$54 Cheap flight deals from Manchester (BOS) to Chicago (CHI)

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This Weekend's Flight Deals from Manchester to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $54 One Way, $108 Round Trip from Manchester to Chicago

Prices starting at $108 for return flights and $54 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

Pendry Chicago
LondonHouse Chicago, Curio Collection by Hilton
JW Marriott Chicago
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Prices and availability subject to change. Additional terms may apply.

More About Flying To Chicago from Manchester

Route Information for Flights from Manchester to Chicago

Origin Airport IATA Code
BOS
Destination Airport IATA Code
CHI
Distance
863 mi
Direct Flight Airlines
American Airlines, KLM, Qatar Airways, JAL, Icelandair, Emirates, Delta Air Lines, Air New Zealand, United Airlines, El Al, Alaska Airlines, JetBlue, Royal Jordanian, SAS, Hawaiian Airlines, Korean Air, ANA, TAP Air Portugal, Virgin Atlantic, British Airways
Earliest Flight Arrival
12:05PM UTC
Latest Flight Arrival
1:53AM UTC

Cheap Flights from Manchester to Chicago

Flying From Manchester-Boston Regional Airport

Orbitz.com has made it easy to find and book flights from Manchester, New Hampshire. Manchester-Boston Regional Airport, located at 1 Airport Rd. within the city of Manchester, has serviced many travelers since its first flight in 1927. Orbitz.com can help you book low-cost flights with airport carriers Delta, Southwest, US Airways and US Airways Express, and United.

Parking at the Airport

All airport parking lots are well lit and patrolled by airport law enforcement. Hourly parking is available in Lot A for $2 per half hour, with a maximum of $24 per day. Daily parking is available in the parking garage for $2 per half hour, with a $17 daily maximum and $85 weekly maximum. Lots C and D offer long-term parking at $10 daily. Both lots offer free shuttles to and from the airport.

Getting to the Airport via Alternate Transportation

There are several options available for those who wish to leave their cars at home. Several shuttle and taxi services offer door-to-door service to the airport. Greyhound buses run daily to Manchester-Boston, and the MTA (Manchester Transit Authority) Route #3 bus services the airport terminals on weekdays for $1.50. Weekend travelers can be taken by taxi from MTA's Canal Street Transportation Center for $15 on weekends.

Eating at the Airport

After you've booked your flight through Orbitz.com, packed your bags, and arrived at the airport, you may have time to find something to eat. If you're in a hurry, stop by The Great American Bagel Company for a quick bagel sandwich. Those who like sweet will find two Dunkin' Donuts restaurants within the airport terminal. Smuttynose Brewing Company, conveniently located near Southwest's gate 15, offers crepes, waffles, and pastries. They'll even wrap them up for you to take along on any flights from Manchester.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

Are there non-stop flights from Manchester to Chicago?
Direct flights are offered by 4 airlines from BOS to ORD, which means you could be booking your memorable getaway within moments. Here are some respected carriers to check out:

  • United Airlines
  • American Airlines
  • Delta
  • JetBlue

What is the shortest flight from Manchester to Chicago?
The quickest flight time from Manchester to Chicago is around 3 hours and 19 minutes. Order a wine from the drink cart, perfect your travel itinerary or get to know your neighbors — you’ll have the time on this medium-haul trip.
What airlines fly from Manchester to Chicago most frequently?
With a decent variety of airlines flying between Manchester and Chicago, you’ll have your choice of rewarding deals. The carriers servicing this route the most frequently are: United Airlines - (UA) with 208 flights every month American Airlines - (AA) with 195 flights every month Delta - (DL) with 147 flights every month JetBlue - (B6) with 56 flights every month
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.