Cheap flights from Boston (BOS) to O'Hare Intl (ORD) from $65

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
BOS — ORD
Apr 29 — May 61

The best prices from Boston Logan Intl to Chicago O'Hare Intl are usually found in February or January, booked 87 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Boston to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 24, 2024.

Popular in

June

Cheapest in

February

Round-trip from

$222

One-way from

$96
High demand for flights, 27% potential price rise
Best time to find cheap flights, 40% potential price drop
From Boston Logan Intl to Chicago O'Hare Intl
One-way flight from Boston Logan Intl to Chicago O'Hare Intl

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

It’s generally more expensive to depart on a Tuesday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

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

To save up to 24% on this flight, we recommend booking at least 55 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Boston to Chicago O'Hare Intl Airport from $237 1-2 weeks out and tickets from $310 for flights departing within the next 72 hours.

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

Our data shows that January tends to be the cheapest month to fly to Chicago O'Hare Intl Airport from Boston. Users have commonly found prices around $260 for the month, but tickets can be as low as $79. Due to multiple factors, prepare for potentially higher prices in June.

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

It’s optimal to fly from Boston to Chicago O'Hare Intl Airport in the evening. By choosing this option you can save up to 10% on the cost of your flight, compared to a flight at noon.

Cheap Frontier flights from Boston to O'Hare Intl

Explore cheap flight options specifically provided by Frontier for the route between Boston and O'Hare Intl. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Check out some of the cheapest Frontier flights we've come across from Boston to Chicago. It's recommended that users confirm their flight details before booking.
Wed 5/158:21 amBOS - ORD
1 stop14h 36mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$82
Tue 5/149:08 amBOS - ORD
1 stop16h 51mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$89
Mon 5/138:21 amBOS - ORD
1 stop27h 26mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$90
Wed 5/158:21 amBOS - ORD
1 stop14h 36mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$92
Thu 5/1610:26 amBOS - ORD
1 stop15h 42mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$95
Mon 5/138:21 amBOS - ORD
1 stop27h 26mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$97
Mon 5/2010:04 amBOS - ORD
1 stop16h 04mFrontier
Thu 5/235:33 amORD - BOS
1 stop5h 09mFrontier
Deal found 4/23$107
Mon 5/138:21 amBOS - ORD
1 stop27h 26mFrontier
Fri 5/175:56 pmORD - BOS
2 stops15h 43mFrontier
Deal found 4/23$112
Wed 5/158:21 amBOS - ORD
1 stop14h 36mFrontier
Sun 5/195:56 pmORD - BOS
1 stop14h 08mFrontier
Deal found 4/22$119
  • One of the most popular airlines traveling from Boston to Chicago O'Hare Intl Airport is Frontier. Flights from Frontier traveling this route typically cost $93.90 RT. This price is typically 88% cheaper than other airlines that offer Boston to Chicago O'Hare Intl Airport flights. When booking this route, the cheapest RT price found was $39. Boston Logan Intl Airport is the most common Boston airport to take off from when flying to Chicago O'Hare Intl Airport. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago O'Hare Intl Airport. When flying from Boston to Chicago O'Hare Intl Airport, Frontier flights are 8% more popular than any other airline flying that same route.

Cheap Spirit Airlines flights from Boston to O'Hare Intl

Explore cheap flight options specifically provided by Spirit Airlines for the route between Boston and O'Hare Intl. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Take a gander at the lowest prices we've found on Spirit Airlines flights from Boston to Chicago. Deals frequently update to provide users with more options.
Thu 6/67:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Wed 6/129:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$65
Thu 6/67:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Wed 6/129:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$73
Thu 6/67:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Tue 6/189:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$85
Thu 6/67:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Tue 6/119:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/22$86
Thu 6/612:07 pmBOS - ORD
1 stop9h 34mSpirit Airlines
Wed 6/129:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$87
Tue 6/1112:07 pmBOS - ORD
1 stop7h 58mSpirit Airlines
Wed 6/129:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$93
Thu 6/612:07 pmBOS - ORD
1 stop9h 34mSpirit Airlines
Wed 6/129:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$94
Thu 6/67:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Thu 6/69:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/24$104
Sat 6/83:42 pmBOS - ORD
1 stop6h 05mSpirit Airlines
Wed 6/129:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/22$105
  • If you’re traveling from Boston to Chicago O'Hare Intl Airport, one of the more common airlines traveling that route is Spirit Airlines. Boston to Chicago O'Hare Intl Airport flights are typically 24% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $271.46 RT. The cheapest Spirit Airlines flight found for this route was $94. When traveling from Boston to Chicago O'Hare Intl Airport on Spirit Airlines, the most popular airport to depart from is Boston Logan Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Boston to Chicago O'Hare Intl Airport, Spirit Airlines flights are 8% more popular than any other airline flying that same route.

