Cheap Flights from Chicago to Manchester from $496

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Flight deals from Chicago to Manchester

Looking for a cheap last-minute deal or the best return flight from Chicago to Manchester Airport? If you want to travel next month, return fares start from $598. Find the lowest prices on one-way and return tickets right here.

Manchester.$496 per passenger.Departing Fri, 18 Sep, returning Tue, 22 Sep.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Fri, 18 Sep, arriving in Manchester.Inbound indirect flight with United, departs from Manchester on Tue, 22 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $496, select.

Manchester.$555 per passenger.Departing Fri, 18 Sep, returning Tue, 22 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 18 Sep, arriving in Manchester.Inbound direct flight with Southwest Airlines departs from Manchester on Tue, 22 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $555, select.

Manchester.$582 per passenger.Departing Tue, 30 Jun, returning Wed, 8 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 30 Jun, arriving in Manchester.Inbound direct flight with Southwest Airlines departs from Manchester on Wed, 8 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $582, select.

Manchester.$598 per passenger.Departing Sat, 18 Jul, returning Sat, 18 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 18 Jul, arriving in Manchester.Inbound direct flight with Southwest Airlines departs from Manchester on Sat, 18 Jul, arriving in Chicago Midway.Price includes taxes and charges.From $598, select.

Manchester.$685 per passenger.Departing Mon, 10 Aug, returning Sat, 15 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 10 Aug, arriving in Manchester.Inbound direct flight with Southwest Airlines departs from Manchester on Sat, 15 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $685, select.

Manchester.$711 per passenger.Departing Thu, 12 Nov, returning Sun, 15 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 12 Nov, arriving in Manchester.Inbound direct flight with Southwest Airlines departs from Manchester on Sun, 15 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $711, select.

Manchester.$713 per passenger.Departing Thu, 22 Oct, returning Sun, 25 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 22 Oct, arriving in Manchester.Inbound direct flight with Southwest Airlines departs from Manchester on Sun, 25 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $713, select.

Manchester.$775 per passenger.Departing Fri, 26 Jun, returning Tue, 30 Jun.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Fri, 26 Jun, arriving in Manchester.Inbound indirect flight with Southwest Airlines, departs from Manchester on Tue, 30 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $775, select.

Manchester.$781 per passenger.Departing Mon, 15 Jun, returning Tue, 16 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 15 Jun, arriving in Manchester.Inbound direct flight with Southwest Airlines departs from Manchester on Tue, 16 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $781, select.

Manchester.$972 per passenger.Departing Sat, 13 Mar, returning Sun, 21 Mar.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sat, 13 Mar, arriving in Manchester.Inbound indirect flight with United, departs from Manchester on Sun, 21 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $972, select.

Manchester.$1,050 per passenger.Departing Sun, 26 Jul, returning Sun, 2 Aug.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sun, 26 Jul, arriving in Manchester.Inbound indirect flight with United, departs from Manchester on Sun, 2 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,050, select.

Manchester.$1,861 per passenger.Departing Thu, 22 Apr, returning Sun, 25 Apr.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Thu, 22 Apr, arriving in Manchester.Inbound indirect flight with United, departs from Manchester on Sun, 25 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,861, select.

Find the cheapest month to fly from Chicago to Manchester

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

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Direct flights from Chicago to Manchester

Chicago to Manchester: Alternative routes

Compare routes from Chicago to Manchester below. You may find an airport to fly into that's cheaper, faster, or easier than Manchester.

Chicago to Manchester: Flight information

The things to know before you go.

Cheapest flight found	$496
Cheapest month to fly	September
Average flight time	2 hrs, 20 mins
Most popular airline	Southwest Airlines
Average flights per week	59

Finding cheap flights from Chicago to Manchester: Frequently asked questions

How much are return flights from Chicago to Manchester?

The best price we found for a return flight from Chicago to Manchester is $496. 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 Chicago to Manchester?

2 hours and 20 minutes is the average flight time from Chicago to Manchester.

Which airlines fly direct from Chicago to Manchester?

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

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

As of June 2026, there are 59 flights per week flying from Chicago to Manchester.

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

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

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

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Manchester Airport on Friday, 18 September 2026.

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

Yes – the average flight time is 2 hours and 20 minutes.

How can I find the best flight deal to Manchester?

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 Manchester 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 Manchester?

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

Flying from Chicago to Manchester-Boston Regional Airport (MHT): What you need to know

Your next great adventure starts at one of Chicago's main airports, Chicago O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Manchester-Boston Regional Airport (MHT) leaving from either of these bases.
2 hours 25 minutes is the average duration of a direct Chicago to Manchester-Boston Regional Airport flight.
The timezone in Manchester is UTC-5, which is one hour ahead of Chicago. Manchester-Boston Regional Airport is located in Manchester.
The busiest route is from Chicago O'Hare International Airport (ORD) to Manchester-Boston Regional Airport (MHT). Choose from 9 direct services every week. American Airlines operates a 8am departure between ORD and MHT.
To ensure you get on your flight from Chicago to MHT, leave enough time to check in and find your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the general travel rule.
If you're going away during a popular month like July, be at the airport even earlier. It's smart to arrive up to four hours before an international flight and two hours ahead of a domestic departure. Check-in and security lines are longer during peak periods like Thanksgiving, Christmas and New Year.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

