Cheap flights from Boston (BOS) to O'Hare Intl (ORD)

BOS — ORD
May 24 — May 311

How to find the cheapest flight from Boston to O'Hare Intl

All the information you need to plan the best BOS to ORD flight in 2022: compare Boston to O'Hare Intl flight prices with the expected peak season, weather and rainfall in O'Hare Intl.

BOS - ORD

Price

$67 - $200

ORD

Temperature

23 - 73.4 °F

ORD

Rainfall

1.7 - 4.9 inches

Popular inDecemberHigh demand for flights, 27% potential price rise
Cheapest inAugustBest time to find cheap flights, 54% potential price drop
Average price$121Average for round-trip flights in May 2022
Round-trip from$67From Boston Logan Intl to Chicago O'Hare Intl

What is the cheapest month to fly from Boston to Chicago O'Hare Intl Airport?

Our data shows that August tends to be the cheapest month to fly to Chicago O'Hare Intl Airport from Boston. Users have commonly found prices around $146 for the month, but tickets can be as low as $34. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Boston to Chicago O'Hare Intl Airport (BOS - ORD)?

When flying from Boston to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Boston to O'Hare Intl in May, June 2022

The best prices found for BOS to ORD flights for May, June
May 22 - Oct 25
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 56m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 24m
$150

JetBlue

View Deal

Deal found 5/17/22

May 24 - Oct 25
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

8h 41m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 24m
$156

Multiple Airlines

View Deal

Deal found 5/16/22

May 25 - May 28
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 51m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

4h 27m
$159

United Airlines

View Deal

Deal found 5/18/22

Boston to O'Hare Intl 2022 flight deals

Cheap flights to O'Hare Intl from Boston found for this year
Jul 12 - Jul 19
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

5h 26m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

7h 41m
$105

Multiple Airlines

View Deal

Deal found 5/16/22

Jul 12 - Jul 19
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

5h 47m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 17m
$116

Multiple Airlines

View Deal

Deal found 5/16/22

Nov 1 - Nov 1
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 09m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 27m
$144

JetBlue

View Deal

Deal found 5/16/22

Cheap American Airlines flights from Boston to O'Hare Intl

Sep 10 - Sep 10
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 56m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

5h 51m
$152

American Airlines

View Deal

Deal found 5/18/22

Oct 18 - Oct 25
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 49m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

4h 42m
$157

American Airlines

View Deal

Deal found 5/17/22

Jun 7 - Aug 16
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 52m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 15m
$160

American Airlines

View Deal

Deal found 5/17/22

  • If you’re traveling from Boston to Chicago O'Hare Intl Airport, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $183.79 RT. This price is typically 83% more expensive than other airlines that offer Boston to Chicago O'Hare Intl Airport flights. When booking this route, the cheapest RT price found was $58. The most popular departure airport in Boston when flying to Chicago O'Hare Intl Airport is Boston Logan Intl Airport. The most popular airport to fly into when visiting Chicago O'Hare Intl Airport is Chicago O'Hare Intl Airport. When flying from Boston to Chicago O'Hare Intl Airport, American Airlines flights are 23% more popular than any other airline flying that same route.

Cheap JetBlue flights from Boston to O'Hare Intl

Nov 1 - Nov 1
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 09m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 27m
$144

JetBlue

View Deal

Deal found 5/16/22

Aug 23 - Aug 30
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 57m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 15m
$150

JetBlue

View Deal

Deal found 5/16/22

Nov 1 - Nov 1
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

5h 13m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 27m
$153

JetBlue

View Deal

Deal found 5/16/22

  • JetBlue is one of the most popular airlines used for those traveling from Boston to Chicago O'Hare Intl Airport. Flights from JetBlue traveling this route typically cost $200.81 RT. This price is typically 72% more expensive than other airlines that offer Boston to Chicago O'Hare Intl Airport flights. When booking this route, the cheapest RT price found was $73. The most popular departure airport in Boston when flying to Chicago O'Hare Intl Airport is Boston Logan Intl Airport. The most popular airport to fly into when visiting Chicago O'Hare Intl Airport is Chicago O'Hare Intl Airport. When flying from Boston to Chicago O'Hare Intl Airport, JetBlue flights are 22% more popular than any other airline flying that same route.

