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Cheap flights from Chicago O'Hare Intl Airport to Boston from £84
This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BOS
9 Nov — 16 Nov1
Cheapflights Tip: The best prices from Chicago O'Hare Intl to Boston Logan Intl are usually found in January or February, booked 61 days in advance, depart on a Friday or Wednesday and return on a Wednesday
Cheap flight deals from O'Hare Intl to Boston
Enter your travel dates to find the best prices.
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Best
Direct
Last-minute
One-way
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 10 October 2026.
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 10 October 2026.
Thu 29/1006:30 -
1 stop7h 24m
Mon 2/1118:25 -
1 stop6h 32m
Deal found 8/10£166
Fri 23/1006:10 -
1 stop7h 19m
Mon 26/1017:15 -
Nonstop3h 14m
Deal found 6/10£170
Fri 13/1107:05 -
Nonstop2h 27m
Mon 16/1116:35 -
Nonstop3h 09m
Deal found 8/10£173
Mon 16/1107:05 -
Nonstop2h 27m
Thu 19/1116:35 -
Nonstop3h 09m
Deal found 7/10£178
Mon 21/1221:49 -
Nonstop2h 29m
Thu 24/1205:45 -
Nonstop3h 06m
Deal found 7/10£179
Fri 6/1107:25 -
Nonstop2h 35m
Mon 9/1119:00 -
1 stop5h 54m
Deal found 8/10£181
Mon 21/1205:00 -
1 stop6h 10m
Mon 21/1219:49 -
1 stop5h 12m
Deal found 8/10£185
Mon 26/1013:23 -
1 stop6h 07m
Wed 28/1014:59 -
1 stop6h 39m
Deal found 8/10£187
Best flights from O'Hare Intl to BostonDiscover carefully curated flight deals from O'Hare Intl to Boston that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 October 2026.
Discover carefully curated flight deals from O'Hare Intl to Boston that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 10 October 2026.
Mon 16/1106:00 -
1 stop6h 21m
Mon 16/1119:00 -
1 stop5h 54m
Deal found 6/10£167
Thu 14/114:55 -
Nonstop2h 22m
Mon 18/111:45 -
Nonstop3h 04m
Deal found 9/10£236
Tue 3/1106:00 -
1 stop4h 22m
Wed 4/1113:05 -
1 stop4h 27m
Deal found 5/10£167
Fri 6/1107:25 -
Nonstop2h 35m
Mon 9/1119:00 -
1 stop5h 54m
Deal found 8/10£181
Fri 13/1117:50 -
1 stop4h 27m
Mon 16/1113:00 -
1 stop7h 25m
Deal found 6/10£188
Tue 22/1217:45 -
Nonstop2h 29m
Wed 30/1214:55 -
Nonstop3h 06m
Deal found 7/10£195
Thu 19/1106:00 -
1 stop6h 21m
Sun 22/1120:40 -
Nonstop2h 56m
Deal found 6/10£202
Fri 4/1206:00 -
1 stop6h 21m
Fri 4/1218:00 -
1 stop5h 13m
Deal found 6/10£209
Sat 14/1117:05 -
1 stop5h 49m
Sun 15/1105:30 -
1 stop5h 55m
Deal found 6/10£210
Wed 4/1117:29 -
1 stop5h 30m
Sun 8/1105:50 -
1 stop6h 50m
Deal found 6/10£210
Sun 8/1107:25 -
Nonstop2h 35m
Fri 13/1116:35 -
Nonstop3h 09m
Deal found 6/10£216
Fri 6/1107:25 -
Nonstop2h 35m
Sun 8/1105:50 -
1 stop6h 50m
Deal found 5/10£224
Direct flights from O'Hare Intl to BostonExplore direct flight options from O'Hare Intl to Boston based on user searches, and compare prices and availability for your desired travel dates. Data last updated 10 October 2026.
Explore direct flight options from O'Hare Intl to Boston based on user searches, and compare prices and availability for your desired travel dates. Data last updated 10 October 2026.
Tue 9/210:30 -
Nonstop2h 25m
Thu 11/206:00 -
Nonstop3h 00m
Deal found 8/10£170
Fri 13/1119:45 -
Nonstop2h 23m
Wed 18/1120:40 -
Nonstop2h 56m
Deal found 8/10£173
Mon 16/1107:05 -
Nonstop2h 27m
Thu 19/1116:35 -
Nonstop3h 09m
Deal found 7/10£178
Mon 21/1221:49 -
Nonstop2h 29m
Thu 24/1205:45 -
Nonstop3h 06m
Deal found 7/10£179
Fri 19/218:50 -
Nonstop2h 35m
Mon 22/220:10 -
Nonstop2h 54m
Deal found 8/10£188
Mon 9/1107:05 -
Nonstop2h 27m
Fri 13/1120:40 -
Nonstop2h 56m
Deal found 6/10£190
Fri 13/1107:05 -
Nonstop2h 27m
Fri 13/1120:40 -
Nonstop2h 56m
Deal found 8/10£194
Sun 22/1110:35 -
Nonstop2h 24m
Tue 1/1207:30 -
Nonstop3h 08m
Deal found 8/10£195
Thu 29/1013:00 -
Nonstop2h 48m
Mon 2/1117:05 -
Nonstop3h 12m
Deal found 10/10£196
Thu 19/1117:30 -
Nonstop2h 29m
Sun 3/116:45 -
Nonstop3h 13m
Deal found 7/10£206
Sat 31/1016:40 -
Nonstop2h 41m
Thu 5/1107:30 -
Nonstop2h 54m
Deal found 5/10£207
Last-minute flights from O'Hare Intl to BostonDiscover last-minute flight deals from O'Hare Intl to Boston. Data last updated 10 October 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Boston. Data last updated 10 October 2026 and is based on user searches.
