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£74+ Cheap flights from Chicago

CHI — LHR
16 Nov — 23 Nov1
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 

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Route

Depart

Return

Price

Cheapest return flight

ChicagoLos Angeles

ORD Chicago O'Hare Intl - LAX Los Angeles

ORDLAX

Chicago O'Hare Intl

Wed 2/12

18:10-20:49

Nonstop4h 39m

Los Angeles

Wed 31/12

00:00-02:00

Nonstop0h 00m

£86

ChicagoLos Angeles

ORD Chicago O'Hare Intl - LAX Los Angeles

ORDLAX

Chicago O'Hare Intl

Sat 27/2

07:10-16:02

1 stop10h 52m

Los Angeles

Wed 31/12

00:00-02:00

Nonstop0h 00m

£97

ChicagoLos Angeles

ORD Chicago O'Hare Intl - LAX Los Angeles

ORDLAX

Chicago O'Hare Intl

Sat 5/12

05:30-11:23

1 stop7h 53m

Los Angeles

Wed 31/12

00:00-02:00

Nonstop0h 00m

£97

ChicagoLas Vegas

ORD Chicago O'Hare Intl - LAS Las Vegas Harry Reid Intl

ORDLAS

Chicago O'Hare Intl

Wed 20/1

10:55-13:11

Nonstop4h 16m

Las Vegas Harry Reid Intl

Wed 31/12

00:00-02:00

Nonstop0h 00m

£98

ChicagoLos Angeles

ORD Chicago O'Hare Intl - LAX Los Angeles

ORDLAX

Chicago O'Hare Intl

Sat 16/1

07:35-10:15

Nonstop4h 40m

Los Angeles

Wed 31/12

00:00-02:00

Nonstop0h 00m

£104

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Tue 22/12

17:10-20:15

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

ORD Chicago O'Hare Intl - LGA New York LaGuardia

ORDLGA

Chicago O'Hare Intl

Thu 26/11

06:00-09:09

Nonstop2h 09m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Thu 19/11

13:55-17:00

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Mon 14/12

05:00-08:05

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

ChicagoNew York

MDW Chicago Midway - LGA New York LaGuardia

MDWLGA

Chicago Midway

Tue 15/12

13:55-17:00

Nonstop2h 05m

New York LaGuardia

Wed 31/12

00:00-23:00

Nonstop0h 00m

£112

Flights are sorted by cheapest return flights first.

Deals found on 15/10

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago

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

Travel insights for flights from Chicago

Get recent, data-driven insights about flights from Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago?

Currently, January is the cheapest month in which you can book a flight from Chicago (average of £465). Flying from Chicago in June will prove the most costly (average of £1,038). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago?

Many airlines operate round-trip flights from Chicago: British Airways, Aer Lingus, United Airlines, Icelandair, American Airlines. These airlines fly to the following popular destinations: London.

British Airways
British Airways
From £456
Aer Lingus
Aer Lingus
From £344
Royal Jordanian
Royal Jordanian
From £1,326
United Airlines
United Airlines
From £511

What are popular destinations to fly to from Chicago?

If you’re flying from Chicago, these routes are more frequently taken by airlines New York (1,025 flights per day), Detroit (1,012 flights per day) and Los Angeles (872 flights per day).

London
London
From £273
New York
New York
From £73
Istanbul
Istanbul
From £495
Doha Hamad Intl
Doha Hamad Intl
From £485

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is New York, with prices starting at £73. Explore other affordable destinations below.

New York
New York
From £73
Dallas/Fort Worth
Dallas/Fort Worth
From £99
Mexico City Benito Juarez
Mexico City Benito Juarez
From £123
Los Angeles
Los Angeles
From £133

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

Booking 65 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Airline reviews for flights from Chicago

Check out reviews from past customers who have flown United Airlines and British Airways from Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,383 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.7

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,383 reviews
United Airlines
7.4
Good
10,383 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.7

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
British Airways
6.7
Okay
8,264 reviews
United Airlines
7.4
Good
10,383 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.7

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

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Related info for your journey

  • What are the most popular destinations to fly to from Chicago?

    This month, the top selected destinations from Chicago are Atlanta, Boston, Ahmedabad. Throughout the year, Atlanta, Boston, Mumbai are some of the top choices made by users flying from Chicago.

  • What is the cheapest airport to fly out of Chicago?

    Chicago O'Hare Intl airport offers the cheapest routes to Almaty, from £445; whereas Chicago Midway airport is typically cheaper if you're flying to London, from £655. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What are the cheapest airlines flying from Chicago to anywhere?

    Over the past few days, we've found that Delta, American Airlines, and Aer Lingus have the cheapest prices from Chicago. Delta flights from Chicago to New York (£115), American Airlines flights from Chicago to London (£139), and Aer Lingus flights from Chicago to London (£416).

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently January; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Chicago?

    Check out the cheapest flights from Chicago to embark to:
    Travel from Chicago to London from £445 round trip
    Travel from Chicago to Edinburgh from £461 round trip
    Travel from Chicago to Manchester from £467 round trip
    Travel from Chicago to Almaty from £952 round trip

  • How does Cheapflights help users find flights from Chicago?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chicago today with Cheapflights!

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

    Millions of users choose and trust Cheapflights to book the best flight deals from Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

  • Can Cheapflights find flights from Chicago with no change fees?

    Yes, we can. To see specific flights from Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

    Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

See more FAQs

Fly with Cheapflights

How does Cheapflights help users find flights from Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chicago today with Cheapflights!

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

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago with no change fees?

Yes, we can. To see specific flights from Chicago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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