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Flights to Chicago

£233 Cheap flights to Chicago

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 28/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from the United Kingdom to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
06:00 - 21:25
BHX
-
ORD
21h 25m
2 stops
Multiple Airlines Logo
22:25 - 00:55
ORD
-
BHX
20h 30m
2 stops
£401Multiple Airlines
Fri, 17 Apr - Fri, 24 Apr
Scandinavian Airlines Logo
19:30 - 16:10
LHR
-
ORD
26h 40m
1 stop
Scandinavian Airlines Logo
19:15 - 16:00
ORD
-
LHR
14h 45m
1 stop
£421Scandinavian Airlines
Tue, 14 Apr - Mon, 27 Apr
Scandinavian Airlines Logo
19:30 - 16:10
LHR
-
ORD
26h 40m
1 stop
Scandinavian Airlines Logo
19:15 - 16:25
ORD
-
LHR
15h 10m
2 stops
£423Scandinavian Airlines
Thu, 16 Apr - Mon, 27 Apr
Scandinavian Airlines Logo
19:50 - 16:10
LHR
-
ORD
26h 20m
2 stops
Scandinavian Airlines Logo
19:15 - 16:00
ORD
-
LHR
14h 45m
1 stop
£424Scandinavian Airlines
Tue, 14 Apr - Mon, 27 Apr
Icelandair Logo
13:00 - 18:15
LGW
-
ORD
11h 15m
1 stop
Icelandair Logo
19:25 - 14:40
ORD
-
LGW
13h 15m
1 stop
£425Icelandair
Thu, 4 Jun - Tue, 4 Aug
TAP AIR PORTUGAL Logo
19:50 - 16:00
LHR
-
ORD
26h 10m
1 stop
TAP AIR PORTUGAL Logo
18:00 - 22:00
ORD
-
LHR
22h 00m
1 stop
£425TAP AIR PORTUGAL
Tue, 31 Mar - Sun, 12 Apr
Icelandair Logo
13:00 - 18:15
LGW
-
ORD
11h 15m
1 stop
Icelandair Logo
22:25 - 14:40
ORD
-
LGW
10h 15m
1 stop
£426Icelandair
Thu, 4 Jun - Mon, 3 Aug
JetBlue Logo
11:30 - 21:39
EDI
-
ORD
16h 09m
1 stop
JetBlue Logo
08:31 - 09:20
ORD
-
EDI
18h 49m
1 stop
£490JetBlue
Thu, 23 Apr - Thu, 30 Apr
Virgin Atlantic Logo
20:55 - 17:58
LHR
-
MDW
27h 03m
2 stops
Virgin Atlantic Logo
12:52 - 07:15
MDW
-
LHR
12h 23m
1 stop
£534Virgin Atlantic
Mon, 20 Apr - Mon, 27 Apr
Virgin Atlantic Logo
12:25 - 18:36
LHR
-
MDW
12h 11m
1 stop
Virgin Atlantic Logo
09:27 - 07:10
MDW
-
LHR
15h 43m
1 stop
£536Virgin Atlantic
Tue, 21 Apr - Tue, 28 Apr

momondo Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 279,928 searches and data was last updated on 10 March 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

