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

According to our current data, Spirit Airlines ($136), Delta ($137), and JetBlue ($138) offers the cheapest pricing from Chicago O'Hare Intl Airport to Boston. Spirit Airlines is currently priced 40% below the average price you’ll pay for this route.

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

The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Spirit Airlines and Frontier, as they are both options that can get you from Chicago O'Hare Intl Airport to Boston for a low price.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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

The cheapest flight price from Chicago O'Hare Intl Airport to Boston is $68. On average you can expect to pay $853. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for $125.

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

Before booking your flight to Boston from Chicago O'Hare Intl Airport, check out the most reliable airlines to get you to your destination on time: Etihad Airways (92%), Royal Jordanian (83%), EL AL( 80%).

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

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

What is the cheapest day to fly round-trip from Chicago O'Hare Intl Airport to Boston?

Travelers have found that booking a Tuesday departure is the best way to save up to 29% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Boston?

Users have found that booking a flight from Chicago O'Hare Intl Airport to Boston at least 53 days early can save you up to 65% on average compared to booking a flight this week. If booking 53 days before your flight isn’t an option for you, users have found flights from Chicago O'Hare Intl Airport to Boston for as little as $207 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $357 for flights departing within the next 3 days.

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

Due to multiple factors, expect to potentially pay more when booking in April. For low rates, August can be a great choice for travel to Boston. Flights to Boston from Chicago O'Hare Intl Airport in August are about $228 on average during August, but can be found for as low as $85.

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

Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Chicago O'Hare Intl to Boston. You should not have trouble finding flights to Logan Intl from Chicago O'Hare Intl; the airport handles an average of 33 inbound flights from Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 7 airlines have flights to the Boston airport from Chicago O'Hare Intl. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

Can I find deals for flights from O'Hare Intl to Boston that include hotel bookings?

Yes. In addition to deals on O'Hare Intl to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from O'Hare Intl to Boston?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Boston.

Can I find deals for business class flights from O'Hare Intl to Boston?

Yes. Cheapflights offers flight deals from O'Hare Intl to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$69+ Flights from Chicago O'Hare Intl Airport to Boston

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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Boston Logan Intl are usually found in September or August, booked 82 days in advance, depart on a Wednesday or Saturday and return on a Friday

Cheap flight deals from O'Hare Intl to Boston

Round-trip from	$136 (FlightHub)
One-way from	$69 (JetBlue)
Popular in	February
Cheapest in	September
Average price	$217
Good round-trip deal	$174 or less
Good one-way deal	$105 or less

From Chicago O'Hare Intl to Boston Logan Intl

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One-way flight from Chicago O'Hare Intl to Boston Logan Intl

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Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Price to beat on a round-trip flight from Chicago O'Hare Intl to Boston Logan Intl.

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Price to beat on a one-way flight from Chicago O'Hare Intl to Boston Logan Intl.

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Find flight deals from O'Hare Intl to Boston

Cheapest flights from O'Hare Intl to Boston
Explore the most affordable flight options available from O'Hare Intl to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Mon 7/1410:00 amORD - BOS

1 stop12h 03mSpirit Airlines

Tue 7/228:39 pmBOS - ORD

1 stop13h 16mSpirit Airlines

Deal found 7/1

$136

Fri 7/114:27 pmORD - BOS

Nonstop2h 33mJetBlue

Sun 7/136:00 amBOS - ORD

Nonstop2h 55mJetBlue

Deal found 7/3

$137

Sat 8/237:46 pmORD - BOS

1 stop11h 49mFrontier

Thu 8/288:47 amBOS - ORD

1 stop9h 10mFrontier

Deal found 7/3

$141

Tue 8/57:30 amORD - BOS

Nonstop2h 27mUnited Airlines

Tue 8/127:04 pmBOS - ORD

1 stop5h 37mUnited Airlines

Deal found 7/1

$143

Wed 8/2011:36 amORD - BOS

1 stop11h 13mMultiple Airlines

Mon 8/2511:08 amBOS - ORD

1 stop8h 33mMultiple Airlines

Deal found 7/3

$145

Sat 8/237:00 amORD - BOS

Nonstop2h 29mDelta

Sun 8/3111:34 amBOS - ORD

Nonstop2h 51mDelta

Deal found 7/3

$155

Sat 8/162:55 pmORD - BOS

1 stop5h 00mSouthwest

Thu 8/217:30 amBOS - ORD

1 stop6h 15mSouthwest

Deal found 7/3

$157

Fri 8/298:25 pmORD - BOS

Nonstop2h 34mAmerican Airlines

Tue 9/28:35 amBOS - ORD

Nonstop2h 55mAmerican Airlines

Deal found 7/2

$165

Best flights from O'Hare Intl to Boston
Discover carefully curated flight deals from O'Hare Intl to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Mon 7/1410:00 amORD - BOS

