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£65+ Cheap flights from Chicago

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 16/5. 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
17 Apr — 24 Apr1
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 12 April 2025.

Cheapest airline

Frontier

Good round-trip deal

£40 or less

Good one-way deal

£28 or less
On average, Frontier currently has the cheapest one-way flight from Chicago (avg. price of £114).
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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 12 April 2025.

Sun 29/605:51ORD - LGA
Nonstop2h 09mSpirit Airlines
Sat 5/718:30LGA - ORD
Nonstop2h 35mSpirit Airlines
Deal found 11/4£93
Tue 6/508:45ORD - JFK
1 stop6h 42mJetBlue
Tue 6/520:00JFK - ORD
Nonstop2h 54mJetBlue
Deal found 10/4£93
Sun 25/508:00ORD - LGA
Nonstop2h 18mUnited Airlines
Wed 28/521:30LGA - ORD
Nonstop2h 39mUnited Airlines
Deal found 10/4£105
Wed 21/507:00ORD - LGA
Nonstop2h 12mDelta
Sun 25/514:45LGA - ORD
Nonstop2h 43mDelta
Deal found 10/4£117
Sat 17/516:44ORD - JFK
Nonstop2h 16mAmerican Airlines
Wed 28/509:00JFK - ORD
Nonstop3h 09mAmerican Airlines
Deal found 10/4£118
Tue 20/507:00ORD - JFK
Nonstop2h 25mDelta
Sat 24/519:30JFK - ORD
Nonstop3h 03mDelta
Deal found 10/4£120
Tue 20/517:48ORD - JFK
1 stop5h 47mFrontier
Sat 24/511:00JFK - ORD
1 stop9h 48mFrontier
Deal found 10/4£138
Sun 4/507:00ORD - LGA
1 stop7h 55mSouthwest
Wed 7/506:00LGA - ORD
1 stop10h 00mSouthwest
Deal found 10/4£144
Wed 14/513:30ORD - HOU
1 stop7h 47mDelta
Wed 21/514:45HOU - ORD
1 stop6h 35mDelta
Deal found 10/4£166
Wed 7/507:30ORD - HOU
1 stop5h 10mSouthwest
Sat 10/516:10HOU - ORD
1 stop6h 55mSouthwest
Deal found 10/4£175
Tue 29/406:45ORD - LGA
1 stop4h 22mAmerican Airlines
Fri 2/506:00LGA - ORD
Nonstop2h 36mAmerican Airlines
Deal found 10/4£178
Thu 15/520:05ORD - HOU
1 stop15h 28mSun Country Air
Sun 18/509:10HOU - ORD
1 stop8h 17mSun Country Air
Deal found 10/4£226

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 12 April 2025. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Heathrow

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sun 29/6

05:51-09:00

Nonstop2h 09m

New York LaGuardia

Sat 5/7

18:30-20:05

Nonstop2h 35m

£93

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 6/5

08:45-16:27

1 stop6h 42m

New York John F Kennedy Intl

Tue 6/5

20:00-21:54

Nonstop2h 54m

£93

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sun 25/5

08:00-11:18

Nonstop2h 18m

New York LaGuardia

Wed 28/5

21:30-23:09

Nonstop2h 39m

£105

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 6/5

19:47-10:00

1 stop13h 13m

New York LaGuardia

Thu 8/5

06:30-11:43

1 stop6h 13m

£116

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 21/5

07:00-10:12

Nonstop2h 12m

New York LaGuardia

Sun 25/5

14:45-16:28

Nonstop2h 43m

£117

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 17/5

16:44-20:00

Nonstop2h 16m

New York John F Kennedy Intl

Wed 28/5

09:00-11:09

Nonstop3h 09m

£118

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 20/5

07:00-10:25

Nonstop2h 25m

New York John F Kennedy Intl

Sat 24/5

19:30-21:33

Nonstop3h 03m

£120

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 20/5

17:48-00:35

1 stop5h 47m

New York John F Kennedy Intl

Sat 24/5

11:00-19:48

1 stop9h 48m

£138

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Sun 4/5

07:00-15:55

1 stop7h 55m

New York LaGuardia

Wed 7/5

06:00-15:00

1 stop10h 00m

£144

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 14/5

13:30-21:17

1 stop7h 47m

Houston Hobby

Wed 21/5

14:45-21:20

1 stop6h 35m

£166

Flights are sorted by cheapest return flights first.

Deals found on 10/4

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 4 April 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, February is the cheapest month in which you can book a flight from Chicago (average of £358). Flying from Chicago in June will prove the most costly (average of £521). 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, Lufthansa, United Airlines. These airlines fly to the following popular destinations: London.

British Airways

British Airways

From £440

Iberia

Iberia

From £573

Spirit Airlines

Spirit Airlines

From £76

United Airlines

United Airlines

From £176

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 (1,593 flights per day), Detroit (1,208 flights per day) and Los Angeles (661 flights per day).

London

London

From £384

New York

New York

From £74

Oklahoma City Will Rogers World

Oklahoma City Will Rogers World

From £447

Miami

Miami

From £41

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 £22. Explore other affordable destinations below.

Palm Beach Intl

Palm Beach Intl

From £29

Monterrey Gen Mariano Escobedo

Monterrey Gen Mariano Escobedo

From £37

Charlotte Douglas

Charlotte Douglas

From £41

Miami

Miami

From £41

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.
Delta
8.0
Very Good
7,912 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very Good
7,912 reviews
Delta
8.0
Very Good
7,912 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
KLM
7.8
Good
1,321 reviews
Delta
8.0
Very Good
7,912 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Finnair
7.6
Good
1,269 reviews
Delta
8.0
Very Good
7,912 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
SWISS
7.5
Good
1,575 reviews
Delta
8.0
Very Good
7,912 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air France
7.4
Good
1,428 reviews
Delta
8.0
Very Good
7,912 reviews
Check prices

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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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 12 April 2025.

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

    This month, the top selected destinations from Chicago are Atlanta, Boston, Barcelona-El Prat Airport. 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 San Juan, from £108; whereas Chicago Midway airport is typically cheaper if you're flying to Edinburgh, from £479. 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 Porter Airlines have the cheapest prices from Chicago. Frontier flights from Chicago to Denver Intl (£35), Spirit Airlines flights from Chicago to Las Vegas Harry Reid Intl (£51), and Porter Airlines flights from Chicago to Toronto (£76).

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently February; 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 New York from £108 round trip
    Travel from Chicago to Houston from £142 round trip
    Travel from Chicago to Dallas from £256 round trip
    Travel from Chicago to London from £384 round trip
    Travel from Chicago to Glasgow from £408 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

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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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