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

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The best prices from Boston to Chicago-O'Hare Intl are usually found in January or September, booked 47 days in advance, depart on a Wednesday or Saturday and return on a Tuesday

How to find the cheapest flight from
Boston (BOS) to Chicago-O'Hare Intl (ORD)

BOS - ORD
Price
$159 - $229
ORD
Temperature
35.6 - 86 °F
ORD
Rainfall
1.5 - 4.8 inches
Popular in April High demand for flights, 15% potential price rise
Cheapest in January Best time to find cheap flights, 18% potential price drop
Round-trip from €159 From Boston to Chicago-O'Hare Intl
One-way from €32 One-way flight from Boston to Chicago-O'Hare Intl
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Boston to Chicago-O'Hare Intl?

Users have found that flying from Boston to Chicago-O'Hare Intl on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

Find a great deal and save up to 10% by booking at least 37 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Boston to Chicago-O'Hare Intl within the next two weeks, with the cheapest ticket starting at $177.

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

Unlike in the afternoon, when flights are generally more expensive, you can save up to 29% on flights from Boston to Chicago-O'Hare Intl by exploring options for tickets at noon.

Cheap flights from Boston to Chicago-O'Hare Intl in September, October 2020

The best prices found for BOS to ORD flights for September, October
29 Oct - 31 Oct
$38pp
BOS
Boston Logan Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
10 Oct - 7 Nov
$39pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
10 Oct - 7 Nov
$40pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Boston to Chicago-O'Hare Intl 2020 flight deals

Cheap flights to Chicago-O'Hare Intl from Boston found for this year
29 Oct - 31 Oct
$38pp
BOS
Boston Logan Intl
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
10 Oct - 7 Nov
$39pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
10 Oct - 7 Nov
$40pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Non-stop flights to Chicago-O'Hare Intl from Boston

Save time with Boston to Chicago-O'Hare Intl direct flight deals
10 Oct - 7 Nov
$43pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
1 Oct - 19 Oct
$46pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BOS
Boston Logan Intl
1 Oct - 19 Oct
$47pp
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl

Last minute flights from Boston to Chicago-O'Hare Intl

Late deals on round-trip flights to Chicago-O'Hare Intl from Boston, departing today and this week
1 Oct - 19 Oct
$46pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
BOS
Boston Logan Intl
1 Oct - 19 Oct
$47pp
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
26 Sep - 11 Oct
$48pp
BOS
Boston Logan Intl
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl

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

The cheapest one-way flights from Boston to Chicago-O'Hare Intl
3:00 am - 4:56 am
Major Airline
Nonstop
2h 56m
BOS - ORD
Major Airline
$32
StudentUniverse
2:00 am - 3:56 am
British Airways
Nonstop
2h 56m
BOS - ORD
British Airways
$49
Travelgenio
5:10 am - 7:10 pm
Delta
2 Stops
15h 00m
BOS - ORD
Delta
$81
Delta

Related info for your journey

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

Flight FAQs

From Boston to Chicago-O'Hare Intl

Are flight prices decreasing from Boston to Chicago-O'Hare Intl due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Boston and Chicago-O'Hare Intl for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

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

Yes, there are multiple flights from Boston to Chicago-O'Hare Intl for under $100. The cheapest flight booked recently is on Multiple Airlines for just $38, but on average you can expect to pay $49.

Are there nonstop flights from Boston to Chicago-O'Hare Intl for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Boston to Chicago-O'Hare Intl under $100. A good price for a nonstop flight from Boston to Chicago-O'Hare Intl is less than $57.

Are there last-minute flights available from Boston to Chicago-O'Hare Intl for under $100?

There are currently 20+ open flights from Boston to Chicago-O'Hare Intl within the next 7 days for less than $100.

Does it rain more in Boston or Chicago-O'Hare Intl?

The rainfall in Boston is generally same as the rainfall in Chicago-O'Hare Intl. This will continue over the next 12 days.

Is Boston weather warmer or cooler than Chicago-O'Hare Intl?

Expect the weather to be around 86 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Chicago-O'Hare Intl is generally hotter than in Boston.

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

A quick flight from Boston to Chicago-O'Hare Intl can take about 2h 50m. JetBlue provides one of the quickest options available for as low as $66. This flight may include one or multiple stops.

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

Currently priced at $39, Spirit Airlines will fly you from Boston to Chicago-O'Hare Intl and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on JetBlue for as low as $66. Spirit Airlines is priced at 79% 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 one-way?

One-way options have recently been found by users for as low as $24 on JetBlue. Other airlines that offer cheap prices include Major Airline from $32 and Spirit Airlines from $36 one-way.

Alternative routes for Boston to Chicago-O'Hare Intl

Destination information for Chicago-O'Hare Intl

Things to know before you go. Useful info for your trip from Boston to Chicago-O'Hare Intl
Flight duration
2h 35m
Average temperature for September in Chicago-O'Hare Intl
77.0 °F
Avg rainfall for September in Chicago-O'Hare Intl
3.4 ″

Airports servicing Boston

Airports servicing Chicago

Hourly flight availability from Boston to Chicago-O'Hare Intl

Morning 6 AM to noon 63% of BOS to ORD departures
Afternoon Noon to 6 PM 26% of BOS to ORD departures
Early morning Midnight to 6 AM 11% of BOS to ORD departures
Evening 6 PM to midnight 0% of BOS to ORD departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Boston to Chicago-O'Hare Intl
Sunday
30 daily flights
Monday
29 daily flights
Tuesday
24 daily flights
Wednesday
27 daily flights
Thursday
26 daily flights
Friday
33 daily flights
Saturday
24 daily flights
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