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£58+ 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 11/3. 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 Feb — 6 Mar1
1 adult
1 adult, Economy, 0 bags

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 28 January 2026.

Cheapest airline

Spirit Airlines

Good round-trip deal

£42 or less

Good one-way deal

£25 or less
On average, Spirit Airlines currently has the cheapest one-way flight from Chicago (avg. price of £145).
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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

Enter your travel dates to find the best prices.

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 28 January 2026.

Sun 1/318:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Mon 9/312:35
GLA
-
ORD
1 stop10h 45m
Icelandair
Deal found 26/1£349
Fri 27/218:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Mon 2/312:35
GLA
-
ORD
1 stop10h 45m
Icelandair
Deal found 27/1£356
Wed 11/319:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Wed 18/312:35
GLA
-
ORD
1 stop10h 45m
Icelandair
Deal found 25/1£359
Mon 9/319:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Fri 13/312:35
GLA
-
ORD
1 stop10h 45m
Icelandair
Deal found 25/1£362
Fri 27/218:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Tue 3/312:35
GLA
-
ORD
1 stop10h 45m
Icelandair
Deal found 27/1£363
Sun 8/319:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Thu 12/312:35
GLA
-
ORD
1 stop10h 45m
Icelandair
Deal found 25/1£364
Mon 23/218:30
ORD
-
MAN
1 stop10h 15m
Icelandair
Fri 27/211:55
MAN
-
ORD
1 stop11h 25m
Icelandair
Deal found 27/1£364
Sun 1/318:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Thu 5/312:35
GLA
-
ORD
1 stop10h 45m
Icelandair
Deal found 27/1£368
Tue 24/319:30
ORD
-
GLA
1 stop9h 25m
Icelandair
Tue 31/314:20
GLA
-
ORD
1 stop9h 55m
Icelandair
Deal found 27/1£371
Mon 13/419:25
ORD
-
MAN
1 stop10h 15m
Icelandair
Wed 22/413:05
MAN
-
ORD
1 stop11h 10m
Icelandair
Deal found 25/1£374
Sun 26/419:25
ORD
-
GLA
1 stop12h 00m
Icelandair
Sat 9/514:20
GLA
-
ORD
1 stop9h 55m
Icelandair
Deal found 26/1£376
Fri 3/419:25
ORD
-
GLA
1 stop12h 00m
Icelandair
Mon 13/414:20
GLA
-
ORD
1 stop9h 55m
Icelandair
Deal found 26/1£377

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 28 January 2026. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Heathrow