1 stop12h 03mSpirit Airlines

Tue 7/228:39 pmBOS - ORD

1 stop13h 16mSpirit Airlines

Deal found 7/1

$136

Fri 8/157:20 pmORD - BOS

Nonstop2h 38mDelta

Sat 8/237:20 amBOS - ORD

Nonstop2h 55mDelta

Deal found 7/2

$137

Thu 7/104:27 pmORD - BOS

Nonstop2h 33mJetBlue

Mon 7/146:00 amBOS - ORD

Nonstop2h 55mJetBlue

Deal found 7/1

$138

Sat 8/237:46 pmORD - BOS

1 stop11h 49mFrontier

Thu 8/288:47 amBOS - ORD

1 stop9h 10mFrontier

Deal found 7/2

$141

Tue 8/57:30 amORD - BOS

Nonstop2h 27mUnited Airlines

Tue 8/127:04 pmBOS - ORD

1 stop5h 37mUnited Airlines

Deal found 7/1

$143

Wed 8/2011:36 amORD - BOS

1 stop11h 13mMultiple Airlines

Mon 8/2511:08 amBOS - ORD

1 stop8h 33mMultiple Airlines

Deal found 7/1

$145

Sat 8/162:55 pmORD - BOS

1 stop5h 00mSouthwest

Wed 8/205:20 amBOS - ORD

1 stop8h 25mSouthwest

Deal found 7/2

$157

Fri 8/298:25 pmORD - BOS

Nonstop2h 34mAmerican Airlines

Tue 9/28:35 amBOS - ORD

Nonstop2h 55mAmerican Airlines

Deal found 7/2

$165

Last-minute flights from O'Hare Intl to Boston
Discover last-minute flight deals from O'Hare Intl to Boston. Data last updated July 3, 2025 and is based on user searches.

Wed 7/910:00 amORD - BOS

1 stop12h 03mSpirit Airlines

Tue 7/296:15 amBOS - ORD

1 stop10h 16mSpirit Airlines

Deal found 7/3

$140

Wed 7/99:15 amORD - BOS

Nonstop2h 35mUnited Airlines

Sat 7/266:07 amBOS - ORD

Nonstop2h 58mUnited Airlines

Deal found 7/2

$155

Thu 7/108:30 pmORD - BOS

Nonstop2h 44mAmerican Airlines

Sun 8/105:28 amBOS - ORD

Nonstop2h 56mAmerican Airlines

Deal found 7/1

$181

Thu 7/107:00 amORD - BOS

Nonstop2h 31mDelta

Sun 7/136:10 amBOS - ORD

Nonstop2h 58mDelta

Deal found 7/3

$187

Fri 7/114:27 pmORD - BOS

Nonstop2h 33mJetBlue

Sun 7/136:00 amBOS - ORD

Nonstop2h 55mJetBlue

Deal found 7/3

$137

Fri 7/114:00 pmORD - BOS

1 stop7h 05mSouthwest

Tue 7/155:45 amBOS - ORD

1 stop7h 05mSouthwest

Deal found 7/3

$157

Fri 7/114:27 pmORD - BOS

Nonstop2h 33mJetBlue

Mon 7/146:00 amBOS - ORD

Nonstop2h 55mJetBlue

Deal found 7/3

$137

Sat 7/1212:20 pmORD - BOS

1 stop11h 19mFrontier

Thu 7/176:00 amBOS - ORD

1 stop9h 04mFrontier

Deal found 7/3

$152

Mon 7/1410:00 amORD - BOS

1 stop12h 03mSpirit Airlines

Tue 7/228:39 pmBOS - ORD

1 stop13h 16mSpirit Airlines

Deal found 7/1

$136

Tue 8/57:30 amORD - BOS

Nonstop2h 27mUnited Airlines

Tue 8/127:04 pmBOS - ORD

1 stop5h 37mUnited Airlines

Deal found 7/1

$143

Sat 8/162:55 pmORD - BOS

1 stop5h 00mSouthwest

Thu 8/217:30 amBOS - ORD

1 stop6h 15mSouthwest

Deal found 7/3

$157

Wed 8/2011:36 amORD - BOS

1 stop11h 13mMultiple Airlines

Mon 8/2511:08 amBOS - ORD

1 stop8h 33mMultiple Airlines

Deal found 7/3

$145

One-way flights from O'Hare Intl to Boston
Search for one-way flight options from O'Hare Intl to Boston. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Thu 7/104:27 pmORD - BOS