BirminghamChicago

BHX - ORD

BHXORD

Birmingham

Fri 17/4

06:00-21:25

2 stops21h 25m

Chicago O'Hare Intl

Fri 24/4

22:25-00:55

2 stops20h 30m

£401

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 14/4

19:30-16:10

1 stop26h 40m

Chicago O'Hare Intl

Mon 27/4

19:15-16:00

1 stop14h 45m

£421

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 16/4

19:30-16:10

1 stop26h 40m

Chicago O'Hare Intl

Mon 27/4

19:15-16:25

2 stops15h 10m

£423

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 14/4

19:50-16:10

2 stops26h 20m

Chicago O'Hare Intl

Mon 27/4

19:15-16:00

1 stop14h 45m

£424

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 4/6

13:00-18:15

1 stop11h 15m

Chicago O'Hare Intl

Tue 4/8

19:25-14:40

1 stop13h 15m

£425

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 31/3

19:50-16:00

1 stop26h 10m

Chicago O'Hare Intl

Sun 12/4

18:00-22:00

1 stop22h 00m

£425
Fastest return journey

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 4/6

13:00-18:15

1 stop11h 15m

Chicago O'Hare Intl

Mon 3/8

22:25-14:40

1 stop10h 15m

£426

EdinburghChicago

EDI - ORD

EDIORD

Edinburgh Turnhouse

Thu 23/4

11:30-21:39

1 stop16h 09m

Chicago O'Hare Intl

Thu 30/4

08:31-09:20

1 stop18h 49m

£490

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 20/4

20:55-17:58

2 stops27h 03m

Chicago Midway

Mon 27/4

12:52-07:15

1 stop12h 23m

£534

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 21/4

12:25-18:36

1 stop12h 11m

Chicago Midway

Tue 28/4

09:27-07:10

1 stop15h 43m

£536

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from United Kingdom is in September. Flight prices, which tend to average around £429, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Chicago from United Kingdom during February instead. Flights to Chicago in February, while not as cheap as those in September, still average around £432.

What is the absolute cheapest flight to Chicago?

The best price found on momondo to Chicago was £58/pp from New York, which is 65% cheaper than the average flight price to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

See prices from:

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as £622. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Sunday, with ticket prices averaging around £662.

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from United Kingdom at midday is the least expensive time of day to depart. momondo users have found prices as low as £633 when looking at flights departing at midday. Flights in the afternoon are often more expensive, with an average ticket price of £668.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from United Kingdom when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £551 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from United Kingdom for as low as £462 on momondo.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
Find flights from London Heathrow Airport to Milwaukee
CHEAPEST MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORTSeptember19% cheaperFlying from London Heathrow Airport to Chicago costs on average just £440 in September
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORTJuly17% more expensiveIt costs about £636 for flights to Chicago from London Heathrow Airport in July
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORTJuly247% more users visitedMore momondo users searched in flights to Chicago from London Heathrow Airport in July than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

£233

Best Round-Trip Price

£401

Fastest flight time

17h 30m

Popular in

July
The best one-way flight price to Chicago from United Kingdom in the last 72 hours is £233 (Manchester to Chicago O'Hare Intl).
Search Deals
The best round-trip flight price to Chicago from United Kingdom in the last 72 hours is £401 (Birmingham to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from United Kingdom takes 17h 30m (London City to Chicago O'Hare Intl).
Search Deals
July has the highest demand for flights to Chicago, with a 14% price increase on average.
Search Deals

Frequently asked questions about flying to Chicago

When is it best to fly to Chicago to go sightseeing?

When planning your flight to Chicago, consider that the months of May and June are typically considered the best times to visit if you are looking to go sightseeing. That is when the weather is most cooperative. Sights like Grant Park, Magnificent Mile, and Millennium Park are very popular tourist attractions.

How far in advance should I book a flight to Chicago?

The ideal time to book your flight to Chicago is 35 days in advance, when prices tend to average £519. However, in the past 72 hours, people saw flights from United Kingdom for as low as £426.

Is there an alternative airport near Chicago?

Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (9 mi from Chicago city centre) or Chicago Greater Rockford Airport (79 mi from Chicago city centre).

Is there a cheaper alternative to flying into Chicago?

Prices vary based on where travellers are departing from, but on average, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport where the average price is £64. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Near North Side?

Yes, flights to Near North Side are served by Chicago’s Chicago O'Hare Intl airport which is 15.3 mi away.

What’s the closest airport to Grant Park?

The closest airport to Grant Park is Chicago O'Hare Intl, 16.2 mi away.

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago were last updated today.

How many operators does momondo search for flights to Chicago?

As of March 2026, there are 29 operators available to choose from for flights to Chicago.

How old do you have to be to fly to Chicago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal to Chicago?

It is quick and easy to find flights to Chicago on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago with this policy.

How can momondo help me find flights to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Chicago.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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