Cheap Flights from Manchester to Chicago from $539

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Flight deals from Manchester to Chicago

Looking for a cheap last-minute deal or the best return flight from Manchester Airport to Chicago? If you want to travel next month, return fares start from $662. Find the lowest prices on one-way and return tickets right here.

Chicago.$539 per passenger.Departing Sat, 15 Aug, returning Sat, 22 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Manchester on Sat, 15 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 22 Aug, arriving in Manchester.Price includes taxes and charges.From $539, select.

Chicago.$542 per passenger.Departing Mon, 26 Oct, returning Wed, 28 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Manchester on Mon, 26 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 28 Oct, arriving in Manchester.Price includes taxes and charges.From $542, select.

Chicago.$662 per passenger.Departing Thu, 23 Jul, returning Wed, 29 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Manchester on Thu, 23 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 29 Jul, arriving in Manchester.Price includes taxes and charges.From $662, select.

Chicago.$700 per passenger.Departing Fri, 11 Dec, returning Mon, 14 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Manchester on Fri, 11 Dec, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 14 Dec, arriving in Manchester.Price includes taxes and charges.From $700, select.

Chicago.$711 per passenger.Departing Tue, 22 Sep, returning Mon, 28 Sep.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Manchester on Tue, 22 Sep, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Mon, 28 Sep, arriving in Manchester.Price includes taxes and charges.From $711, select.

Chicago.$759 per passenger.Departing Wed, 29 Jul, returning Sun, 2 Aug.Return flight with United.Outbound indirect flight with United, departs from Manchester on Wed, 29 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Sun, 2 Aug, arriving in Manchester.Price includes taxes and charges.From $759, select.

Chicago.$809 per passenger.Departing Fri, 31 Jul, returning Fri, 7 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Manchester on Fri, 31 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 7 Aug, arriving in Manchester.Price includes taxes and charges.From $809, select.

Chicago.$816 per passenger.Departing Fri, 11 Sep, returning Sun, 13 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Manchester on Fri, 11 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 13 Sep, arriving in Manchester.Price includes taxes and charges.From $816, select.

Chicago.$948 per passenger.Departing Thu, 25 Jun, returning Tue, 30 Jun.Return flight with United.Outbound indirect flight with United, departs from Manchester on Thu, 25 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 30 Jun, arriving in Manchester.Price includes taxes and charges.From $948, select.

Chicago.$1,140 per passenger.Departing Thu, 25 Jun, returning Wed, 1 Jul.Return flight with United.Outbound indirect flight with United, departs from Manchester on Thu, 25 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Wed, 1 Jul, arriving in Manchester.Price includes taxes and charges.From $1,140, select.

Find the cheapest month to fly from Manchester to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Manchester to Chicago flights are currently cheapest in August.

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Direct flights from Manchester to Chicago

Alternative Manchester to Chicago routes

Looking for the cheapest, fastest or easiest route from Manchester to Chicago? You could fly into the following airports instead.

Manchester to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$537
Cheapest month to fly	August
Average flight time	2 hrs, 45 mins
Most popular airline	Southwest Airlines
Average flights per week	54

Finding cheap flights from Manchester to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are return flights from Manchester to Chicago?

The best price we found for a return flight from Manchester to Chicago is $539. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Manchester to Chicago?

2 hours and 44 minutes is the average flight time from Manchester to Chicago.

Which airlines fly direct from Manchester to Chicago?

Southwest Airlines, American Airlines and Envoy Air fly direct from Manchester to Chicago.

How many flights are there a week from Manchester to Chicago?

As of June 2026, there are 54 flights per week flying from Manchester to Chicago.

When is the cheapest time to fly from Manchester to Chicago?

The cheapest month to fly from Manchester to Chicago is usually August.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Manchester Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from $539.

Which upcoming date is cheapest to fly from Manchester Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Manchester Airport to Chicago on Saturday, 15 August 2026.

Can I get a direct flight from Manchester Airport to Chicago?

Yes – the average flight time is 2 hours and 44 minutes.

How can I get the best flight deal from Manchester Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from Manchester Airport to Chicago with?

Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

Travelling from Manchester-Boston Regional Airport (MHT) to Chicago: what you need to know

Take a direct flight from Manchester-Boston Regional Airport to Chicago and you'll be in the air for an average of 2 hours 25 minutes.
Manchester-Boston Regional Airport is located in Manchester. Based in the UTC-6 timezone, Chicago is one hour behind Manchester.
The busiest route is from Manchester-Boston Regional Airport (MHT) to Chicago O'Hare International Airport (ORD). Choose from nine services every week between these two airports. American Airlines offers a 07:14 departure between MHT and ORD.
For a smooth journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to board your MHT to Chicago flight.
Be prepared for longer queues during popular months like July. Arriving up to four hours in advance for international flights and two hours for a domestic departure will give you plenty of time for security and boarding.
You can book a direct Manchester-Boston Regional Airport to Chicago ticket. Start your trip at MHT and end it at Chicago O'Hare International Airport (ORD).
Keep an eye out for promotions from American Airlines. This carrier has direct flights from Manchester-Boston Regional Airport to Chicago.
MHT is around 8 kilometres from central Manchester. If you're catching a taxi, ride-sharing or driving from the centre, it'll take 10 minutes or so to get there, depending on traffic. If you're using public transport, expect the travel time to be around 30 minutes.
Planning to catch an early flight from Manchester-Boston Regional Airport to Chicago? Avoid rushing to the terminal (and catch some extra z's) by choosing one of these stays near MHT:
Manchester-Boston Regional Airport has a strong on-time performance, making delays less likely. Departures from MHT arrive on schedule 81% of the time.
The address for MHT is One Airport Road.

How to find the cheapest flights from Manchester-Boston Regional Airport (MHT) to Chicago

$269 is currently the best price for a one-way Manchester-Boston Regional Airport to Chicago flight. A return plane ticket starts at $539. These fares may change based on availability and demand.
Booking in advance is often the key to finding a cheap flight from MHT to Chicago. Airlines adjust prices based on demand, so the nearer your departure date, the more it could cost you.
Finding cheap tickets from Manchester-Boston Regional Airport to Chicago is more likely if you can be flexible with your travel dates. Use the 'Whole month' tool to access the lowest prices across every month and snap up an epic deal.
Stay on top of deals for cheap flights from MHT to Chicago by creating a Price Alert. We'll send you an email or notification on the app when a new low fare is offered.
Find an affordable flight from Manchester-Boston Regional Airport to Chicago with the help of our filters. Select your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) is around 27 kilometres from central Chicago. If you're getting a taxi or a ride-share, the drive takes about 30 minutes.
It takes around 45 minutes when travelling by public transport.
Book a hotel close to ORD if you're coming in on a late flight from Manchester-Boston Regional Airport to Chicago. Select one of these accommodation options and make your first night all about rest:
For the best deal, book your ride from Chicago O'Hare International Airport around four weeks ahead of your flight from MHT to Chicago.
ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

After your flight from Manchester-Boston Regional Airport to Chicago has hit the runway, you can reach the city centre in about 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).
If you're travelling on public transport, it'll take around 30 minutes.
You'll find some comfortable places to drop your things at near MDW. Unwind and get cosy after your MHT to Chicago flight at any of these well-located options:
Snap up the best price by booking your ride from MDW four weeks in advance. You can also expect to have a greater selection of vehicles.
Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Chicago Rockford International Airport (RFD) is around 145 kilometres from the centre of Chicago. It'll take you about 1 hour 40 minutes to get to the city centre by ride-share or taxi once you've stepped off your flight from Manchester-Boston Regional Airport to Chicago.
Public transport can take you there in roughly 2 hours.
If you don't want to make the journey to the centre, head for a hotel close to RFD. Settle in at one of these stays after your MHT to Chicago flight:
If you prefer a particular type of vehicle, booking early increases your chances of getting exactly what you want. Secure your ride from RFD a couple of weeks ahead of your flight from Manchester-Boston Regional Airport to Chicago.
Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

It's time to choose your travel dates for your flight from Manchester-Boston Regional Airport to Chicago. July is the most popular month to visit Chicago. If you like a more peaceful vibe, go in January.
Lock in a Manchester-Boston Regional Airport to Chicago plane ticket with a departure in July if you want to explore the city during its warmest month. Expect temperatures to range from 16ºC to 28ºC.
January sees average temperatures of between -12ºC and 3ºC. Search for a cheap ticket from MHT to Chicago around that time if you like cooler conditions.

More about Chicago

When it comes to looking for somewhere to lay your head, you'll find the top stays in Chicago right here. Browse these options once you've booked your flight from Manchester-Boston Regional Airport to Chicago:
There are so many things to explore in this city it can be tricky to work out where to begin. Art Institute of Chicago, Millennium Park and Willis Tower are top sights which should be on any good Chicago itinerary.

Explore more of the United States

You've visited Chicago, now it's time to explore other corners of the United States. Travel around 451 kilometres southeast to Columbus to tick off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, your itinerary will be busy.
Around 257 kilometres southeast of Chicago, Indianapolis is another essential stop in the United States. No visit is complete without checking out Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.