$128 Cheap Delta flights from Boston to Chicago (BOS to ORD)

Find The Best Day To Fly from Boston to Chicago

Amazing Delta BOS to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $175 round trip and $128 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Dec 2 - Fri, Dec 4
BOS
Boston
ORD
Chicago
$175 Roundtrip, found 4 days ago
$175
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 2 from Boston to Chicago, returning Fri, Dec 4, priced at $175 found 4 days ago
Tue, Dec 8 - Fri, Dec 11
BOS
Boston
ORD
Chicago
$255 Roundtrip, found 1 hour ago
$255
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Dec 8 from Boston to Chicago, returning Fri, Dec 11, priced at $255 found 1 hour ago

ORD From BOS Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,366, price is now $837 per person
$837
per person
Sep 11 - Sep 15
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Level Chicago - River North

Level Chicago - River North

4 out of 5
Save 100% on your flight
Price was $1,781, price is now $941 per person
$941
per person
Sep 11 - Sep 15
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,529, price is now $934 per person
$934
per person
Oct 22 - Oct 26
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from BOS to ORD right now?
For information on any current O'Hare Airport quarantine requirements and travel advice, go to our Covid-19 Travel Advisor. Look before you arrange your flight, so you don't get caught out en route.
What terminal is Delta Air Lines at BOS?
At BOS, Delta Air Lines flights to O'Hare Intl. Airport (ORD) quite often head off from terminal A. Wondering exactly which terminal you'll be hopping off the plane at? It's most likely to be terminal 2.
Are there Delta Air Lines non-stop flights from BOS to ORD?
Direct flights are on offer with Delta Air Lines, which means you can get from Logan Intl. Airport to ORD quickly. Those memorable vacation experiences you're looking for are a single flight away.
How long is a Delta Air Lines flight from BOS to ORD?
From the time your Delta Air Lines aircraft gets pushed back from the gate at Logan Intl. Airport to the moment it pulls into O'Hare Intl. Airport (ORD), your plane ride will last about 3 hours and 47 minutes. With such a brief flight time, it's a terrific spur-of-the-moment vacation.
What type of aircraft does Delta Air Lines fly from BOS to ORD?
Delta Air Lines typically uses the Embraer 175 on the BOS to ORD flight path.
How many direct and indirect flights does Delta Air Lines fly from BOS to ORD?
You can select from at least 6 Delta Air Lines flights daily from 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 O'Hare Intl. Airport (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.

Discover our best Delta flight from Boston BOS to Chicago ORD 

To find the best deals on flights to Boston from Chicago with Delta, just enter your travel dates, filter by Delta, 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 Boston BOS to Chicago ORD with Delta 

If you’re planning a round trip, booking return flights with Delta is usually the most cost-effective option. With airfares ranging from $175 to $255, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Delta 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 Delta flight from Boston to Chicago costs from $128. Prices and availability subject to change. Additional terms may apply. 

 

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

To find a cheap Delta 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 Delta 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 Delta 

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

 

Flexible airline tickets for Delta 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 Delta 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.

Delta Airports
Hop on a(n) Delta flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ATLUSAHartsfield-Jackson Atlanta Intl.252
DTWUSADetroit Metropolitan Wayne County156
MSPUSAMinneapolis - St. Paul Intl.131
SLCUSASalt Lake City Intl.116
SEAUSASeattle - Tacoma Intl.57
LAXUSALos Angeles Intl.41
AMSNLDSchiphol31
YYCCANCalgary Intl.26
YYZCANPearson Intl.24
JFKUSAJohn F. Kennedy Intl.23

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