Cheap Boston to O'Hare Intl flights in April & May 2024

Find cheap flight options from Boston to O'Hare Intl specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,073,952 searches. Prices were last updated on April 24, 2024.
Scroll through some of the best deals on flights from Boston to Chicago in 2024. Check back soon for alternative fares.
Sun 5/129:08 amBOS - ORD
1 stop16h 51mFrontier
Wed 5/295:56 pmORD - BOS
1 stop13h 44mFrontier
Deal found 4/23$135
Fri 5/311:53 pmBOS - ORD
1 stop6h 52mSpirit Airlines
Tue 6/49:35 amORD - BOS
1 stop11h 01mSpirit Airlines
Deal found 4/24$136
Tue 5/149:08 amBOS - ORD
1 stop16h 51mFrontier
Fri 5/175:56 pmORD - BOS
1 stop13h 53mFrontier
Deal found 4/22$137
Thu 5/1610:26 amBOS - ORD
1 stop15h 42mFrontier
Sun 5/195:56 pmORD - BOS
1 stop14h 08mFrontier
Deal found 4/23$138
Fri 5/1710:04 amBOS - ORD
1 stop16h 04mFrontier
Sun 5/195:56 pmORD - BOS
1 stop14h 08mFrontier
Deal found 4/23$139
Mon 5/68:21 amBOS - ORD
1 stop27h 26mFrontier
Sun 5/125:51 pmORD - BOS
1 stop13h 17mFrontier
Deal found 4/23$140
Wed 5/2911:16 amBOS - ORD
1 stop10h 08mMultiple Airlines
Sat 6/15:01 amORD - BOS
1 stop6h 08mMultiple Airlines
Deal found 4/23$141
Wed 5/158:21 amBOS - ORD
1 stop14h 36mMultiple Airlines
Wed 5/225:00 amORD - BOS
1 stop10h 57mMultiple Airlines
Deal found 4/23$142
Mon 5/68:21 amBOS - ORD
1 stop27h 26mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$143

Boston to O'Hare Intl 2024 flight deals

Discover exclusive flight deals for travel between Boston and O'Hare Intl in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Scroll through some of the best deals on flights from Boston to Chicago in 2024. Check back soon for alternative fares.
Sat 6/87:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Tue 6/119:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$135
Sat 6/13:35 pmBOS - ORD
1 stop6h 00mSpirit Airlines
Fri 6/79:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/22$136
Tue 5/149:08 amBOS - ORD
1 stop16h 51mFrontier
Fri 5/175:56 pmORD - BOS
1 stop13h 53mFrontier
Deal found 4/22$137
Thu 5/1610:26 amBOS - ORD
1 stop15h 42mFrontier
Sun 5/195:56 pmORD - BOS
1 stop14h 08mFrontier
Deal found 4/23$138
Fri 5/1710:04 amBOS - ORD
1 stop16h 04mFrontier
Sun 5/195:56 pmORD - BOS
1 stop14h 08mFrontier
Deal found 4/23$139
Mon 5/68:21 amBOS - ORD
1 stop27h 26mFrontier
Sun 5/125:51 pmORD - BOS
1 stop13h 17mFrontier
Deal found 4/23$140
Wed 5/2911:16 amBOS - ORD
1 stop10h 08mMultiple Airlines
Sat 6/15:01 amORD - BOS
1 stop6h 08mMultiple Airlines
Deal found 4/23$141
Wed 5/158:21 amBOS - ORD
1 stop14h 36mMultiple Airlines
Wed 5/225:00 amORD - BOS
1 stop10h 57mMultiple Airlines
Deal found 4/23$142
Mon 5/68:21 amBOS - ORD
1 stop27h 26mFrontier
Sat 5/185:56 pmORD - BOS
1 stop14h 47mFrontier
Deal found 4/23$143

