$101 Cheap Flights from Manchester (MHT) to Chicago (ORD)

View $101 flight on Tue, Jul 15, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

Cheap Flights from Manchester to Chicago (MHT-ORD)

Prices were available within the past 7 days and start at $101 for one-way flights and $242 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Jul 15 - Wed, Jul 23
MHT
Manchester
ORD
Chicago
$242 Roundtrip, found 10 hours ago
$242
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Jul 15 from Manchester to Chicago, returning Wed, Jul 23, priced at $242 found 10 hours ago
JetBlue Airways
Tue, Jul 15 - Wed, Jul 23
MHT
Manchester
ORD
Chicago
$249 Roundtrip, found 10 hours ago
$249
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Jul 15 from Manchester to Chicago, returning Wed, Jul 23, priced at $249 found 10 hours ago
JetBlue Airways
Thu, Sep 25 - Tue, Sep 30
MHT
Manchester
ORD
Chicago
$255 Roundtrip, found 10 hours ago
$255
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Thu, Sep 25 from Manchester to Chicago, returning Tue, Sep 30, priced at $255 found 10 hours ago
JetBlue Airways
Tue, Jul 15 - Wed, Jul 16
MHT
Manchester
ORD
Chicago
$262 Roundtrip, found 18 hours ago
$262
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Jul 15 from Manchester to Chicago, returning Wed, Jul 16, priced at $262 found 18 hours ago
JetBlue Airways
Thu, Sep 25 - Tue, Sep 30
MHT
Manchester
ORD
Chicago
$263 Roundtrip, found 10 hours ago
$263
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Thu, Sep 25 from Manchester to Chicago, returning Tue, Sep 30, priced at $263 found 10 hours ago
JetBlue Airways
Wed, Jul 16 - Wed, Jul 23
MHT
Manchester
ORD
Chicago
$283 Roundtrip, found 18 hours ago
$283
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Wed, Jul 16 from Manchester to Chicago, returning Wed, Jul 23, priced at $283 found 18 hours ago
JetBlue Airways
Tue, Jul 15 - Wed, Jul 23
MHT
Manchester
ORD
Chicago
$289 Roundtrip, found 10 hours ago
$289
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Jul 15 from Manchester to Chicago, returning Wed, Jul 23, priced at $289 found 10 hours ago
American Airlines
Sat, May 24 - Thu, May 29
MHT
Manchester
ORD
Chicago
$297 Roundtrip, found 1 hour ago
$297
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, May 24 from Manchester to Chicago, returning Thu, May 29, priced at $297 found 1 hour ago
Southwest Airlines
Wed, Jun 4 - Tue, Jun 10
MHT
Manchester
ORD
Chicago
$309 Roundtrip, found 9 hours ago
$309
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Wed, Jun 4 from Manchester to Chicago, returning Tue, Jun 10, priced at $309 found 9 hours ago
United
Sat, May 24 - Thu, May 29
MHT
Manchester
ORD
Chicago
$314 Roundtrip, found 1 hour ago
$314
Roundtrip
found 1 hour ago
Select United flight, departing Sat, May 24 from Manchester to Chicago, returning Thu, May 29, priced at $314 found 1 hour ago
Flights from Manchester (MHT) to Chicago (ORD)
Origin airport
Manchester-Boston Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$242
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 July. 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 $101 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?
Cheap return flights from Manchester-Boston Regional Airport (MHT) to O’Hare Intl. Airport (ORD) start at $301. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving MHT on May 20 2025 and touching down at ORD. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from MHT to ORD?
The cheapest flights from MHT to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 MHT to ORD?
At the moment, the cheapest airline operating one-way flights from MHT to ORD is American Airlines. You can book a seat on this route from $149. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MHT on July 5 2025. Prices were last updated on April 23 2025 and have not changed since.
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.