Nonstop2h 33mJetBlue

Deal found 7/3

$69

Wed 7/2310:00 amORD - BOS

1 stop8h 30mSpirit Airlines

Deal found 7/2

$70

Thu 8/217:46 pmORD - BOS

1 stop11h 49mFrontier

Deal found 7/2

$76

Tue 7/154:00 pmORD - BOS

1 stop6h 55mSouthwest

Deal found 7/2

$79

Mon 9/16:30 amORD - BOS

Nonstop2h 26mUnited Airlines

Deal found 7/1

$87

Sat 9/207:25 amORD - BOS

Nonstop2h 30mDelta

Deal found 7/1

$90

Sat 8/167:00 amORD - BOS

Nonstop2h 24mAmerican Airlines

Deal found 7/2

$97

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Mon 7/14

10:00 am-11:03 pm

1 stop12h 03m

Boston Logan Intl

Tue 7/22

8:39 pm-8:55 am

1 stop13h 16m

$136

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 7/11

4:27 pm-8:00 pm

Nonstop2h 33m

Boston Logan Intl

Mon 7/14

6:00 am-7:55 am

Nonstop2h 55m

$137

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 8/23

7:46 pm-8:35 am

1 stop11h 49m

Boston Logan Intl

Thu 8/28

8:47 am-4:57 pm

1 stop9h 10m

$141

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 8/5

7:30 am-10:57 am

Nonstop2h 27m

Boston Logan Intl

Tue 8/12

7:04 pm-11:41 pm

1 stop5h 37m

$143

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 8/20

11:36 am-11:49 pm

1 stop11h 13m

Boston Logan Intl

Mon 8/25

11:08 am-6:41 pm

1 stop8h 33m

$145

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 8/23

7:00 am-10:29 am

Nonstop2h 29m

Boston Logan Intl

Sun 8/31

11:34 am-1:25 pm

Nonstop2h 51m

$155

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 8/16

2:55 pm-8:55 pm

1 stop5h 00m

Boston Logan Intl

Sat 8/23

2:50 pm-10:00 pm

1 stop8h 10m

$157

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 8/29

8:25 pm-11:59 pm

Nonstop2h 34m

Boston Logan Intl

Tue 9/2

8:35 am-10:30 am

Nonstop2h 55m

$165

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 7/10

4:27 pm-8:00 pm

Nonstop2h 33m

$69

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 7/23

10:00 am-7:30 pm

1 stop8h 30m

$70

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 15 results

The best insider tips for Chicago O'Hare Intl Airport to Boston flights

Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to Boston trip

Airlines

United Airlines

United's Economy Plus offers extra legroom; ideal for comfort on short flights.

United's MileagePlus allows pooling miles, great for family travel.

Read more about United Airlinesby Harriet Baskas

Spirit Airlines

Spirit's Big Front Seats offer 11 inches more legroom, ideal for short flights.

Spirit's self-service bag drop saves time; print your boarding pass to avoid fees.

Read more about Spirit Airlinesby Daniel Scheffler

Airports

ORD

For a quick departure from ORD, consider using the 'L' train. It’s often faster than taxis during peak traffic.

BOS

Upon arrival at BOS, use the Silver Line 1 (SL1) bus for a free ride to downtown Boston’s South Station.

Our travel experts

Harriet Baskas

Expert on United Airlines

Daniel Scheffler

Expert on Spirit Airlines

Ramsey Qubein

Expert on ORD

Paul Rubio

Expert on BOS

Best time to book a flight from O'Hare Intl to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from O'Hare Intl with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Boston

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Boston?

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Boston?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Boston (average of $218). Flying from Chicago O'Hare Intl Airport to Boston in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to BOS?

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Boston in the evening. If you’re flexible enough to do this you can expect to save up to 29% on your trip compared to booking a flight in the afternoon.