Non-stop flights to O'Hare Intl from Boston

Discover non-stop flight options from Boston to O'Hare Intl. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
If you're seeking options on non-stop flights from Boston to Chicago, check out these fares. Select from other flights from Boston to Chicago by using the search form above.
Sat 6/87:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Tue 6/119:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$135
Sat 6/87:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Tue 6/119:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$137
Wed 5/228:00 amBOS - ORD
Nonstop2h 52mUnited Airlines
Wed 5/296:04 amORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 4/22$142
Sun 5/268:05 amBOS - ORD
Nonstop2h 58mDelta
Wed 5/296:27 amORD - BOS
Nonstop2h 27mDelta
Deal found 4/23$143
Tue 5/282:10 pmBOS - ORD
Nonstop2h 54mDelta
Wed 5/296:27 amORD - BOS
Nonstop2h 27mDelta
Deal found 4/23$147
Tue 5/286:00 amBOS - ORD
Nonstop2h 50mUnited Airlines
Thu 5/306:04 amORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 4/22$150
Tue 6/46:10 amBOS - ORD
Nonstop2h 54mJetBlue
Fri 6/77:15 pmORD - BOS
Nonstop2h 26mJetBlue
Deal found 4/23$153
Mon 6/107:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Fri 6/149:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$154
Wed 6/127:00 amBOS - ORD
Nonstop2h 33mSpirit Airlines
Sun 6/169:20 pmORD - BOS
Nonstop2h 18mSpirit Airlines
Deal found 4/23$155

Boston to O'Hare Intl flights leaving soon

Find last-minute flight options from Boston to O'Hare Intl for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Have a look at some of the flights available from Boston to Chicago departing last-minute. It's wise to confirm all flight details are correct before booking.
Wed 5/18:21 amBOS - ORD
1 stop27h 26mFrontier
Wed 5/295:56 pmORD - BOS
1 stop13h 44mFrontier
Deal found 4/23$138
Wed 5/18:21 amBOS - ORD
1 stop27h 26mFrontier
Sat 5/48:25 amORD - BOS
1 stop22h 43mFrontier
Deal found 4/23$146
Wed 5/18:21 amBOS - ORD
1 stop27h 26mFrontier
Wed 5/295:01 amORD - BOS
1 stop5h 07mFrontier
Deal found 4/24$152
Sat 5/49:08 amBOS - ORD
1 stop15h 35mFrontier
Thu 5/95:51 pmORD - BOS
1 stop13h 17mFrontier
Deal found 4/23$153
Sat 5/49:08 amBOS - ORD
1 stop15h 35mFrontier
Mon 5/68:25 amORD - BOS
1 stop22h 43mFrontier
Deal found 4/23$159
Sat 5/49:08 amBOS - ORD
1 stop15h 35mFrontier
Mon 5/68:25 amORD - BOS
1 stop22h 43mFrontier
Deal found 4/23$160
Sat 5/49:08 amBOS - ORD
1 stop15h 35mMultiple Airlines
Tue 5/712:10 pmORD - BOS
1 stop7h 35mMultiple Airlines
Deal found 4/23$161
Wed 5/18:21 amBOS - ORD
1 stop27h 26mFrontier
Sun 5/55:51 pmORD - BOS
1 stop13h 17mFrontier
Deal found 4/24$162
Wed 5/18:21 amBOS - ORD
1 stop27h 26mFrontier
Mon 5/68:25 amORD - BOS
1 stop22h 43mFrontier
Deal found 4/24$163

