What is the cheapest month to fly to Chicago?

Currently, January is the cheapest month in which you can book a flight to Chicago . Flying to Chicago in July will prove the most costly. There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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, Icelandair 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 £34, while return flights cost around £81.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around £275, however they can be found for as little as £110.

Where does the fastest flight to Chicago depart from?

For those looking to save time traveling to Chicago, London offers the quickest one-way flight (8 hours 25 minutes).

Which airport is closest to National Museum of Mexican Art?

f being close to National Museum of Mexican Art is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

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).

£390+ Flights to Chicago, Illinois

Flights to Chicago in 2025

Return from	£390
One-way from	£395
Popular in	July
Cheapest in	February
Average price	£434
Good round-trip deal	£492 or less
Good one-way deal	£489 or less

American Airlines
6/12-8/12
3 total stops
37h 30m total
London to Chicago

Search Deals

26/1
2 total stops
55h 20m total
London to Chicago

Search Deals

Highest demand for flights based on searches. 14% potential increase in price (£60 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).

Search Deals

Average for return flights in September 2025

Search Deals

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

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

Search Deals

Find flight deals to Chicago

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 18 September 2025.

Thu 9/1006:50LHR - ORD

2 stops17h 51mAir Canada

Sun 12/1014:08ORD - LHR

1 stop10h 22mAir Canada

Deal found 17/9£390

Tue 28/1006:35LHR - ORD

1 stop13h 35mUnited Airlines

Tue 4/1117:50ORD - LHR

Nonstop8h 05mUnited Airlines

Deal found 17/9£391

Sat 6/1211:20LGW - ORD

1 stop15h 30mAmerican Airlines

Mon 8/1219:07ORD - LGW

2 stops30h 23mAmerican Airlines

Deal found 16/9£391

Thu 25/907:30LHR - ORD

1 stop13h 25mUnited Airlines

Sat 11/1016:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 16/9£391

Mon 17/1121:20STN - ORD

2 stops26h 00mMultiple Airlines

Fri 28/1118:30ORD - STN

2 stops20h 05mMultiple Airlines

Deal found 17/9£391

Thu 9/1014:00LGW - ORD

1 stop23h 34mMultiple Airlines

Wed 15/1018:58ORD - LGW

1 stop33h 02mMultiple Airlines

Deal found 15/9£392

Thu 25/906:50LHR - ORD

1 stop11h 15mUnited Airlines

Mon 29/916:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 16/9£392

Wed 15/1015:30LGW - ORD

2 stops27h 05mMultiple Airlines

Wed 22/1006:40ORD - LGW

1 stop17h 40mMultiple Airlines

Deal found 15/9£393

Thu 2/1008:20LHR - ORD

1 stop13h 25mAmerican Airlines

Tue 7/1014:41ORD - LHR

1 stop11h 24mAmerican Airlines

Deal found 16/9£393

Mon 22/914:00LGW - ORD

1 stop32h 12mMultiple Airlines

Sun 5/1006:00ORD - LGW

1 stop22h 10mMultiple Airlines

Deal found 15/9£393

Thu 25/906:50LHR - ORD

1 stop11h 15mUnited Airlines

Thu 2/1013:00ORD - LHR

1 stop14h 40mUnited Airlines

Deal found 17/9£393

Thu 2/1009:30LHR - ORD

2 stops15h 00mUnited Airlines

Mon 6/1014:39ORD - LHR

1 stop14h 01mUnited Airlines

Deal found 15/9£394

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 18 September 2025.

