$64 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 $127 round trip and $64 one way. Prices and availability subject to change. Additional terms may apply.

Sun, May 26 - Wed, May 29
ORD
Chicago
BOS
Boston
$127 Roundtrip, found 2 hours ago
$127
Roundtrip
found 2 hours ago
Select United flight, departing Sun, May 26 from Chicago to Boston, returning Wed, May 29, priced at $127 found 2 hours ago
Sun, May 26 - Wed, May 29
ORD
Chicago
BOS
Boston
$133 Roundtrip, found 2 hours ago
$133
Roundtrip
found 2 hours ago
Select United flight, departing Sun, May 26 from Chicago to Boston, returning Wed, May 29, priced at $133 found 2 hours ago
Sat, May 11 - Tue, May 21
ORD
Chicago
BOS
Boston
$136 Roundtrip, found 21 hours ago
$136
Roundtrip
found 21 hours ago
Select United flight, departing Sat, May 11 from Chicago to Boston, returning Tue, May 21, priced at $136 found 21 hours ago

BOS From ORD Economy Coach Packages on Similar Airlines

Raffles Boston

Raffles Boston

5 out of 5
per person
Jun 13 - Jun 18
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 18
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
May 7 - May 14
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Don't see what you're looking for?
See all available trips from O'Hare Intl. to Logan Intl.
View all trips
Prices and availability subject to change. Additional terms may apply.

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.
CarrierFlightDepart ORDArrive BOSSat
4/20		Sun
4/21		Mon
4/22		Tue
4/23		Wed
4/24		Thu
4/25		Fri
4/26		Stops
UA180307:15 am10:38 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA273110:52 am02:14 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA37802:11 pm05:35 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA156806:20 pm09:46 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA262709:30 pm00:51 amCheck FareCheck FareCheck Fare
-
-
Check FareCheck Fare
0 Stops
UA188809:26 am00:53 pm
-
Check FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA377605:05 pm08:25 pm
-
-
-
-
-
Check Fare
-
0 Stops

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 6 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 $127 to $136, 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 $64. 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 May, 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 2 hour(s) 21 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

Travelers ❤️ these 🏨 after their flight to Boston

Hilton Boston Logan Airport
Hilton Boston Logan Airport
4 out of 5
One Hotel Drive, Boston, MA
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and ...
8.8/10 Excellent! (2,751 reviews)
"Loved how quiet it was in the room despite being a busy hotel. Also really appreciated how clean everything felt. Really enjoyed the vibe, relaxed and stylish. Would definitely stay there again"

Reviewed on Apr 17, 2024

Hilton Boston Logan Airport
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
9.4/10 Exceptional! (2,113 reviews)
"Great location within walking distance of the Seaport's nightlife."

Reviewed on Apr 16, 2024

Seaport Hotel Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
A full-service spa, 4 restaurants, and A 24-hour gym are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like ...
9/10 Wonderful! (1,966 reviews)
"Amazing hotel, great room. Will highly recommand."

Reviewed on Apr 15, 2024

Omni Boston Hotel at the Seaport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*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.