$143 Cheap Flights from Manchester (MHT) to Chicago (ORD)

View $143 flight on Wed, Nov 19, 2025Opens in a new window

Popular airlines from Manchester-Boston Regional Airport (MHT) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Manchester to Chicago (MHT-ORD)

Prices were available within the past 7 days and start at $143 for one-way flights and $309 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Jan 17 - Sun, Jan 18
MHT
Manchester
ORD
Chicago
$309 Roundtrip, found 6 days ago
$309
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 17 from Manchester to Chicago, returning Sun, Jan 18, priced at $309 found 6 days ago
American Airlines
Sat, Jan 17 - Sun, Jan 18
MHT
Manchester
ORD
Chicago
$313 Roundtrip, found 6 days ago
$313
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 17 from Manchester to Chicago, returning Sun, Jan 18, priced at $313 found 6 days ago
Southwest Airlines
Mon, Dec 8 - Wed, Dec 10
MHT
Manchester
ORD
Chicago
$314 Roundtrip, found 6 days ago
$314
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Mon, Dec 8 from Manchester to Chicago, returning Wed, Dec 10, priced at $314 found 6 days ago
United
Mon, Dec 8 - Mon, Dec 15
MHT
Manchester
ORD
Chicago
$319 Roundtrip, found 4 days ago
$319
Roundtrip
found 4 days ago
Select United flight, departing Mon, Dec 8 from Manchester to Chicago, returning Mon, Dec 15, priced at $319 found 4 days ago
Southwest Airlines
Mon, Dec 8 - Wed, Dec 10
MHT
Manchester
ORD
Chicago
$320 Roundtrip, found 6 days ago
$320
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Mon, Dec 8 from Manchester to Chicago, returning Wed, Dec 10, priced at $320 found 6 days ago
American Airlines
Tue, Dec 9 - Thu, Dec 11
MHT
Manchester
ORD
Chicago
$321 Roundtrip, found 6 days ago
$321
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Dec 9 from Manchester to Chicago, returning Thu, Dec 11, priced at $321 found 6 days ago
United
Mon, Dec 8 - Mon, Dec 15
MHT
Manchester
ORD
Chicago
$324 Roundtrip, found 4 days ago
$324
Roundtrip
found 4 days ago
Select United flight, departing Mon, Dec 8 from Manchester to Chicago, returning Mon, Dec 15, priced at $324 found 4 days ago
Southwest Airlines
Thu, Dec 11 - Mon, Dec 15
MHT
Manchester
ORD
Chicago
$328 Roundtrip, found 6 days ago
$328
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Dec 11 from Manchester to Chicago, returning Mon, Dec 15, priced at $328 found 6 days ago
Southwest Airlines
Mon, Dec 8 - Wed, Dec 10
MHT
Manchester
ORD
Chicago
$329 Roundtrip, found 6 days ago
$329
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Mon, Dec 8 from Manchester to Chicago, returning Wed, Dec 10, priced at $329 found 6 days ago
Southwest Airlines
Mon, Dec 8 - Mon, Dec 15
MHT
Manchester
ORD
Chicago
$330 Roundtrip, found 4 days ago
$330
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Dec 8 from Manchester to Chicago, returning Mon, Dec 15, priced at $330 found 4 days ago

Find the cheapest month to fly from Manchester (MHT) to Chicago (ORD)

September is typically the cheapest month to fly

From $139 - $479 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $547
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $547
Flights from Manchester (MHT) to Chicago (ORD)
Origin airport
Manchester-Boston Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Southwest Airlines, United
Roundtrip price
$308
Distance
840 mi

Manchester to Chicago Flights

The cheapest times to fly from Manchester to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Manchester to Chicago are during the month of January. You can find some of the cheapest flights from Manchester to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Manchester to Chicago

Sunday is one of the best days to book for cheap flights from Manchester to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Manchester to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Manchester to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $143 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Manchester to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Manchester to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $143 or cheap return flight from $309 from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from MHT to ORD is January, when there's less demand. Off-peak months are usually when airlines offer better prices between these airports.
Which airlines fly direct from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD)?
There's no direct route from Manchester, NH (MHT-Manchester-Boston Regional) to O'Hare Intl. Airport (ORD). However, you'll find other airports offering nonstop flights. Board your plane at Logan Intl. Airport (BOS) and travel straight to Chicago without any detours.
What is the cheapest airline that flies from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest MHT to ORD flight.
How many flights per day from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD)?
Nonstop flights from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MHT to ORD?
Usually you'll find the widest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* However, this can vary depending on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from MHT to ORD?
Consider traveling with American Airlines if you'd like to fly straight from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD) without any holdups. This carrier has the strongest track record for punctuality, with an on-time performance of 86%. Want real-time updates? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) without delays, opt for a flight that leaves from Manchester-Boston Regional Airport (MHT) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Manchester-Boston Regional Airport (MHT)?
Midway Intl. Airport (MDW) is the only airport in Chicago with direct flights from Manchester-Boston Regional Airport (MHT). Check out your options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD) last-minute?
Booking your flight from MHT to ORD right before your journey is generally more expensive. But if there's some wiggle room with your travel dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book a MHT to ORD flight and hotel package?
You'll generally save money by securing a MHT to ORD flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After selecting your preferred flights and accommodations, consider other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Manchester-Boston Regional Airport (MHT) to O'Hare Intl. Airport (ORD)?
In most instances, you can cancel or reschedule your MHT to ORD flight. However, additional charges may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you want further details, go to our Customer Service portal.

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*Available to One Key members.