RM332 Cheap Flights from Boston (BOS) to Chicago (ORD)

View RM332 flight on Tue, 2 Jun 2026Opens in a new window

Popular airlines from Logan International Airport (BOS) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Boston to Chicago (BOS-ORD)

Prices were available within the past 7 days and start at RM332 for one-way flights and RM762 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 2 Jun - Fri, 5 Jun
BOS
Boston
ORD
Chicago
RM762 Return, found 4 days ago
RM762
Return
found 4 days ago
Select Delta flight, departing Tue, 2 Jun from Boston to Chicago, returning Fri, 5 Jun, priced at RM762 found 4 days ago
Delta
Sat, 30 May - Sat, 6 Jun
BOS
Boston
ORD
Chicago
RM825 Return, found 4 days ago
RM825
Return
found 4 days ago
Select Delta flight, departing Sat, 30 May from Boston to Chicago, returning Sat, 6 Jun, priced at RM825 found 4 days ago
Delta
Fri, 1 May - Tue, 5 May
BOS
Boston
ORD
Chicago
RM841 Return, found 4 days ago
RM841
Return
found 4 days ago
Select Delta flight, departing Fri, 1 May from Boston to Chicago, returning Tue, 5 May, priced at RM841 found 4 days ago
Delta
Tue, 2 Jun - Fri, 5 Jun
BOS
Boston
ORD
Chicago
RM842 Return, found 4 days ago
RM842
Return
found 4 days ago
Select Delta flight, departing Tue, 2 Jun from Boston to Chicago, returning Fri, 5 Jun, priced at RM842 found 4 days ago
Delta
Tue, 2 Jun - Fri, 5 Jun
BOS
Boston
ORD
Chicago
RM861 Return, found 4 days ago
RM861
Return
found 4 days ago
Select Delta flight, departing Tue, 2 Jun from Boston to Chicago, returning Fri, 5 Jun, priced at RM861 found 4 days ago
Delta
Sat, 30 May - Sat, 6 Jun
BOS
Boston
ORD
Chicago
RM864 Return, found 4 days ago
RM864
Return
found 4 days ago
Select Delta flight, departing Sat, 30 May from Boston to Chicago, returning Sat, 6 Jun, priced at RM864 found 4 days ago
Delta
Tue, 2 Jun - Fri, 5 Jun
BOS
Boston
ORD
Chicago
RM880 Return, found 4 days ago
RM880
Return
found 4 days ago
Select Delta flight, departing Tue, 2 Jun from Boston to Chicago, returning Fri, 5 Jun, priced at RM880 found 4 days ago
Delta
Sat, 30 May - Sat, 6 Jun
BOS
Boston
ORD
Chicago
RM884 Return, found 4 days ago
RM884
Return
found 4 days ago
Select Delta flight, departing Sat, 30 May from Boston to Chicago, returning Sat, 6 Jun, priced at RM884 found 4 days ago
United
Fri, 1 May - Tue, 5 May
BOS
Boston
ORD
Chicago
RM921 Return, found 4 days ago
RM921
Return
found 4 days ago
Select United flight, departing Fri, 1 May from Boston to Chicago, returning Tue, 5 May, priced at RM921 found 4 days ago
American Airlines
Fri, 1 May - Tue, 5 May
BOS
Boston
ORD
Chicago
RM942 Return, found 4 days ago
RM942
Return
found 4 days ago
Select American Airlines flight, departing Fri, 1 May from Boston to Chicago, returning Tue, 5 May, priced at RM942 found 4 days ago

Frequently asked questions

How much is a flight from Logan Intl. Airport to ORD?
If you're planning on travelling from BOS to O'Hare Airport, round-trip flights start from RM762. This price is based on airfares advertised within the last 7 days on Expedia for flights departing within the next year, so don't hang about. Book now and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Logan Intl. Airport (BOS) to ORD?
The majority of flights can be conveniently cancelled online, but whether or not you incur a fee varies between airlines. If you do have to cancel your trip, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from BOS to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Logan Intl. Airport to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from BOS to O'Hare Intl. Airport (ORD)?
Forget about a movie marathon on this flight — it's only 1,400 kilometres from Boston to Chicago. Sit down, buckle up and you'll be touching down before long.
Which airlines fly direct from Logan Intl. Airport to ORD?
It's a breeze to fly directly from Logan Intl. Airport to ORD. Below are some of the top carriers that operate nonstop services on this route:

  • American Airlines - (AA) with 230 monthly flights
  • United Airlines - (UA) with 178 monthly flights
  • Delta Air Lines - (DL) with 139 monthly flights
  • JetBlue Airways - (B6) with 30 monthly flights

Are Logan Intl. Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
It is possible to get great last-minute deals from BOS to O'Hare Airport, but it's also possible to miss out entirely! As many airlines publish prices up to a year in advance, it's worth keeping an eye on fares early and being ready to pounce when you spot a good bargain. Expedia compares air carrier prices and updates flight deals frequently, so you can rest easy knowing you're always getting the latest offers.

Travel information

Origin airport
Logan Intl.
Destination airport
O'Hare Intl.
Return price
RM762
Distance
1381 km
Average flight time
1 hour 58 mins

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