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C$123 Cheap Flights from Manchester to Chicago

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Flight deals from Manchester to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Manchester to Chicago? Find the lowest prices on one-way and round-trip tickets right here.
Chicago.C$246 per passenger.Departing Wed, Sep 10, returning Sat, Sep 13.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Manchester on Wed, Sep 10, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, Sep 13, arriving in Manchester.Price includes taxes and charges.From C$246, select.
Chicago.C$246 per passenger.Departing Mon, Nov 10, returning Thu, Nov 13.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Manchester on Mon, Nov 10, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Thu, Nov 13, arriving in Manchester.Price includes taxes and charges.From C$246, select.
Chicago.C$269 per passenger.Departing Fri, Oct 3, returning Mon, Oct 6.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Manchester on Fri, Oct 3, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, Oct 6, arriving in Manchester.Price includes taxes and charges.From C$269, select.
Chicago.C$273 per passenger.Departing Tue, Aug 26, returning Wed, Sep 3.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Manchester on Tue, Aug 26, arriving in Chicago O'Hare International.Inbound indirect flight with Southwest Airlines, departing from Chicago O'Hare International on Wed, Sep 3, arriving in Manchester.Price includes taxes and charges.From C$273, select.
Chicago.C$283 per passenger.Departing Fri, Dec 5, returning Tue, Dec 9.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Manchester on Fri, Dec 5, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Tue, Dec 9, arriving in Manchester.Price includes taxes and charges.From C$283, select.
Chicago.C$330 per passenger.Departing Thu, Oct 30, returning Sun, Nov 2.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Manchester on Thu, Oct 30, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departing from Chicago Midway on Sun, Nov 2, arriving in Manchester.Price includes taxes and charges.From C$330, select.
Chicago.C$419 per passenger.Departing Thu, Oct 30, returning Mon, Nov 3.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Manchester on Thu, Oct 30, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, Nov 3, arriving in Manchester.Price includes taxes and charges.From C$419, select.
Chicago.C$439 per passenger.Departing Mon, Aug 18, returning Thu, Aug 21.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Manchester on Mon, Aug 18, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Thu, Aug 21, arriving in Manchester.Price includes taxes and charges.From C$439, 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 September.
Jul
from C$1,059
Aug
from C$439
Sep
from C$246
Oct
from C$269
Nov
from C$246
Dec
from C$283
Jan
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Feb
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Mar
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Apr
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May
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Jun
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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 foundC$246
Cheapest month to flyNovember
Average flight time2 hrs, 39 mins
Most popular airlineSouthwest Airlines
Average flights per week64

Finding cheap flights from Manchester to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Manchester to Chicago is C$246. 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.
2 hours and 38 minutes is the average flight time from Manchester to Chicago.
Southwest Airlines, American Airlines and Envoy Air fly direct from Manchester to Chicago.
There are 64 flights per week flying from Manchester to Chicago, as of July 2025.
The cheapest month to fly from Manchester to Chicago is usually November.
If you're flying from Manchester Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the center of Chicago. We've found flights to this airport from C$246.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Manchester Airport to Chicago on Monday, November 10, 2025.
Yes – the average flight time is 2 hours and 38 minutes.
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.
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.
In July, the average temperature is usually around 22°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.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

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

  • The average time for a direct flight from Manchester Boston Regional Airport to Chicago is 2 hours 25 minutes.

  • Manchester Boston Regional Airport is located in Manchester. Based in the UTC-5 timezone, Chicago is one hour behind Manchester.

  • With seven flights a week between the two airports, Manchester Boston Regional Airport (MHT) to O'Hare International Airport (ORD) is the most popular route. Hop on American Airlines's 07:14 flight to get your journey from MHT to ORD underway.

  • To avoid rushing for your MHT to Chicago flight, leave enough time to check in and find your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the general rule.

  • Heading away during a peak period like school or public holidays? Expect longer queues at security and check-in. To be on the safe side, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • You can book a direct Manchester Boston Regional Airport to Chicago ticket. Start your journey at MHT and arrive at O'Hare International Airport (ORD).