You can jump on a direct flight from Chicago to Manchester-Boston Regional Airport (MHT) leaving from Chicago O'Hare International Airport (ORD).
You can travel on a direct flight from Chicago to Manchester-Boston Regional Airport with American Airlines. This top carrier operates services from ORD.
The preferred choice for passengers flying between ORD and MHT is American Airlines.
American Airlines is the most punctual carrier operating on this route, with 77.27% of its services arriving on schedule.
Located around 27 kilometres from the centre of Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey on public transport will take roughly 45 minutes.
Want a relaxed start to your holiday? Stay near Chicago O'Hare International Airport. Whether you've booked an early flight from Chicago to Manchester-Boston Regional Airport or aren't a fan of being rushed, these hotels are the ideal choice:
70% of flights that leave from Chicago O'Hare International Airport make it to their destination on time.
You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Thinking of flying out of Chicago Midway International Airport (MDW)? Direct Chicago to Manchester-Boston Regional Airport (MHT) plane tickets can be booked from this popular hub.
From MDW, direct flights from Chicago to MHT can be booked with Southwest Airlines.
Southwest Airlines is the most popular choice for travellers flying from MDW to MHT.
The top carrier for punctuality is Southwest Airlines. Its Chicago Midway International Airport to Manchester-Boston Regional Airport flights arrive without delay 70.08% of the time.
Using public transport, you can travel from central Chicago to MDW in about 30 minutes. The airport is roughly 16 kilometres away, and making the journey by car takes approximately 25 minutes.
Want to treat yourself to an extra night away before your Chicago to MHT flight? Unwind in a hotel near Chicago Midway International Airport before your holiday officially begins. These stays have your key waiting:
When it comes to flights staying on schedule, Chicago Midway International Airport has an on-time arrival rate of 76%.
MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

The journey to RFD from central Chicago is around 2 hours by public transport. If you're planning to travel by car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.
Make catching an early Chicago to Manchester-Boston Regional Airport flight the easiest part of your journey. Book a room at one of these hotels near Chicago Rockford International Airport and head to your check-in counter with plenty of time to spare:
The on-time performance rate of RFD is 71%. In other words, that's how often flights from this airport arrive within the expected time frame.
You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Manchester-Boston Regional Airport (MHT)

The last thing you need is a long journey to your hotel if you're arriving on a late flight from Chicago to Manchester-Boston Regional Airport. Check in to one of these accommodation options near MHT instead:
Booking your ride around one week ahead of your Chicago to Manchester-Boston Regional Airport flight can help you get a cheaper deal.
MHT is located at One Airport Road.

Getting from Manchester-Boston Regional Airport (MHT) to central Manchester

Central Manchester is around 8 kilometres from Manchester-Boston Regional Airport. Travel times by car hire or taxi will vary depending on traffic conditions and time of day, so do a little research ahead of your trip.
Travelling on public transport takes around 30 minutes.

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

At the moment, $191 is the best price we've found for a one-way ticket from Chicago to Manchester-Boston Regional Airport. The cheapest price for a return flight is $496. Remember fares may change due to availability at the time of booking.
Booking early is often the key to scoring a cheap flight from Chicago to MHT. Flight prices rise as demand increases, so the closer your departure date, the more you'll likely spend.
If you have some flexibility with your trip dates, use the 'Whole month' tool. It'll show you the cheapest price in each month when searching for your Chicago to Manchester-Boston Regional Airport ticket.
There's no need to search every day to find out if fares have dropped when you set up a Price Alert. We'll let you know when a better deal is available on plane tickets from Chicago to MHT.
Filters make it easier to track down a bargain for your flight from Chicago to Manchester-Boston Regional Airport. Pick the flight times, carriers and stops that make sense for you. Then sort the results by 'Cheapest' to find the lowest price right away.

The best time to fly from Chicago to Manchester-Boston Regional Airport (MHT)

Picture the kind of break you want when picking your flight dates. December is the quietest month to go to Manchester. July is when most people book flights from Chicago to Manchester-Boston Regional Airport (MHT), which may be perfect if you're chasing more action.
Before locking in your Chicago to MHT plane ticket, consider the kind of weather forecast you're hoping for. July is the warmest month in Manchester, with temperatures ranging from 14ºC to 30ºC.
If you want to travel in cooler conditions, look for a cheap ticket from Chicago to Manchester-Boston Regional Airport in January when temperatures are between -12ºC and 4ºC.

More about Manchester

When it comes to looking for somewhere to lay your head, you'll find the most popular stays in Manchester right here. Check out these hotels after locking in your flight from Chicago to Manchester-Boston Regional Airport:
All great journeys should include some sightseeing. Currier Museum of Art, Frank Lloyd Wright's Zimmerman House and Millyard Museum are must-do's during your Manchester adventure.

Explore more of the United States

You've seen Manchester, now it's time to discover other corners of the United States. Journey around 121 kilometres south to Providence to tick off its must-visit sights. From Museum of Natural History and Planetarium to RISD Museum and Howard Phillips Lovecraft Grave, you'll have a full itinerary ahead.
Springfield is another favourite destination in the United States and is around 129 kilometres southwest of Manchester. No trip is complete without dropping by Titanic Museum, Basketball Hall of Fame and Springfield Museums.