One-way flights to O'Hare Intl from Boston

Search for one-way flight options from Boston to O'Hare Intl. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
If you're seeking multiple options on one-way flights from Boston to Chicago, be sure to check out these deals, which are updated often. Those needing a return flight from Boston to Chicago can use the search form above.
Thu 5/96:10 amBOS - ORD
Nonstop2h 54mJetBlue
Deal found 4/24$90
Sat 4/279:08 amBOS - ORD
1 stop15h 35mFrontier
Deal found 4/23$91
Mon 5/69:08 amBOS - ORD
1 stop15h 35mFrontier
Deal found 4/24$92
Tue 4/309:08 amBOS - ORD
1 stop16h 51mFrontier
Deal found 4/23$93
Fri 5/176:36 pmBOS - ORD
2 stops24h 04mSpirit Airlines
Deal found 4/23$94
Tue 6/1810:41 amBOS - ORD
1 stop12h 10mSpirit Airlines
Deal found 4/24$95
Mon 7/156:15 amBOS - ORD
1 stop13h 55mSun Country Air
Deal found 4/23$96
Thu 5/910:27 pmBOS - ORD
2 stops26h 02mSpirit Airlines
Deal found 4/23$97
Sun 6/210:27 amBOS - ORD
1 stop15h 41mFrontier
Deal found 4/23$98

Find flights from Boston to O'Hare Intl within your budget

Customize your flight search to find flights from Boston to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$65 - $177

Route

Depart

Return

Price

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Thu 6/6

Nonstop2h 33m

Chicago O'Hare Intl

Wed 6/12

Nonstop2h 18m

$65

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Thu 6/6

Nonstop2h 33m

Chicago O'Hare Intl

Wed 6/12

Nonstop2h 18m

$73

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/15

1 stop14h 36m

Chicago O'Hare Intl

Sat 5/18

1 stop14h 47m

$82

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Thu 6/6

Nonstop2h 33m

Chicago O'Hare Intl

Tue 6/18

Nonstop2h 18m

$85

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Tue 5/14

1 stop16h 51m

Chicago O'Hare Intl

Sat 5/18

1 stop14h 47m

$89

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Thu 5/16

1 stop15h 42m

Chicago O'Hare Intl

Wed 6/5

Nonstop2h 18m

$98

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Tue 6/4

Nonstop2h 54m

Chicago O'Hare Intl

Fri 6/7

Nonstop2h 26m

$153

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/15

Nonstop2h 56m

Chicago O'Hare Intl

Mon 5/20

1 stop4h 00m

$172

Boston Logan IntlChicago O'Hare Intl

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/15

Nonstop2h 52m

Chicago O'Hare Intl

Mon 5/20

Nonstop2h 21m

$177

Flights are sorted by cheapest first

Deals found on 4/23

When is the best time to book a flight from Boston to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Boston to O'Hare Intl. Price data was last updated on January 28, 2024.
To ensure you get the cheapest price possible for a flight from Boston to Chicago O'Hare Intl Airport, you should look to book at least 87 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

When is the cheapest time to fly from Boston to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Boston to O'Hare Intl. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Boston to Chicago O'Hare Intl Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to O'Hare Intl by month

Plan your trip from Boston to O'Hare Intl by taking into account the cheapest months to travel. The average price of a one-way flight from Boston to O'Hare Intl is currently $94 while a round-trip flight costs $110. Price data was last updated on April 21, 2024.

Currently, February is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of $245). Flying from Boston to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $356). 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.

January

$248

February

$245

March

$280

April

$273

May

$282

June

$356

July

$336

August

$276

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated April 24, 2024.
Read reviews from past customers who have flown Frontier, Spirit Airlines and United Airlines from Boston to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,185 reviews

Entertainment

7.8

Food

7.4

Boarding

8.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Southwest
8.2
Very good
6,185 reviews
Southwest
8.2
Very good
6,185 reviews

Entertainment

7.8

Food

7.4

Boarding

8.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

8.1
Very good
9,110 reviews
Southwest
8.2
Very good
6,185 reviews

Entertainment

7.8

Food

7.4

Boarding

8.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

8.1
Very good
11,004 reviews
Southwest
8.2
Very good
6,185 reviews

Entertainment

7.8

Food

7.4

Boarding

8.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

7.6
Good
4,624 reviews
Southwest
8.2
Very good
6,185 reviews

Entertainment

7.8

Food

7.4

Boarding

8.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

7.4
Good
11,255 reviews
Southwest
8.2
Very good
6,185 reviews

Entertainment

7.8

Food

7.4

Boarding

8.3

Comfort

8.1

Overall

8.2

Crew

8.7

Reviews

1 / 10

I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.

