ORD to BOS (Chicago to Boston) Flights

Last Minute Flights from ORD to BOS

Best airfare and ticket deals for ORD to BOS flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDBostonMay 4 to May 8$222
*Prices include taxes and fees

Cheapest ORD to BOS Flights

Best airfare and ticket deals for ORD to BOS flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDBostonAugust 21 to August 27$75
ORDBostonAugust 14 to August 21$127
ORDBostonAugust 14 to August 21$127
ORDBostonAugust 21 to August 27$127
*Prices include taxes and fees
ORD to BOS Flight Details
Origin airport
O'Hare Intl.
Origin airport IATA code
ORD
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Distance
863 mi

Frequently asked questions

Which airlines with flights from O'Hare International Airport to Logan International Airport allow free cancellation due to COVID-19?
Flexible airfares from ORD to Logan International Airport are easily located with our handy filter tool. Exactly what COVID-19 related changes are covered is detailed in each fare’s policies. Just enter your preferred dates, origin and destination, then select the “No change fee” box. It’s located to the left of your screen underneath the “Flexible change policies” subheading.
What airlines fly direct from ORD to Boston, MA Airport (BOS-Logan Intl.)?
If you’re looking to travel from ORD to Boston, MA Airport (BOS-Logan Intl.) without swapping planes, book a seat with any of these top carriers:
  • United Airlines (UA)
  • American Airlines (AA)
  • Delta (DL)
  • JetBlue (B6)
How many flights are there from ORD to BOS?
There are roughly 20 flights every day from Chicago, IL Airport (ORD-O’Hare Intl.) to Boston, MA Airport (BOS-Logan Intl.), so you have no shortage of ways to get to Boston. Just find a date and time that works with your schedule and lock in your fare.
How long does it take to fly from Chicago, IL Airport (ORD-O'Hare Intl.) to Boston, MA Airport (BOS-Logan Intl.)?
From Chicago, IL Airport (ORD-O’Hare Intl.), it’s an easy 2 hours and 25 minutes to Boston, MA Airport (BOS-Logan Intl.). Don’t get too comfortable in your seat — you’ll be disembarking the plane in next to no time.
What is the flight distance from Chicago, IL Airport (ORD-O'Hare Intl.) to Boston, MA Airport (BOS-Logan Intl.)?
Covering just 860 miles (1400 km), the short-haul journey from Chicago, IL Airport (ORD-O’Hare Intl.) to Boston, MA Airport (BOS-Logan Intl.) is a real breeze. Spend your journey thinking about what you want to explore once you arrive in Boston.
How many morning flights are there from ORD to BOS?
Get ready to take to the skies aboard one of the 61 morning flights from ORD to BOS available every week.
  • You can set out at 12:15PM if you fly with United Airlines (UA). It offers 21 weekly flights from ORD to BOS.
  • American Airlines (AA) is another popular option. This carrier has 20 morning flights, with the earliest departing at 12:30PM.
  • Fly before midday with Delta (DL) and you’ll have about 14 flights every week to take your pick of. 12:00PM is the first flight of the day from ORD to BOS.
How many afternoon flights are there from ORD to BOS?
Jet off on one of the 80 afternoon and evening flights from ORD to BOS every week.
  • Think about reserving your ticket with United Airlines (UA). It offers 27 flights per week that leave after noon. The earliest service is 12:50AM.
  • You can also pick from the 26 afternoon and evening flights provided by American Airlines (AA) each week. 12:10AM is the first scheduled departure.
  • Alternatively, fasten your seat belt with Delta (DL). This airline has 20 flights per week after midday, with the earliest leaving at 12:59AM.
What is the earliest departure time out of Chicago to Boston?
Head out from ORD at 7:00AM and come in for landing at BOS at 9:23AM. This departure is the earliest available on this route.
What is the latest departure time out of Chicago to Boston?
Lock in a seat on the 8:35PM flight from ORD, arriving at BOS at 10:53PM, and give yourself time to deal with any last-minute vacation preparations. This is the latest flight you can get on this route.
What is the average price from Chicago to Boston?
Round-trip journeys from ORD to BOS start from around $75. Great fares don’t last forever, so have your credit card handy when you spot a bargain. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to Boston Flight Schedule

CarrierFlightDepart ORDArrive BOSTue
4/30		Wed
5/1		Thu
5/2		Fri
5/3		Sat
5/4		Sun
5/5		Mon
5/6		Stops
DL563606:15 am09:35 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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AA435307:05 am10:34 amCheck FareCheck FareCheck FareCheck Fare
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AA425508:01 am11:33 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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UA188809:26 am00:53 pmCheck FareCheck FareCheck FareCheck Fare
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DL141709:45 am01:08 pmCheck FareCheck FareCheck FareCheck Fare
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AA443410:20 am01:47 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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B631210:55 am02:24 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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UA37802:11 pm05:35 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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AA146103:34 pm06:51 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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B6122606:10 pm09:36 pmCheck Fare
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UA156806:20 pm09:46 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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AA103306:50 pm10:16 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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B6231206:38 pm10:04 pm
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UA262709:32 pm00:53 am
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UA35407:10 am11:49 pm
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UA268210:50 am02:12 pm
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UA265300:35 pm03:59 pm
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DL97100:30 pm03:59 pm
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AA371007:05 am10:31 am
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AA145708:10 am11:32 am
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AA34610:12 am01:32 pm
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AA273701:45 pm05:00 pm
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AA268208:29 pm11:55 pm
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Chicago to Boston Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to Boston to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from ORD to BOS, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from Chicago to Boston, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.