Mon 6/1014:00LGW - ORD

1 stop33h 53mMultiple Airlines

Sat 11/1018:58ORD - LGW

1 stop33h 12mMultiple Airlines

Deal found 16/9£391

Tue 30/906:50LHR - ORD

2 stops15h 45mUnited Airlines

Tue 7/1018:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 15/9£395

Mon 15/1212:15LHR - ORD

1 stop11h 05mIcelandair

Thu 15/118:30ORD - LHR

1 stop19h 00mIcelandair

Deal found 15/9£396

Sat 6/1208:40LCY - ORD

1 stop13h 40mSWISS

Sun 7/1218:50ORD - LCY

1 stop17h 50mSWISS

Deal found 17/9£408

Fri 3/1009:50LHR - ORD

1 stop11h 55mBritish Airways

Tue 7/1020:40ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 17/9£410

Thu 30/1013:35LHR - ORD

Nonstop9h 25mAustrian Airlines

Thu 6/1117:50ORD - LHR

Nonstop8h 05mAustrian Airlines

Deal found 15/9£412

Sat 6/1208:40LHR - MDW

2 stops15h 38mDelta

Sun 7/1218:40MDW - LHR

2 stops34h 10mDelta

Deal found 15/9£421

Wed 3/1211:45LHR - MDW

2 stops17h 47mVirgin Atlantic

Wed 14/106:00MDW - LHR

1 stop19h 50mVirgin Atlantic

Deal found 16/9£421

Mon 15/1212:15LHR - ORD

1 stop11h 05mIcelandair

Mon 12/118:30ORD - LHR

1 stop10h 20mIcelandair

Deal found 15/9£396

Sat 27/907:45LHR - ORD

2 stops14h 55mUnited Airlines

Tue 7/1018:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 17/9£397

Thu 9/1014:00LGW - MDW

1 stop32h 20mMultiple Airlines

Mon 13/1017:28MDW - LGW

1 stop34h 32mMultiple Airlines

Deal found 16/9£399

Sun 23/1108:40LHR - MDW

2 stops15h 38mDelta

Sun 30/1113:47MDW - LHR

1 stop11h 18mDelta

Deal found 16/9£421

Mon 24/1110:00LHR - MDW

2 stops19h 32mVirgin Atlantic

Sun 30/1113:47MDW - LHR

1 stop11h 18mVirgin Atlantic

Deal found 17/9£422

Sun 14/1212:15LHR - ORD

1 stop11h 05mIcelandair

Mon 12/118:30ORD - LHR

1 stop10h 20mIcelandair

Deal found 15/9£396

Fri 7/1106:30STN - ORD

1 stop17h 25mMultiple Airlines

Mon 10/1119:40ORD - STN

1 stop19h 40mMultiple Airlines

Deal found 16/9£402

Wed 8/1009:25LCY - ORD

2 stops14h 45mSWISS

Mon 20/1019:05ORD - LCY

1 stop11h 25mSWISS

Deal found 17/9£447

Sat 27/908:30LHR - ORD

Nonstop9h 00mUnited Airlines

Mon 6/1018:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 15/9£411

Tue 3/308:40LHR - MDW

2 stops15h 28mDelta

Tue 10/317:59MDW - LHR

1 stop9h 46mDelta

Deal found 15/9£426

Wed 18/206:20LHR - MDW

2 stops18h 14mVirgin Atlantic

Sun 22/213:00MDW - LHR

2 stops14h 00mVirgin Atlantic

Deal found 16/9£430

Thu 9/1014:00LGW - MDW

2 stops40h 24mMultiple Airlines

Thu 16/1011:49MDW - LGW

1 stop16h 11mMultiple Airlines

Deal found 16/9£403

Tue 2/1207:40LHR - ORD

Nonstop9h 20mUnited Airlines

Tue 13/117:50ORD - LHR

Nonstop8h 05mUnited Airlines

Deal found 16/9£412

Fri 27/211:55LGW - ORD

