$69 Cheap United flights from Chicago to Boston (ORD to BOS)

Find The Best Day To Fly from Chicago to Boston

Amazing United ORD to BOS Flight Deals

The cheapest flights to Logan Intl. found within the past 7 days were $96 round trip and $69 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Oct 22 - Tue, Oct 28
ORD
Chicago
BOS
Boston
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 22 from Chicago to Boston, returning Tue, Oct 28, priced at $96 found 3 days ago
Wed, Oct 22 - Thu, Oct 23
ORD
Chicago
BOS
Boston
$103 Roundtrip, found 3 days ago
$103
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 22 from Chicago to Boston, returning Thu, Oct 23, priced at $103 found 3 days ago
Sun, Aug 31 - Tue, Sep 2
ORD
Chicago
BOS
Boston
$129 Roundtrip, found 6 hours ago
$129
Roundtrip
found 6 hours ago
Select United flight, departing Sun, Aug 31 from Chicago to Boston, returning Tue, Sep 2, priced at $129 found 6 hours ago
Tue, Aug 19 - Fri, Aug 22
ORD
Chicago
BOS
Boston
$139 Roundtrip, found 2 hours ago
$139
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Aug 19 from Chicago to Boston, returning Fri, Aug 22, priced at $139 found 2 hours ago
Sun, Aug 24 - Sat, Aug 30
ORD
Chicago
BOS
Boston
$145 Roundtrip, found 17 hours ago
$145
Roundtrip
found 17 hours ago
Select United flight, departing Sun, Aug 24 from Chicago to Boston, returning Sat, Aug 30, priced at $145 found 17 hours ago
Wed, Oct 15 - Mon, Oct 20
ORD
Chicago
BOS
Boston
$148 Roundtrip, found 4 hours ago
$148
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Oct 15 from Chicago to Boston, returning Mon, Oct 20, priced at $148 found 4 hours ago

BOS From ORD Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 12
found 1 hour ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Residence Inn by Marriott Boston Downtown / South End

Residence Inn by Marriott Boston Downtown / South End

3 out of 5
Save 100% on your flight
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
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Frequently asked questions

Can I catch a flight from O'Hare Airport to Logan Intl. Airport (BOS) right now?
Be sure to check out the Covid-19 Travel Advisor to find out if there are any present travel advice reports or quarantine requirements in place in BOS when flying from O'Hare Airport.
What terminal is United Airlines at O'Hare Intl. Airport (ORD)?
At O'Hare Airport, United Airlines flights to Logan Intl. Airport (BOS) normally depart from terminal 1. Want to know which terminal you'll be arriving at? It'll likely be terminal B.
Are there United Airlines non-stop flights from ORD to BOS?
If you're going from O'Hare Airport to Logan Intl. Airport (BOS) and want to fly direct, United Airlines will sort you out. Book your ticket now and you'll be vacationing at the other end in no time.
How long is a United Airlines flight from ORD to BOS?
From the instant your United Airlines aircraft is pushed back from the gate at O'Hare Intl. Airport (ORD) to the moment it pulls into Logan Intl. Airport (BOS), your trip will take around 3 hours and 3 minutes. With a short flight time like this, it's a great little spur-of-the-moment getaway.
What type of aircraft does United Airlines fly from ORD to BOS?
The Boeing 737-900 and the Boeing 737 MAX 9 are the aircraft models generally flown by United Airlines between ORD and BOS.
How many direct and indirect flights does United Airlines fly from ORD to BOS?
You can select from about 7 United Airlines flights daily from ORD to BOS.
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 BOS, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that 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 2021, flights departing on a Monday 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 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best United flight from Chicago ORD to Boston BOS 

To find the best deals on flights to Chicago from Boston with United, just enter your travel dates, filter by United, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago ORD to Boston BOS with United 

If you’re planning a round trip, booking return flights with United is usually the most cost-effective option. With airfares ranging from $96 to $148, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way United flights from Chicago ORD to Boston BOS 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way United flight from Chicago to Boston costs from $69. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Boston BOS from  Chicago ORD with United 

To find a cheap United flight from Chicago ORD to Boston BOS, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on United flights from Chicago ORD to Boston BOS 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as October, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago ORD to Boston BOS with United 

If you’re keen to be on Boston soil fast, don’t waste time with a stopover—filter your search results to show direct United flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for United flights from Chicago ORD to Boston BOS 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Boston BOS from  Chicago ORD with United on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

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