to Chicago
Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 4 November 2026.

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 4 November 2026 and is based on user searches.

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 4 November 2026.