1 stop11h 25mIcelandair

Tue 10/319:30ORD - LGW

1 stop10h 25mIcelandair

Deal found 15/9£425

Mon 2/206:20LHR - MDW

2 stops18h 14mVirgin Atlantic

Mon 16/213:00MDW - LHR

1 stop13h 45mVirgin Atlantic

Deal found 17/9£432

Mon 6/1008:40LHR - MDW

2 stops15h 45mDelta

Mon 13/1019:10MDW - LHR

1 stop12h 00mDelta

Deal found 17/9£432

Wed 8/1009:25LCY - ORD

2 stops14h 45mSWISS

Tue 14/1021:35ORD - LCY

2 stops15h 10mSWISS

Deal found 16/9£481

Tue 14/1010:00LTN - ORD

1 stop15h 00mMultiple Airlines

Tue 21/1015:45ORD - LTN

1 stop11h 40mMultiple Airlines

Deal found 16/9£404

Wed 11/213:35LHR - ORD

Nonstop9h 25mUnited Airlines

Tue 24/221:05ORD - LHR

Nonstop8h 10mUnited Airlines

Deal found 15/9£412

Sun 1/311:55LGW - ORD

1 stop11h 25mIcelandair

Wed 11/319:30ORD - LGW

1 stop10h 25mIcelandair

Deal found 15/9£425

Mon 29/909:40LHR - MDW

2 stops17h 56mVirgin Atlantic

Sun 5/1009:35MDW - LHR

2 stops15h 10mVirgin Atlantic

Deal found 16/9£434

Tue 18/1108:55LHR - MDW

1 stop13h 43mDelta

Wed 26/1112:47MDW - LHR

1 stop14h 13mDelta

Deal found 16/9£434

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 18 September 2025.

Tue 7/1014:10LHR - ORD

Nonstop9h 10mLufthansa

Sun 12/1016:00ORD - LHR

Nonstop8h 20mLufthansa

Deal found 16/9£393

Sat 1/1110:25LHR - ORD

Nonstop9h 20mLufthansa

Sat 8/1115:45ORD - LHR

Nonstop8h 10mLufthansa

Deal found 17/9£396

Fri 7/1114:10LHR - ORD

Nonstop8h 50mBritish Airways

Fri 28/1121:45ORD - LHR

Nonstop7h 50mBritish Airways

Deal found 15/9£397

Sat 1/1114:10LHR - ORD

Nonstop8h 35mBritish Airways

Fri 7/1118:30ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 15/9£398

Thu 6/1114:10LHR - ORD

Nonstop8h 50mBritish Airways

Tue 11/1117:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 16/9£400

Sat 1/1112:35LHR - ORD

Nonstop8h 40mBritish Airways

Sat 15/1117:10ORD - LHR

Nonstop7h 45mBritish Airways

Deal found 17/9£401

Fri 28/1107:40LHR - ORD

Nonstop9h 20mMultiple Airlines

Thu 4/1217:50ORD - LHR

Nonstop8h 05mMultiple Airlines

Deal found 15/9£405

Thu 30/1007:40LHR - ORD

Nonstop9h 20mUnited Airlines

Thu 6/1115:45ORD - LHR

Nonstop8h 10mUnited Airlines

Deal found 15/9£406

Tue 28/1010:25LHR - ORD

Nonstop9h 20mLufthansa

Tue 4/1115:45ORD - LHR

Nonstop8h 10mLufthansa

Deal found 16/9£407

Mon 1/1211:00LHR - ORD

Nonstop8h 50mBritish Airways

Fri 20/220:45ORD - LHR

Nonstop7h 40mBritish Airways

Deal found 14/9£407

Thu 2/1014:25LHR - ORD

Nonstop8h 35mBritish Airways

Sun 5/1022:35ORD - LHR

Nonstop7h 40mBritish Airways

Deal found 16/9£408

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 18 September 2025 and is based on user searches.

