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£85+ Cheap flights from Chicago

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — LHR
27 Aug — 3 Sep1
1 adult

What to know about flights from Chicago

Discover essential information about flights departing from Chicago, including flight schedules, destinations, airlines operating at the Chicago airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 22 August 2025.

Cheapest airline

Frontier

Good round-trip deal

£43 or less

Good one-way deal

£34 or less
On average, Frontier currently has the cheapest one-way flight from Chicago (avg. price of £120).
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Price to beat on a round-trip flight from Chicago.
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Price to beat on a one-way flight from Chicago.
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Find flights from Chicago

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 22 August 2025.

Fri 19/919:25ORD - LHR
1 stop10h 30mIcelandair
Tue 30/921:25LHR - ORD
1 stop29h 50mIcelandair
Deal found 20/8£374
Wed 3/919:25ORD - LGW
1 stop10h 20mIcelandair
Fri 12/915:40LGW - ORD
1 stop32h 35mIcelandair
Deal found 20/8£374
Sun 28/919:25ORD - LHR
1 stop18h 55mIcelandair
Sun 12/1021:25LHR - ORD
1 stop26h 50mIcelandair
Deal found 21/8£375
Sun 7/919:25ORD - LGW
1 stop13h 15mIcelandair
Tue 16/915:40LGW - ORD
1 stop32h 35mIcelandair
Deal found 21/8£375
Mon 22/919:25ORD - LHR
1 stop10h 30mIcelandair
Sun 5/1021:25LHR - ORD
1 stop26h 50mIcelandair
Deal found 21/8£376
Wed 15/1006:40ORD - LGW
1 stop17h 40mMultiple Airlines
Wed 22/1005:35LGW - ORD
2 stops37h 00mMultiple Airlines
Deal found 22/8£376
Tue 17/216:45ORD - LGW
1 stop12h 05mIberia
Wed 25/211:20LGW - ORD
1 stop16h 26mIberia
Deal found 22/8£376
Tue 21/1019:15ORD - LHR
1 stop17h 15mScandinavian Airlines
Thu 30/1006:40LHR - ORD
1 stop17h 05mScandinavian Airlines
Deal found 19/8£377
Fri 12/919:25ORD - LGW
1 stop13h 15mIcelandair
Wed 17/915:35LGW - ORD
1 stop11h 40mIcelandair
Deal found 21/8£377
Mon 20/1019:15ORD - LHR
1 stop32h 05mScandinavian Airlines
Mon 27/1018:05LHR - ORD
2 stops56h 00mScandinavian Airlines
Deal found 20/8£378
Tue 9/919:25ORD - LGW
1 stop13h 15mIcelandair
Thu 18/915:40LGW - ORD
1 stop32h 35mIcelandair
Deal found 21/8£378
Mon 1/922:15ORD - LHR
1 stop16h 05mIcelandair
Wed 17/913:05LHR - ORD
1 stop14h 10mIcelandair
Deal found 21/8£379

Find flights from Chicago within your budget

 
Find flights departing from Chicago that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 22 August 2025. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Heathrow