  • American Airlines is a leading airline that operates direct flights from Manchester Boston Regional Airport to Chicago.

  • MHT is around 8 kilometres from central Manchester. If you're ride-sharing, catching a cab or driving from the centre, it'll take 20 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the travel time to be around 55 minutes.

  • Want a stress-free start to your vacation? Stay near MHT. Whether you're boarding an early flight from Manchester Boston Regional Airport to Chicago or want to avoid feeling rushed, these hotels are worth a look:

  • Manchester Boston Regional Airport earns top marks for its on-time performance. 81.02% of flights that take off from MHT arrive at their destination as scheduled.

  • MHT is located at One Airport Road.

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

  • C$123 is the cheapest price we've seen for a one-way Manchester Boston Regional Airport to Chicago flight. A round-trip ticket right now is C$246. Depending on when and how early you book, these fares can change.

  • To secure cheap flights from MHT to Chicago, reserve your trip one month ahead of your departure.

  • Organize your trip for May. That's the best month for scoring an incredible deal on Manchester Boston Regional Airport to Chicago tickets. If you're flexible with your dates, use the 'Whole month' tool to find the lowest price across each month.

  • You don't need to keep checking in to find out if fares have dropped when you create a Price Alert. We'll notify you when there's an even bigger deal on cheap flights from MHT to Chicago.

  • Save money on your flight from Manchester Boston Regional Airport to Chicago with the help of our filters. Select your preferred departure time, duration and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from central Chicago. If you're getting a cab or a ride-share, the drive takes about 35 minutes.

  • It typically takes 55 minutes if you're travelling on public transport.

  • The last thing you need is a lengthy journey to your hotel if you're getting in late on a flight from Manchester Boston Regional Airport to Chicago. Check in to one of these accommodation options near ORD instead:

  • Fast-track your adventure by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget and explore beyond Chicago's main sights.

  • Secure the lowest price by booking your ride from O'Hare International Airport about four weeks ahead of your flight from MHT to Chicago.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • After your flight from Manchester Boston Regional Airport to Chicago has arrived, you can reach the city centre in around 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • Travelling by public transport will take about 45 minutes.

  • Hang the 'Do not disturb' sign on your door and relax at a hotel close to MDW. Here are a few options where you can take a load off after your MHT to Chicago flight:

  • No time to waste? The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Collect your wheels from Dollar, Hertz or Budget and be off and running.

  • Avoid potential price surges. Booking your ride four weeks ahead of your arrival at MDW can get you a lower rate.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Set your sights on the city centre after your flight from Manchester Boston Regional Airport to Chicago has touched down. Central Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

  • If you're travelling on public transport, the journey takes around 4 hours 15 minutes.

  • If you don't want to travel to the centre, head for a hotel near RFD. Get settled at one of these stays after your MHT to Chicago flight:

  • Take control of the next part of your trip by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National will get you on the road.

  • If you're hoping for a specific model or make, booking early increases your chances of getting your first choice. Secure your ride from RFD at least a couple of weeks ahead of your flight from Manchester Boston Regional Airport to Chicago.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your dates before booking your flight from Manchester Boston Regional Airport to Chicago. The city buzzes in high season, but hotel prices are generally higher and attractions can be busy. Plan your trip to Chicago in low season if you prefer a quieter vibe.

  • Book a Manchester Boston Regional Airport to Chicago flight ticket with a departure in July if you want to explore the city during its warmest month. Expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from MHT to Chicago around that time if you like travelling in cooler conditions.

More about Chicago

  • When it comes to looking for somewhere to rest your head, you'll find the top stays in Chicago right here. Browse these options after 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 start. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are top sights which should feature on any well-planned Chicago itinerary.

Explore more of United States

  • You've done Chicago, now it's time to discover other parts of United States. Journey around 451 kilometres south-east to Columbus to check off its top sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No trip is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Manchester to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.