£195 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 25/8. 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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What is the cheapest month to fly to Chicago?
The cheapest month to fly to Chicago from United Kingdom is in February. Flight prices, which tend to average around £427, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from United Kingdom during March instead. Flights to Chicago in March, while not as cheap as those in February, still average around £452.
What is the absolute cheapest flight to Chicago?
The best price found on momondo to Chicago was £101/pp from New York, which is 40% 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.
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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 £608. 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 £665.
What is the cheapest time of day to depart on your flight to Chicago?
Flying to Chicago from United Kingdom in the evening is the least expensive time of day to depart. momondo users have found prices as low as £495 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £664.
Cheapest flights to Chicago
Find the cheapest flights to Chicago from your nearest city or airport
| CHEAPEST MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORT | February | 18% cheaper | Flying from London Heathrow Airport to Chicago costs on average just £441 in February |
| MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORT | August | 22% more expensive | It costs about £652 for flights to Chicago from London Heathrow Airport in August |
| MOST POPULAR MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORT | July | 297% more users visited | More 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 | £195 |
|---|---|
Best Round-Trip Price | £323 |
Fastest flight time | 16h 05m |
Popular in | July |
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 64 days in advance, when prices tend to average £521. However, in the past 72 hours, people saw flights from United Kingdom for as low as £481.
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 Midway Airport where the average price is £170. 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 Union Station?
The closest airport to Union Station is Chicago O'Hare Intl, 15.3 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 June 2025, 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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Popular Flights to Chicago
Popular routes according to searches in the past day on momondo
Cheapest flight routes to Chicago
These routes have the cheapest flights to Chicago found by momondo users in United Kingdom
| Departing | Destination | Best Time | Best Price |
|---|---|---|---|
| London | Chicago | 11h 15m | £323 |
| Manchester | Chicago | 11h 10m | £368 |
| Edinburgh | Chicago | 8h 25m | £441 |
| Newcastle upon Tyne | Chicago | 11h 10m | £450 |
| Birmingham | Chicago | 11h 35m | £479 |
| Liverpool | Chicago | 13h 45m | £500 |
| Glasgow | Chicago | 11h 25m | £521 |
| Leeds | Chicago | 13h 00m | £529 |
| Bristol | Chicago | 11h 35m | £569 |
| Belfast | Chicago | 19h 41m | £593 |
| Cardiff | Chicago | 10h 50m | £606 |
| Southampton | Chicago | 31h 15m | £641 |
| Inverness | Chicago | 13h 45m | £644 |
| Newquay | Chicago | 31h 05m | £690 |
| Grimsby | Chicago | 10h 50m | £798 |
| Darlington | Chicago | 14h 10m | £850 |