Related info for your journey

Find useful and relevant information for your journey from Boston to O'Hare Intl. 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 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 47 outbound flights to Chicago O'Hare Intl per day from 7 airlines. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • Can I find flights from Boston to Chicago O'Hare Intl Airport for under $100 on Cheapflights?

    Yes, there are multiple flights from Boston to Chicago O'Hare Intl Airport for under $100. The cheapest flight booked recently is on Spirit Airlines for just $65, but on average you can expect to pay $93.

  • 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 $156.

  • 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, Wednesday, 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 47 flights from Boston to Chicago O'Hare Intl Airport a day.
    Early Morning (Midnight to 6am) - 9% of flight departures
    Morning (6am - Noon) - 40% of flight departures
    Afternoon (Noon - 6pm) - 45% of flight departures
    Evening (6pm - Midnight) - 6% 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 33m. Fly via Spirit Airlines or Frontier to get the fastest option. There are 869 mi between Boston and Chicago O'Hare Intl Airport. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on Spirit Airlines is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $65. Another option worth looking into is Frontier, starting at $82 round trip. Spirit Airlines is priced at 75% 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 $90. Users have also found prices from $91 and $94 on Frontier and Spirit Airlines, respectively.

  • What are the most popular airlines that fly 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 Scandinavian Airlines (97%), LATAM Airlines (97%) or ANA (96%) 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 $89. On average you can expect to pay $684. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for $65.

  • What does BOS to ORD mean?

    BOS and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. BOS to ORD refers to a flight route from Boston Logan Intl Airport to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Boston to O'Hare Intl that include extra baggage allowance?

    The amount of baggage you can bring on your Boston to O'Hare Intl flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Boston to O'Hare Intl with specific airlines?

    Yes, Cheapflights allows you to browse and filter Boston to O'Hare Intl flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Boston to O'Hare Intl that allow pets onboard?

    Many airlines flying from Boston to O'Hare Intl offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Boston to O'Hare Intl?

    Yes, you can often find last-minute deals on Boston to O'Hare Intl flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Boston to Chicago O'Hare Intl Airport flight deals updated?

    The Boston to Chicago O'Hare Intl Airport flight deals you see on this page were last updated on 4/23.

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Fly from Boston to O'Hare Intl on these airlines
Choose from the following airlines for your flight from Boston to O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on April 24, 2024.

Top 6 airlines flying from Boston to O'Hare Intl

Discover the top 6 airlines that operate flights from Boston to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$39Average$94FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
JetBlueCheapest$79Average$233FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
DeltaCheapest$94Average$271FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$108Average$279FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Spirit AirlinesCheapest$112Average$197FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$120Average$317FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Search flights from Boston to O'Hare Intl by cabin class

Find flights from Boston to O'Hare Intl, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Boston to O'Hare Intl

Find hourly flight availability from Boston to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2024.
3%of flight departuresEarly morningMidnight to 6 am
37%of flight departuresMorning6 am to noon
58%of flight departuresAfternoonNoon to 6 pm
2%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Boston to O'Hare Intl

Explore weekly flight availability from Boston to O'Hare Intl. 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 April 24, 2024.
Sunday48daily flights
Monday61daily flights
Tuesday42daily flights
Wednesday48daily flights
Thursday51daily flights
Friday56daily flights
Saturday29daily flights

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How does Cheapflights help users find flights from Boston to O'Hare Intl?

When you search for this flight from Boston to O'Hare Intl, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Boston to O'Hare Intl?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to O'Hare Intl from Boston.

Can Cheapflights find flights from Boston to O'Hare Intl with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston to O'Hare Intl flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Boston to O'Hare Intl become cheaper?

Yes, Cheapflights offers price alerts on Boston to O'Hare Intl flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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