Route

Depart

Return

Price

ChicagoGlasgow

ORD - GLA

ORDGLA

Chicago O'Hare Intl

Mon 9/3

19:30-09:55

1 stop9h 25m

Glasgow Intl

Tue 17/3

12:35-18:20

1 stop10h 45m

£379

ChicagoGlasgow

ORD - GLA

ORDGLA

Chicago O'Hare Intl

Tue 10/3

19:30-09:55

1 stop9h 25m

Glasgow Intl

Tue 17/3

12:35-18:20

1 stop10h 45m

£379

ChicagoLondon

ORD - LGW

ORDLGW

Chicago O'Hare Intl

Sat 7/2

18:30-10:55

1 stop10h 25m

London Gatwick

Wed 11/2

11:55-17:20

1 stop11h 25m

£379

ChicagoLondon

ORD - LGW

ORDLGW

Chicago O'Hare Intl

Thu 5/3

18:30-10:55

1 stop10h 25m

London Gatwick

Tue 10/3

11:55-18:20

1 stop11h 25m

£379

ChicagoLondon

ORD - LGW

ORDLGW

Chicago O'Hare Intl

Tue 14/4

19:25-14:40

1 stop13h 15m

London Gatwick

Sun 26/4

15:40-21:25

1 stop11h 45m

£390

ChicagoManchester

ORD - MAN

ORDMAN

Chicago O'Hare Intl

Wed 4/3

18:30-11:00

1 stop10h 30m

Manchester

Mon 9/3

21:30-18:40

2 stops26h 10m

£398

ChicagoLondon

ORD - LTN

ORDLTN

Chicago O'Hare Intl

Tue 24/2

18:30-20:05

2 stops19h 35m

London Luton

Thu 5/3

09:00-17:20

2 stops14h 20m

£400

ChicagoLondon

ORD - LGW

ORDLGW

Chicago O'Hare Intl

Wed 22/4

18:00-14:00

1 stop14h 00m

London Gatwick

Wed 29/4

21:15-16:00

2 stops48h 45m

£414

ChicagoLondon

ORD - STN

ORDSTN

Chicago O'Hare Intl

Sun 12/4

14:20-23:25

2 stops27h 05m

London Stansted

Mon 20/4

08:30-12:35

2 stops34h 05m

£420

ChicagoLondon

ORD - LTN

ORDLTN

Chicago O'Hare Intl

Tue 21/4

19:25-12:55

1 stop11h 30m

London Luton

Sun 26/4

06:25-18:15

1 stop17h 50m

£422

Flights are sorted by cheapest return flights first.

Deals found on 26/1

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 23 January 2026.

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 £288). Flying from Chicago in June will prove the most costly (average of £650). 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, Aer Lingus, Finnair, United Airlines. These airlines fly to the following popular destinations: London.

British Airways
British Airways
From £376
American Airlines
American Airlines
From £66
Aer Lingus
Aer Lingus
From £334
Iberia
Iberia
From £363

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 (1,287 flights per day), Detroit (870 flights per day) and Toronto (822 flights per day).

London
London
From £147
Dublin
Dublin
From £198
Istanbul
Istanbul
From £357
Frankfurt am Main
Frankfurt am Main
From £195

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 £21
Fort Lauderdale
Fort Lauderdale
From £24
Orlando
Orlando
From £39
New York
New York
From £51

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
3,099 reviews
Check prices

Overall

7.0

Food

6.4

Crew

7.7

Entertainment

6.6

Boarding

7.2

Comfort

6.8

Reviews

1 / 20
6.0
Good

Anonymous,Dec 2025

LHR - DFW

Transparency. There was a gate change that was not disclosed on my ticket that made the connection to Vegas hurried. Also, it’s a given that for international travel, luggage pickup is required at first port of entry in the US, but please don’t have international employees set the expectation that luggage does not have to be picked up until the final destination. If I followed her instructions, my luggage would have been sitting at my connection now.
Iberia
7.0
Good
3,099 reviews
Iberia
7.0
Good
3,099 reviews
Check prices

Overall

7.0

Food

6.4

Crew

7.7

Entertainment

6.6

Boarding

7.2

Comfort

6.8

Reviews

1 / 20
6.0
Good

Anonymous,Dec 2025

LHR - DFW

Transparency. There was a gate change that was not disclosed on my ticket that made the connection to Vegas hurried. Also, it’s a given that for international travel, luggage pickup is required at first port of entry in the US, but please don’t have international employees set the expectation that luggage does not have to be picked up until the final destination. If I followed her instructions, my luggage would have been sitting at my connection now.
British Airways
6.7
Okay
7,704 reviews
Iberia
7.0
Good
3,099 reviews
Check prices

Overall

7.0

Food

6.4

Crew

7.7

Entertainment

6.6

Boarding

7.2

Comfort

6.8

Reviews

1 / 20
6.0
Good

Anonymous,Dec 2025

LHR - DFW

Transparency. There was a gate change that was not disclosed on my ticket that made the connection to Vegas hurried. Also, it’s a given that for international travel, luggage pickup is required at first port of entry in the US, but please don’t have international employees set the expectation that luggage does not have to be picked up until the final destination. If I followed her instructions, my luggage would have been sitting at my connection now.

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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 28 January 2026.

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

    This month, the top selected destinations from Chicago are Atlanta, Ahmedabad, Mumbai. Throughout the year, Atlanta, Boston, Ahmedabad 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 £297; whereas Chicago Midway airport is typically cheaper if you're flying to Edinburgh, from £421. 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 Spirit Airlines, Frontier, and American Airlines have the cheapest prices from Chicago. Spirit Airlines flights from Chicago to Miami (£49), Frontier flights from Chicago to Atlanta Hartsfield-Jackson (£62), and American Airlines flights from Chicago to London (£116).

  • 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 £297 round trip
    Travel from Chicago to Manchester from £302 round trip
    Travel from Chicago to Edinburgh from £337 round trip
    Travel from Chicago to Glasgow from £349 round trip
    Travel from Chicago to Almaty from £924 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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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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