Route

Depart

Return

Price

ChicagoLondon

ORD - STN

ORDSTN

Chicago O'Hare Intl

Thu 6/11

19:20-23:20

3 stops22h 00m

London Stansted

Sun 9/11

06:30-16:45

2 stops16h 15m

£376

ChicagoLondon

ORD - LTN

ORDLTN

Chicago O'Hare Intl

Wed 5/11

19:20-21:40

2 stops20h 20m

London Luton

Sun 16/11

13:10-16:45

2 stops33h 35m

£379

ChicagoLondon

ORD - STN

ORDSTN

Chicago O'Hare Intl

Mon 10/11

19:20-21:20

2 stops20h 00m

London Stansted

Fri 14/11

15:15-16:45

2 stops31h 30m

£379

ChicagoLondon

ORD - STN

ORDSTN

Chicago O'Hare Intl

Wed 12/11

19:20-20:35

2 stops19h 15m

London Stansted

Tue 18/11

18:50-16:45

2 stops27h 55m

£381

ChicagoGlasgow

ORD - GLA

ORDGLA

Chicago O'Hare Intl

Thu 2/10

19:25-13:25

1 stop12h 00m

Glasgow Intl

Thu 16/10

14:20-18:15

1 stop9h 55m

£382

ChicagoGlasgow

ORD - GLA

ORDGLA

Chicago O'Hare Intl

Thu 30/10

19:30-09:55

1 stop9h 25m

Glasgow Intl

Sun 2/11

12:35-17:20

1 stop10h 45m

£382

ChicagoGlasgow

ORD - GLA

ORDGLA

Chicago O'Hare Intl

Fri 28/11

18:30-09:55

1 stop9h 25m

Glasgow Intl

Sat 6/12

12:35-17:20

1 stop10h 45m

£382

ChicagoGlasgow

ORD - GLA

ORDGLA

Chicago O'Hare Intl

Tue 28/10

19:30-09:55

1 stop9h 25m

Glasgow Intl

Mon 3/11

12:35-17:20

1 stop10h 45m

£382

ChicagoLondon

ORD - LTN

ORDLTN

Chicago O'Hare Intl

Mon 27/10

20:20-18:15

2 stops16h 55m

London Luton

Sun 9/11

14:35-16:45

2 stops32h 10m

£383

ChicagoLondon

ORD - STN

ORDSTN

Chicago O'Hare Intl

Wed 5/11

19:20-22:50

2 stops21h 30m

London Stansted

Sun 16/11

06:30-16:45

2 stops16h 15m

£384

Flights are sorted by cheapest return flights first.

Deals found on 21/8

Showing 1-10 of 60 results
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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
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.

Travel insights for flights from Chicago

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

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

Use this chart to determine the optimal time to book a return flight from Chicago to Heathrow. Price data was last updated on 8 August 2025.

Booking 68 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.

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

Currently, May is the cheapest month in which you can book a flight from Chicago (average of £292). Flying from Chicago in June will prove the most costly (average of £668). 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, Iberia, Finnair, Aer Lingus, Lufthansa. These airlines fly to the following popular destinations: London.

British Airways
British Airways
From £440
Iberia
Iberia
From £564
American Airlines
American Airlines
From £91
Aer Lingus
Aer Lingus
From £480

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 (1,595 flights per day), Detroit (1,084 flights per day) and Los Angeles (725 flights per day).

London
London
From £379
New York
New York
From £43
Toronto
Toronto
From £50
Istanbul
Istanbul
From £420

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Palm Beach Intl, with prices starting at £21. Explore other affordable destinations below.

Palm Beach Intl
Palm Beach Intl
From £29
New York
New York
From £43
Detroit
Detroit
From £46
Orlando
Orlando
From £50

Airline reviews for flights from Chicago

Get insights into the airlines that provide service from Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Chicago. In the last 7 days, Cheapflights users made a total of 858,174 searches.
Check out reviews from past customers who have flown Iberia 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.
Iberia
7.0
Good
2,884 reviews
Check prices

Overall

7.0

Entertainment

6.6

Food

6.3

Boarding

7.1

Crew

7.6

Comfort

6.7

Reviews

1 / 20
10.0
Excellent

David,May 2025

MAD - JFK

Cabin temperature was ideal .. food and snacks were fresh and flavorful. Crew were attentive and friendly Flight was smooth and very little turbulence.
Iberia
7.0
Good
2,884 reviews
Iberia
7.0
Good
2,884 reviews
Check prices

Overall

7.0

Entertainment

6.6

Food

6.3

Boarding

7.1

Crew

7.6

Comfort

6.7

Reviews

1 / 20
10.0
Excellent

David,May 2025

MAD - JFK

Cabin temperature was ideal .. food and snacks were fresh and flavorful. Crew were attentive and friendly Flight was smooth and very little turbulence.
British Airways
6.7
Okay
7,292 reviews
Iberia
7.0
Good
2,884 reviews
Check prices

Overall

7.0

Entertainment

6.6

Food

6.3

Boarding

7.1

Crew

7.6

Comfort

6.7

Reviews

1 / 20
10.0
Excellent

David,May 2025

MAD - JFK

Cabin temperature was ideal .. food and snacks were fresh and flavorful. Crew were attentive and friendly Flight was smooth and very little turbulence.

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Related info for your journey

Access useful and relevant information related to your journey from Chicago. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 22 August 2025.

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

    This month, the top selected destinations from Chicago are Boston, Atlanta, Athens. 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 £276; whereas Chicago Midway airport is typically cheaper if you're flying to London, from £395. 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 Frontier, Spirit Airlines, and American Airlines have the cheapest prices from Chicago. Frontier flights from Chicago to Atlanta Hartsfield-Jackson (£39), Spirit Airlines flights from Chicago to Los Angeles (£50), and American Airlines flights from Chicago to London (£118).

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently May; 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 £276 round trip
    Travel from Chicago to Edinburgh from £359 round trip
    Travel from Chicago to Glasgow from £382 round trip
    Travel from Chicago to Almaty from £944 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.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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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