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Amazing BOS to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $50 round trip and $25 one way. Prices and availability subject to change. Additional terms may apply.

Flight Schedule for BOS to ORD

Carrier Flight Depart BOS Arrive ORD Sat
12/5
Sun
12/6
Mon
12/7
Tue
12/8
Wed
12/9
Thu
12/10
Fri
12/11
Stops
AA 604 05:21 am 07:19 am Check fare - Check fare - Check fare Check fare Check fare 0 stop(s)
UA 774 06:15 am 08:00 am Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)
AA 798 10:18 am 12:16 pm Check fare - Check fare - Check fare Check fare Check fare 0 stop(s)
UA 1251 11:15 am 12:59 pm Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)
UA 503 03:25 pm 05:10 pm Check fare Check fare Check fare Check fare Check fare Check fare Check fare 0 stop(s)
AA 4953 03:33 pm 05:29 pm Check fare - - - - - - 0 stop(s)
AA 4910 05:21 am 07:21 am - Check fare - - - - - 0 stop(s)
B6 311 09:04 am 10:56 am - Check fare Check fare - - Check fare Check fare 0 stop(s)
AA 818 03:33 pm 05:35 pm - Check fare Check fare - Check fare Check fare Check fare 0 stop(s)

Best O'Hare Intl. Flight and Hotel Packages

O'Hare Intl. flight + hotel packages - economy flights

FAQs about flights from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD)

Are there direct flights from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-OHare Intl.)?

Multiple airlines offer direct flights from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-OHare Intl.). Among these are American Airlines and United Airlines — start with these if you need to arrive at your destination with minimal fuss.

If I am not able to travel due to COVID-19, can I change my booking to a later date?

For more info about changing your flight to Chicago, IL (ORD-O'Hare Intl.), please visit our Customer Service Portal.

How long is the flight from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

With the flight from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.) taking around 3 hours and 29 minutes, there'll be time to get things done in the air. Make good use of your journey by bringing that book you've always wanted to read, exploring the in-flight entertainment or taking a nice long nap. You may even find you can squeeze in all three before landing.

What is the flight distance from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

With a flight distance of just 901 mi, a newspaper or your favorite TV show is all you'll really need to keep yourself amused from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.). You'll be stepping off the plane and throwing yourself into exciting adventures before you know it.

What airlines fly from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

If you're searching for direct flights from Boston, MA (BOS-Logan Intl.) to Chicago, IL (ORD-O'Hare Intl.), you don't have to worry about choice. We've listed some of the leading airlines that advertise nonstop services on this route:

  • United Airlines - (UA) with 207 flights every month
  • American Airlines - (AA) with 212 flights every month
  • JetBlue Airways - (B6) with 84 flights every month
  • Delta Air Lines - (DL) with 183 flights every month
What is the best day to buy a plane ticket?

This just in! Airfares offered on Tuesdays tend to be the cheapest, according to flight demand on Travelocity in 2019. Wednesday and Friday prices are also good, but you may want to prepare your budget if booking on a Monday, as data shows the start of the week is when prices are generally at their highest.

What are the cheapest days to fly?

Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2019, flights departing on a Tuesday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.

How far in advance can you book a flight?

Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2019 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 1-2 weeks prior to their travel dates.

How can I save money on airline tickets?

We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travelers who booked flights on Travelocity in 2019 saved nearly 50% when their return flights consisted of two different airlines or fare types.

*According to flight demand on Travelocity.com from January to December 2019. Savings are subject to change based on departure location, date and destination.

Logan Intl. to O'Hare Intl. Flight FAQ

Traveling FromLogan Intl.
Traveling ToO'Hare Intl.
Shortest Flight Time0 hours 44 mins
Earliest Departure Time5:21AM CST
Latest Departure Time3:33PM CST
Lowest Flight Price$50

Boston to Chicago Carriers and Route Information

Flight path for flights from Logan International Airport to O'Hare International Airport


Distance:
869.00 miles


Airlines & Aircraft Used on BOS to ORD Flight Routes


Airline Carrier
Aircraft
American Airlines
Airbus A320-100/200
American Airlines
Airbus A320-100/200
American Airlines
Airbus A320-100/200
American Airlines
Beechcraft 1900/1900C/1900D
Delta Air Lines
Airbus A319
Delta Air Lines
Airbus A320-100/200
Delta Air Lines
Airbus A320-100/200
Delta Air Lines
Airbus A321-100/200
Delta Air Lines
Boeing 737-200 pax
Delta Air Lines
Boeing 737-300 pax
Delta Air Lines
Boeing 737-700 (winglets) pax
Delta Air Lines
Boeing 757 all pax models
Jet Airways (India)
Embraer RJ145 Amazon
JetBlue Airways
Airbus A319
JetBlue Airways
Airbus A330-300
JetBlue Airways
Boeing 737-700 pax
JetBlue Airways
Boeing 737-800 pax

Popular Flight Routes from Boston (BOS)

Travelers at BOS love to visit these top cities. Roam to the top destinations from Boston (BOS) today with the cheap prices from Travelocity!

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago(ORD) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.