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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 August or July, booked 2 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
$67 - $200
ORD
Temperature
35.6 - 86 °F
ORD
Rainfall
1.5 - 4.8 inches

Popular in

December

High demand for flights, 27% potential price rise

Cheapest in

August

Best time to find cheap flights, 54% potential price drop

Round-trip from

$67

From Boston to Chicago-O'Hare Intl

One-way from

$40

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 48% by booking at least 20 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 $213.

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

Our data shows that August tends to be the cheapest month to fly to Chicago-O'Hare Intl from Boston. Users have commonly found prices around $182 for the month, but tickets can be as low as $64. 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 (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 November, December 2020

The best prices found for BOS to ORD flights for November, December
4 Dec - 8 Dec
$48pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
20 Dec - 6 Jan
$49pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
18 Dec - 21 Dec
$52pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl

Boston to Chicago-O'Hare Intl 2021 flight deals

Cheap flights to Chicago-O'Hare Intl from Boston found for next year
4 Dec - 8 Dec
$48pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
20 Dec - 6 Jan
$49pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
18 Dec - 21 Dec
$52pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 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
12 Jan - 1 Feb
$89pp
BOS
Boston Logan Intl
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
BOS
Boston Logan Intl
3 Dec - 3 Dec
$91pp
BOS
Boston Logan Intl
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BOS
Boston Logan Intl
5 Dec - 7 Dec
$93pp
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
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
4 Dec - 8 Dec
$48pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
5 Dec - 8 Dec
$61pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
4 Dec - 8 Dec
$63pp
BOS
Boston Logan Intl
Spirit Airlines
 
1 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
4:52 am - 2:39 pm
Frontier
1 Stop
10h 47m
BOS - ORD
Frontier
12:48 am - 2:55 am
American Airlines
Nonstop
3h 07m
BOS - ORD
American Airlines
6:15 am - 8:07 am
United Airlines
Nonstop
2h 52m
BOS - ORD
United Airlines
$55
United

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.

What safety measures are being taken by airlines flying from Boston Logan Intl to Chicago O'Hare Intl to control the spread of COVID-19?

New policies can now be found on JetBlue and Delta to help keep travelers safe while flying. Some of the new policies that have been implemented to accommodate travelers flying from Boston Logan Intl to Chicago O'Hare Intl are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

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, American Airlines, and JetBlue. 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 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 Spirit Airlines for just $48, but on average you can expect to pay $65.

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 $115.

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.

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

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

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

On average, you can expect to see 23 flights from Boston Logan Intl to Chicago O'Hare Intl a day.
Early Morning (Midnight to 6am) - 17% of flight departures
Morning (6am - Noon) - 35% of flight departures
Afternoon (Noon - 6pm) - 22% of flight departures
Evening (6pm - Midnight) - 26% of flight departures

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

The rainfall in Boston is generally less than the rainfall in Chicago-O'Hare Intl. This will continue over the next 13 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 45m. United Airlines provides one of the quickest options available for as low as $97. The distance between Boston and Chicago-O'Hare Intl is about 869 mi. All flights are typically nonstop.

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

Currently priced at $48, 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. Search Cheapflights for deals from Frontier and JetBlue - these airlines can fly you to your destination from $68 and $89, respectively. Spirit Airlines is priced at 67% 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 $23 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $40 and American Airlines from $45 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 33m
Average temperature for November in Chicago-O'Hare Intl
50.0 °F
Avg rainfall for November in Chicago-O'Hare Intl
2.8 ″

Airports servicing Boston

Airports servicing Chicago

Top 5 airlines from Boston to Chicago-O'Hare Intl

The chart below displays the airlines Cheapflights users traveling from Boston to Chicago-O'Hare Intl choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
Spirit Airlines
$56 $148 No cancel fee 65%
Delta
$68 $188 No cancel fee N/A
JetBlue
$71 $220 No cancel fee 62%
American Airlines
$77 $227 No cancel fee 71%
United Airlines
$80 $239 No cancel fee 69%

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

Afternoon Noon to 6 PM 39% of BOS to ORD departures
Morning 6 AM to noon 36% of BOS to ORD departures
Early morning Midnight to 6 AM 25% 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
22 daily flights
Monday
23 daily flights
Tuesday
6 daily flights
Wednesday
26 daily flights
Thursday
9 daily flights
Friday
14 daily flights
Saturday
18 daily flights
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