Thu 25/907:30LHR - ORD

1 stop13h 25mUnited Airlines

Sat 11/1016:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 16/9£391

Thu 25/906:50LHR - ORD

1 stop11h 15mUnited Airlines

Mon 29/916:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 16/9£392

Thu 25/906:50LHR - ORD

1 stop11h 15mUnited Airlines

Thu 2/1013:00ORD - LHR

1 stop14h 40mUnited Airlines

Deal found 17/9£393

Tue 30/907:45LHR - ORD

2 stops14h 50mUnited Airlines

Sun 5/1016:00ORD - LHR

Nonstop8h 20mUnited Airlines

Deal found 16/9£396

Thu 2/1008:20LHR - ORD

1 stop13h 25mAmerican Airlines

Tue 7/1014:41ORD - LHR

1 stop11h 24mAmerican Airlines

Deal found 16/9£393

Thu 2/1009:30LHR - ORD

2 stops15h 00mUnited Airlines

Mon 6/1014:39ORD - LHR

1 stop14h 01mUnited Airlines

Deal found 15/9£394

Thu 2/1010:40LGW - ORD

1 stop15h 25mAmerican Airlines

Sun 5/1013:31ORD - LGW

1 stop13h 04mAmerican Airlines

Deal found 16/9£396

Mon 6/1014:00LGW - ORD

1 stop33h 53mMultiple Airlines

Sat 11/1018:58ORD - LGW

1 stop33h 12mMultiple Airlines

Deal found 16/9£391

Thu 9/1006:50LHR - ORD

2 stops17h 51mAir Canada

Sun 12/1014:08ORD - LHR

1 stop10h 22mAir Canada

Deal found 17/9£390

Tue 14/1008:50LGW - ORD

1 stop16h 10mMultiple Airlines

Tue 21/1021:15ORD - LGW

1 stop18h 00mMultiple Airlines

Deal found 16/9£395

Tue 14/1010:00LTN - ORD

1 stop15h 00mMultiple Airlines

Tue 21/1015:45ORD - LTN

1 stop11h 40mMultiple Airlines

Deal found 16/9£395

Tue 28/1006:35LHR - ORD

1 stop13h 35mUnited Airlines

Tue 4/1117:50ORD - LHR

Nonstop8h 05mUnited Airlines

Deal found 17/9£391

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 18 September 2025.

