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Cheap flights from Chicago to Boston (ORD to BOS)

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Boston? Find the biggest savings on one-way and round-trip tickets right here.

Good to know

Useful information for finding cheap flights from Chicago O'Hare International to Logan International and booking your next trip

Cheapest Round Trip Flight

$227

WN Southwest Airlines • 1 stop • 15h 5m

Jul 05 – Jul 10

The cheapest round trip flight from Chicago O'Hare International to Logan International is currently $227

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Cheapest Direct Flight

$175

AA American Airlines • nonstop • 3h 42m

Jul 05

The cheapest nonstop flight from Chicago O'Hare International to Logan International is currently $175

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Fastest Flight

3h 42m

The fastest nonstop flight from Chicago O'Hare International to Logan International takes 3h 42m

Recent airfare deals on Chicago to Boston

Jul 05 - Jul 10, Economy
WN
Chicago → Boston
15h 5m
1:50 PM - 11:55 PM • 1 stop
WN
Chicago → Boston
20h 25m
11:40 AM - 11:05 PM • 1 stop
$227
Southwest Airlines
Jul 05 - Jul 10, Economy
DL
Chicago → Boston
3h 52m
11:22 AM - 2:54 PM • nonstop
DL
Chicago → Boston
9h 7m
7:15 AM - 11:28 AM • 1 stop
$228
Delta Airlines
Jul 05 - Jul 10, Economy
B6
Chicago → Boston
8h 56m
12:28 PM - 7:04 PM • 1 stop
B6
Chicago → Boston
11h 44m
5:15 AM - 11:19 AM • 1 stop
$278
JetBlue Airways
Jul 05 - Jul 10, Economy
DL
Chicago → Boston
3h 52m
11:22 AM - 2:54 PM • nonstop
UA
Chicago → Boston
4h 18m
6:07 AM - 8:05 AM • nonstop
$334
Delta Airlines
Jul 05 - Jul 10, Economy
F9
Chicago → Boston
18h 39m
12:20 PM - 12:39 AM • 1 stop
F9
Chicago → Boston
14h 13m
8:47 AM - 4:40 PM • 1 stop
$398
Frontier Airlines
Jul 05 - Jul 10, Economy
UA
Chicago → Boston
3h 57m
11:05 AM - 2:42 PM • nonstop
DL
Chicago → Boston
7h 30m
9:00 AM - 12:50 PM • 1 stop
$588
United Airlines

Facts to know while booking flights from Chicago to Boston

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to BOS?
The most popular airline flying from Chicago to Boston are
Can I fly from ORD to BOS non-stop?
Yes, you can fly ORD to BOS non-stop on
Which airlines fly nonstop between Chicago and Boston?
The non-stop flights between Chicago and Boston are .
What’s the earliest departure time from ORD to BOS Airport?
The earliest flight leaves ORD at 9:50 am and lands in BOS - Logan International
What are the airports in Boston?
BOS
Can I make changes to my Chicago to Boston flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from ORD to BOS?
Read the fare rules of the Chicago to Boston air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Boston?
operate flights between Chicago and Boston
How long does a flight from Chicago to Boston take?
It takes approximately 2 hour to fly non-stop from ORD to BOS, which is 866.65 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to Boston (BOS) ?
In the past couple of days, the cheapest tickets to BOS from ORD were found on ('UA') : USD 588
Do I need a passport to fly between ORD and BOS?
No
What’s the latest departure time from ORD to BOS ?
The last flight leaves ORD at 6:2000 pm

Essential Information for Booking Flights from Chicago (ORD) - AI Insights

What's the cheapest airline from ord to bos?
Delta Airlines (DL) offers the most affordable flights from Chicago O'Hare International to Logan International for one passenger, traveling in Economy class.
What's the popular airline to fly from ord to bos?
Delta Airlines (DL) offers popular routes from Chicago O'Hare International to Logan International, with a round-trip fare for one passenger in Economy.
What's the cheapest day of the week to fly from ord to bos?
Tuesday is the cheapest day to fly from Chicago O'Hare to Boston.
What's the cheapest month to fly from ord to bos?
March offers the most affordable airfares from Chicago O’Hare to Logan International.
What is the cheapest airline to fly from Chicago O'Hare to Logan International?
Delta Airlines (DL) typically offers the most affordable fares for this route.
When are the cheapest days to fly from Chicago O'Hare to Logan International?
Tuesday is generally considered the cheapest day to fly from Chicago O'Hare to Logan International.

Flights from Chicago to Boston

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Logan International, Boston, US
Distance miles

Popular Airlines

Southwest Airlines-WN
Delta Airline, DL
United Airlines, UA
Sun Country Airlines (SY)
American Airlines, AA
Spirit Airlines-NK
Alaska Airlines -AS

Popular Origin & Destination

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