$56 United Cheap Flights from Boston to Chicago

Find The Best Day To Fly from Boston to Chicago

Amazing United BOS to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $124 round trip and $56 one way. Prices and availability subject to change. Additional terms may apply.

ORD From BOS Economy Coach Packages on Similar Airlines

Four Points by Sheraton Chicago Westchester/Oak Brook
Hyatt Regency Deerfield
avid hotel Chicago O’Hare – Des Plaines, an IHG Hotel
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Frequently asked questions

Can I catch a flight from Logan Intl. Airport (BOS) to O'Hare Intl. Airport (ORD) right now?
For info on any present O’Hare Airport quarantine requirements and travel advice, visit the Covid-19 Travel Advisor. Look before you book your flight, so you don’t get caught up.
What terminal is United Airlines at BOS?
At Logan Intl. Airport, United Airlines flights to ORD normally head out from terminal B. Need to know which terminal you’ll be hopping off the plane at? It’ll likely be terminal 1.
Are there United Airlines non-stop flights from BOS to ORD?
Direct flights are on offer with United Airlines, which means you can fly from Logan Intl. Airport (BOS) to O’Hare Airport in the shortest possible time. Those one-of-a-kind vacation experiences you’re chasing are a trouble-free flight away.
How long is a United Airlines flight from BOS to ORD?
No annoying jet lag, no restless legs — there’s a whole lot to love about short flights. If you’ve booked a seat with United Airlines from Logan Intl. Airport to ORD, the journey will zoom by in roughly 3 hours and 40 minutes.
What type of aircraft does United Airlines fly from BOS to ORD?
If you’re on your way from BOS to ORD with United Airlines, you’ll probably be flying the skies aboard the Boeing 737-900 or the Boeing 737 MAX 9.
How many direct and indirect flights does United Airlines fly from BOS to ORD?
Take your pick of approximately 7 flights daily with United Airlines from Logan Intl. Airport (BOS) to ORD.
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 ORD, 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 BOSArrive ORDFri
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UA42704:58 pm06:55 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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UA218708:16 pm10:12 pm
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Discover our best United flight from Boston BOS to Chicago ORD 

To find the best deals on flights to Boston from Chicago 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 Boston BOS to Chicago ORD 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 $124 to $151, 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 Boston BOS to Chicago ORD 

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 Boston to Chicago costs from $56. Prices and availability subject to change. Additional terms may apply. 

 

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

To find a cheap United flight from Boston BOS to Chicago ORD, 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 Boston BOS to Chicago ORD 

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 December, or if you book a flight with a stopover. 

 

Find nonstop flights from Boston BOS to Chicago ORD with United 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct United flights only. The journey takes around 0 hour(s) 54 min(s) – so you’ll be there before you know it. 

 

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

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 Chicago ORD from  Boston BOS 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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