Mon 26/114:00LGW - MDW

2 stops55h 20mMultiple Airlines

Deal found 16/9£395

Fri 10/1007:10LGW - ORD

3 stops31h 08mMultiple Airlines

Deal found 16/9£395

Tue 23/1220:05LTN - ORD

2 stops48h 25mMultiple Airlines

Deal found 16/9£395

Fri 31/1021:45STN - ORD

1 stop26h 10mMultiple Airlines

Deal found 17/9£395

Tue 30/921:20LGW - ORD

2 stops24h 50mMultiple Airlines

Deal found 17/9£396

Mon 16/208:50LTN - ORD

1 stop16h 25mMultiple Airlines

Deal found 16/9£396

Mon 29/1221:45STN - ORD

1 stop22h 15mMultiple Airlines

Deal found 16/9£396

Sun 22/214:50LHR - MDW

3 stops38h 35mMultiple Airlines

Deal found 16/9£396

Fri 31/1016:40LGW - MDW

2 stops33h 42mMultiple Airlines

Deal found 16/9£396

Mon 20/1020:05SEN - ORD

3 stops46h 40mMultiple Airlines

Deal found 17/9£396

Tue 14/1010:00LTN - ORD

1 stop15h 00mMultiple Airlines

Deal found 16/9£396

Wed 15/1022:00STN - ORD

1 stop22h 00mMultiple Airlines

Deal found 16/9£396

Fly from

Route

Depart

Return

Price

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 6/10

14:00-17:53

1 stop33h 53m

Chicago O'Hare Intl

Sat 11/10

18:58-10:10

1 stop33h 12m

£391

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 30/9

06:50-16:35

2 stops15h 45m

Chicago O'Hare Intl

Tue 7/10

18:00-08:20

Nonstop8h 20m

£395

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 15/12

12:15-17:20

1 stop11h 05m

Chicago O'Hare Intl

Thu 15/1

18:30-19:30

1 stop19h 00m

£396

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 15/12

12:15-17:20

1 stop11h 05m

Chicago O'Hare Intl

Mon 12/1

18:30-10:50

1 stop10h 20m

£396

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sun 14/12

12:15-17:20

1 stop11h 05m

Chicago O'Hare Intl

Mon 12/1

18:30-10:50

1 stop10h 20m

£396

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 27/9

07:45-16:40

2 stops14h 55m

Chicago O'Hare Intl

Tue 7/10

18:00-08:20

Nonstop8h 20m

£397

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 9/10

14:00-16:20

1 stop32h 20m

Chicago Midway

Mon 13/10

17:28-10:00

1 stop34h 32m

£399

LondonChicago

STN - ORD

STNORD

London Stansted

Fri 7/11

06:30-17:55

1 stop17h 25m

Chicago O'Hare Intl

Mon 10/11

19:40-21:20

1 stop19h 40m

£402

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 9/10

14:00-00:24

2 stops40h 24m

Chicago Midway

Thu 16/10

11:49-10:00

1 stop16h 11m

£403

LondonChicago

LTN - ORD

LTNORD

London Luton

Tue 14/10

10:00-19:00

1 stop15h 00m

Chicago O'Hare Intl

Tue 21/10

15:45-09:25

1 stop11h 40m

£404

Flights are sorted by cheapest return flights first.

Deals found on 16/9

Showing 1-10 of 60 results

...

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.

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

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

The best time to book flights to Chicago is 55 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.

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 6 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.

When is the cheapest time to fly to Chicago?

Users looking for the lowest fares to Chicago should consider flying on Thursday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday afternoons, when prices are usually at their highest.

Weekly flight availability to Chicago

The most flights from London to Chicago are scheduled on a Monday (53 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (47 on average).

What are the most popular airlines that fly to Chicago?

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

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Icelandair, Scandinavian Airlines 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).

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

1,324 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Finnair

7.6

Good

1,324 reviews

Finnair

7.6

Good

1,324 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,May 2025

FRA - DFW

Aer Lingus

7.2

Good

1,277 reviews

Finnair

7.6

Good

1,324 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,May 2025

FRA - DFW

Icelandair

7.0

Good

545 reviews

Finnair

7.6

Good

1,324 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,May 2025

FRA - DFW

Lufthansa

6.8

Okay

7,409 reviews

Finnair

7.6

Good

1,324 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,May 2025

FRA - DFW

British Airways

6.7

Okay

7,367 reviews

Finnair

7.6

Good

1,324 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Anonymous,May 2025

FRA - DFW

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, Icelandair 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 £34, while return flights cost around £81.
How much is a return flight to Chicago?
A return flight to Chicago will typically cost around £275, however they can be found for as little as £110.
Where does the fastest flight to Chicago depart from?
For those looking to save time traveling to Chicago, London offers the quickest one-way flight (8 hours 25 minutes).
Which airport is closest to National Museum of Mexican Art?
f being close to National Museum of Mexican Art is important to you, you’ll want to land at Chicago O'Hare Intl Airport.
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

Popular United States flight routes

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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£390+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.

Flights to Chicago in 2025

Find the latest flights to Chicago in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 858,174 searches and data was last updated on 18 September 2025.

Return from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals to Chicago

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 18 September 2025.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 18 September 2025.

Cheapflights Fare Finder

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

Everything you need to know about your flight to Chicago

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

Use this chart to determine the optimal time to book a return flight from London to Chicago. Price data was last updated on 12 September 2025.

How long is the flight to Chicago?

When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly return from London to Chicago. Price data was last updated on 16 December 2024.

Weekly flight availability to Chicago

What are the most popular airlines that fly to Chicago?

What are the cheapest airlines that fly to Chicago?

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

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

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

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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 18 September 2025.