Non-stop flights to O'Hare Intl from Boston

Save time with Boston to O'Hare Intl direct flight deals
Nov 1 - Nov 1
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 09m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 27m
$144

JetBlue

View Deal

Deal found 5/16/22

Aug 23 - Aug 30
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 57m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 15m
$150

JetBlue

View Deal

Deal found 5/16/22

Sep 10 - Sep 10
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 56m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 17m
$159

American Airlines

View Deal

Deal found 5/18/22

Last minute flights from Boston to O'Hare Intl

Late deals on return flights to O'Hare Intl from Boston, departing today and this week
May 24 - Oct 25
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

8h 41m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 24m
$156

Multiple Airlines

View Deal

Deal found 5/16/22

May 25 - May 28
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 51m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

4h 27m
$159

United Airlines

View Deal

Deal found 5/18/22

May 25 - May 28
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

7h 37m
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

6h 05m
$164

Multiple Airlines

View Deal

Deal found 5/17/22

One-way flights to Chicago O'Hare Intl from Boston

The cheapest one-way flights from Boston to O'Hare Intl
May 24
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 56m
$75

JetBlue

View Deal

Deal found 5/17/22

Sep 27
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 00m
$76

JetBlue

View Deal

Deal found 5/16/22

Jun 7
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

5h 47m
$77

Spirit Airlines

View Deal

Deal found 5/16/22

Related info for your journey

Useful info, stats and facts about Boston to O'Hare Intl flights.

What airport do you fly from for flights from Boston to Chicago O'Hare Intl?

Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Chicago O'Hare Intl. On average, Logan Intl has 61 outbound flights to Chicago O'Hare Intl per day from 9 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

Which airlines flying from Boston Logan Intl to Chicago O'Hare Intl have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Boston Logan Intl to Chicago O'Hare Intl that may be offering flexible cancellation policies are United Airlines, JetBlue, and American Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Boston to Chicago O'Hare Intl Airport for under $200 on Cheapflights?

Yes, there are multiple flights from Boston to Chicago O'Hare Intl Airport for under $200. The cheapest flight booked recently is on Multiple Airlines for just $105, but on average you can expect to pay $156.

Are there nonstop flights from Boston to Chicago O'Hare Intl Airport for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Boston to Chicago O'Hare Intl Airport under $200. A good price for a nonstop flight from Boston to Chicago O'Hare Intl Airport is less than $182.

Are there last-minute flights available from Boston to Chicago O'Hare Intl Airport for under $200?

There are currently 20+ open flights from Boston to Chicago O'Hare Intl Airport within the next 7 days for less than $200.

What days are nonstop flights available from Boston to Chicago O'Hare Intl Airport?

Nonstop flights are available for this route on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per day?

On average, you can expect to see 25 flights from Boston to Chicago O'Hare Intl Airport a day.
Early Morning (Midnight to 6am) - 8% of flight departures
Morning (6am - Noon) - 28% of flight departures
Afternoon (Noon - 6pm) - 40% of flight departures
Evening (6pm - Midnight) - 24% of flight departures

How long is the flight from Boston to Chicago O'Hare Intl Airport?

There are many flights that can get you from Boston to Chicago O'Hare Intl Airport in 2h 56m. Fly via JetBlue, American Airlines, or Delta to get the fastest option. There are 869 mi between Boston and Chicago O'Hare Intl Airport. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Boston to Chicago O'Hare Intl Airport round-trip?

Flying on JetBlue is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $144. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $152 and $156, respectively. JetBlue is priced at 1% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Boston to Chicago O'Hare Intl Airport one-way?

For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $75. Users have also found prices from $77 and $84 on Spirit Airlines and Delta, respectively.

What are the most popular airlines that fly from Boston to Chicago O'Hare Intl Airport?

Major Airline, American Airlines and Alaska Airlines are the most popular airlines when flying from Boston to Chicago O'Hare Intl Airport.

What are the most reliable airlines from Boston to Chicago O'Hare Intl Airport?

No one likes to see their flight delayed. When booking a flight from Boston to Chicago O'Hare Intl Airport consider choosing ANA (97%), SkyWest Airlines (94%) or United Airlines (93%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Boston to Chicago O'Hare Intl Airport?

The cheapest flight price from Boston to Chicago O'Hare Intl Airport is $75. On average you can expect to pay $237. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for $144.

Alternative routes for Boston to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Rockfordfrom $185 pp
Boston to Midwayfrom $277 pp

Top 5 airlines flying from Boston to O'Hare Intl

The chart below displays the airlines Cheapflights users traveling from Boston to O'Hare Intl choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$14Average$22FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
Spirit AirlinesCheapest$49Average$146FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
JetBlueCheapest$58Average$184FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search JetBlue flights
DeltaCheapest$73Average$201FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$82Average$229FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights

Hourly flight availability from Boston to O'Hare Intl

See what time of day planes typically take off from Boston to O'Hare Intl
7%of flight departuresEarly morningMidnight to 6 am
43%of flight departuresMorning6 am to noon
43%of flight departuresAfternoonNoon to 6 pm
7%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Boston to O'Hare Intl

See how many times per day planes take to the skies headed from Boston to O'Hare Intl
Sunday57daily flights
Monday69daily flights
Tuesday67daily flights
Wednesday71daily flights
Thursday64daily flights
Friday65daily flights
Saturday39daily flights