Wed 21/1012:38 -
1 stop7h 11m
Fri 23/1016:05 -
1 stop7h 05m
Deal found 7/10£190
Thu 22/1012:38 -
1 stop7h 11m
Tue 27/1017:15 -
Nonstop3h 14m
Deal found 7/10£193
Fri 23/1006:10 -
1 stop7h 19m
Mon 26/1017:15 -
Nonstop3h 14m
Deal found 7/10£170
Mon 26/1013:23 -
1 stop6h 07m
Wed 28/1014:59 -
1 stop6h 39m
Deal found 8/10£187
Thu 29/1006:30 -
1 stop7h 24m
Mon 2/1118:25 -
1 stop6h 32m
Deal found 8/10£166
Fri 6/1107:25 -
Nonstop2h 35m
Mon 9/1119:00 -
1 stop5h 54m
Deal found 8/10£181
Fri 13/1119:45 -
Nonstop2h 23m
Tue 17/1120:40 -
Nonstop2h 56m
Deal found 8/10£173
Mon 16/1107:05 -
Nonstop2h 27m
Thu 19/1116:35 -
Nonstop3h 09m
Deal found 7/10£178
One-way flights from O'Hare Intl to BostonSearch for one-way flight options from O'Hare Intl to Boston. Find affordable one-way fares based on user searches. Data last updated 10 October 2026.
Search for one-way flight options from O'Hare Intl to Boston. Find affordable one-way fares based on user searches. Data last updated 10 October 2026.
Sat 31/1010:55 -
1 stop4h 20m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10£84
Fri 11/1222:37 -
1 stop11h 02m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10£86
Mon 2/1116:40 -
Nonstop2h 41m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 5/10£87
Mon 26/1019:10 -
Nonstop2h 43m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 5/10£89
Fri 23/1006:10 -
1 stop7h 19m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 7/10£94
Fri 11/1219:45 -
Nonstop2h 32m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10£97
Fri 6/1107:25 -
Nonstop2h 35m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 7/10£97
Fri 30/1015:37 -
1 stop5h 12m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10£104
Fri 30/1018:07 -
1 stop4h 52m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10£105
Sat 26/1219:55 -
Nonstop2h 26m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/10£114
Thu 22/1012:38 -
1 stop7h 11m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 7/10£116
Find flight deals from O'Hare Intl to Boston
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Boston (BOS). 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 10 October 2026.
Cheapflights Fare Finder
Customise your flight search to find flights from O'Hare Intl to Boston 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 7,457,451 searches. Data last updated 10 October 2026.
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
Cheapest return flight
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Mon 14/12
09:59-17:51
1 stop6h 52m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£84
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Wed 6/1
12:55-19:08
1 stop5h 13m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£84
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Tue 3/11
08:36-15:23
1 stop5h 47m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£84
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Mon 7/12
10:05-18:23
1 stop7h 18m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£84
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Sat 31/10
10:55-16:15
1 stop4h 20m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£84
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Wed 16/12
09:59-18:58
1 stop7h 59m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£84
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Fri 27/11
07:05-10:32
Nonstop2h 27m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£97
Fastest return journey
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Fri 8/1
14:55-18:17
Nonstop2h 22m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£119
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Wed 2/12
19:45-23:17
Nonstop2h 32m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£119
ChicagoBoston
ORD Chicago O'Hare Intl - BOS Boston Logan Intl
ORDBOS
Chicago O'Hare Intl
Sat 12/12
07:05-10:36
Nonstop2h 31m
Boston Logan Intl
Wed 31/12
00:00-23:00
Nonstop0h 00m
£119
Showing 1-10 of 23 resultsSorted by cheapest first
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.
ORD-BOS
Estimated return 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
Prices
Airlines
Delays
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Boston?
Booking 60 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 £156). Flying from Chicago O'Hare Intl Airport to Boston in September is currently the most expensive (average of £252). 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?
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 10 October 2026.
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 80% on your trip compared to booking a flight at midday.
How often are flights from Chicago to Boston delayed?
About 26% of weekly flights between Chicago and Boston have experienced delays in the past year, with the average delay time being 159 minutes.
What is the most punctual flight time for Chicago to Boston flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Boston flights?
Over the past year, Delta have had the lowest number of delays on this route, with just 22% of flights being delayed.
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.
Travelling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsBurlington
Canton
North Truro
Waltham
Warwick
Cambridge
Wellfleet
Peabody
Revere
Somerville
Quincy
Chelmsford
Raynham
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How does Cheapflights help users find flights from O'Hare Intl to Boston?
Cheapflights makes it easy to find O'Hare Intl to Boston flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from O'Hare Intl to Boston?
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 Boston from O'Hare Intl.
Can Cheapflights find flights from O'Hare Intl to Boston with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from O'Hare Intl to Boston, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from O'Hare Intl to Boston become cheaper?
Yes, Cheapflights offers price alerts on O'Hare Intl to Boston 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.