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

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Boston flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Boston

The most flights from ORD to BOS are scheduled on a Thursday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Reviews of airlines servicing Boston

Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chicago O'Hare Intl Airport to Boston to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Southwest

8.0

Very good

4,266 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Delta

8.0

Very good

7,982 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

United Airlines

7.4

Good

8,861 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

JetBlue

7.3

Good

2,916 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

American Airlines

7.2

Good

10,000 reviews

Southwest

8.0

Very good

4,266 reviews

Reviews

1 / 20

8.0

Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

What airport do you fly into for flights to Boston from Chicago O'Hare Intl?
Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Chicago O'Hare Intl to Boston. You should not have trouble finding flights to Logan Intl from Chicago O'Hare Intl; the airport handles an average of 33 inbound flights from Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 7 airlines have flights to the Boston airport from Chicago O'Hare Intl. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.
What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Boston round-trip?
According to our current data, Spirit Airlines ($136), Delta ($137), and JetBlue ($138) offers the cheapest pricing from Chicago O'Hare Intl Airport to Boston. Spirit Airlines is currently priced 40% below the average price you’ll pay for this route.
What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Boston one-way?
The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Spirit Airlines and Frontier, as they are both options that can get you from Chicago O'Hare Intl Airport to Boston for a low price.
What are the most reliable airlines from Chicago O'Hare Intl Airport to Boston?
Before booking your flight to Boston from Chicago O'Hare Intl Airport, check out the most reliable airlines to get you to your destination on time: Etihad Airways (92%), Royal Jordanian (83%), EL AL( 80%).
What are the cheapest flights from Chicago O'Hare Intl Airport to Boston?
The cheapest flight price from Chicago O'Hare Intl Airport to Boston is $68. On average you can expect to pay $853. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for $125.
Can I find deals for flights from O'Hare Intl to Boston that include hotel bookings?
Yes. In addition to deals on O'Hare Intl to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from O'Hare Intl to Boston?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Boston.
Can I find deals for business class flights from O'Hare Intl to Boston?
Yes. Cheapflights offers flight deals from O'Hare Intl to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Boston?
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Boston (average of $218). Flying from Chicago O'Hare Intl Airport to Boston in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 7 airlines flying from O'Hare Intl to Boston

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$36	Average$95	FlexibilityNo cancel fee	On-time65%
JetBlue	Cheapest$78	Average$194	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$90	Average$222	FlexibilityNo cancel fee	On-timeN/A
Frontier	Cheapest$100	Average$115	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$125	Average$232	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$130	Average$281	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$156	Average$264	FlexibilityNo cancel fee	On-time63%

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$69+ Cheap flights from O'Hare Intl (ORD) to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/10. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from O'Hare Intl to Boston with Cheapflights

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3. Compare prices and book

Cheapflights Tip: The best prices from Chicago O'Hare Intl to Boston Logan Intl are usually found in September or August, booked 82 days in advance, depart on a Wednesday or Saturday and return on a Friday

Cheap flight deals from O'Hare Intl to Boston

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from O'Hare Intl to Boston

Cheapest flights from O'Hare Intl to BostonExplore the most affordable flight options available from O'Hare Intl to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Explore the most affordable flight options available from O'Hare Intl to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Boston that are best for you.

The best insider tips for Chicago O'Hare Intl Airport to Boston flights

Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to Boston trip

Airlines

United Airlines

Spirit Airlines

Airports

ORD

BOS

Our travel experts

Best time to book a flight from O'Hare Intl to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from O'Hare Intl with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Boston

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Boston?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Boston. Price data was last updated on June 27, 2025.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Boston?

What is the cheapest time of day to fly from ORD to BOS?

Find hourly flight availability from O'Hare Intl to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

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

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Boston. Price data was last updated on June 29, 2025.

Weekly flight availability from Chicago O'Hare Intl Airport to Boston

Explore weekly flight availability from O'Hare Intl to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 3, 2025.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated July 3, 2025.

Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chicago O'Hare Intl Airport to Boston to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

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

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

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

Can I find deals for flights from O'Hare Intl to Boston that include hotel bookings?

How can I find direct flights from O'Hare Intl to Boston?

Can I find deals for business class flights from O'Hare Intl to Boston?

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Boston?

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Alternative routes for O'Hare Intl to Boston

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Top 7 airlines flying from O'Hare Intl to Boston

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Cheapest flights from O'Hare Intl to Boston
Explore the most affordable flight options available from O'Hare Intl to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.