Search & Compare - Chicago to Boston Flights & Tickets

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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

$236

UA United Airlines • nonstop •

Jun 23 – Jun 30

The cheapest round trip flight from Chicago O'Hare International to Logan International is currently $236

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Cheapest Direct Flight

$270

B6 JetBlue Airways • nonstop • 3h 56m

Jun 23

The cheapest nonstop flight from Chicago O'Hare International to Logan International is currently $270

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Fastest Flight

3h 38m

The fastest nonstop flight from Chicago O'Hare International to Logan International takes 3h 38m

Recent airfare deals on Chicago to Boston

Jun 23 - Jun 30, Economy
UA
Chicago → Boston
- • nonstop
UA
Chicago → Boston
- • nonstop
$236
United Airlines
Jun 23 - Jun 30, Economy
UA
Chicago → Boston
4h 3m
2:30 PM - 6:08 PM • nonstop
UA
Chicago → Boston
5h 2m
6:08 PM - 8:05 PM • nonstop
$345
United Airlines
Jun 23 - Jun 30, Economy
UA
Chicago → Boston
3h 58m
2:25 PM - 6:03 PM • nonstop
AA
Chicago → Boston
5h 1m
6:58 AM - 8:59 AM • nonstop
$389
United Airlines
Jun 23 - Jun 30, Economy
DL
Chicago → Boston
3h 59m
2:20 PM - 5:59 PM • nonstop
DL
Chicago → Boston
9h
12:00 PM - 4:40 PM • 1 stop
$504
Delta Airlines
Jun 23 - Jun 30, Economy
UA
Chicago → Boston
3h 58m
2:25 PM - 6:03 PM • nonstop
DL
Chicago → Boston
10h 54m
6:05 PM - 11:59 PM • 1 stop
$562
United Airlines
Jun 23 - Jun 30, Economy
UA
Chicago → Boston
10h 58m
2:26 PM - 10:24 PM • 1 stop
DL
Chicago → Boston
4h 19m
4:10 PM - 6:09 PM • nonstop
$562
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 1:25 pm 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 345
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 2:2500 pm

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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