Cheap flights from Boston to Chicago O'Hare Intl Airport

Round-trip
1 adult
Economy
From?
To?
Sun 8/8
Sun 8/15

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Boston Logan Intl to Chicago O'Hare Intl Airport.
View current United States travel restrictions

Flight information for Boston to Chicago O'Hare Intl Airport
(BOS to ORD)

Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago O'Hare Intl Airport
Best Price Found$60The best flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $60
Fastest flight time2h 39mThe fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 39m
Direct flightsSatDirect flights go from Boston to Chicago O'Hare Intl Airport on Saturday. Airlines offering direct flights are: Delta, Air New Zealand and Azul.

How to get the cheapest flight ticket from Boston to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

August

The cheapest time of year to fly to Chicago O'Hare Intl Airport from Boston is August. Most expensive is December

What is the cheapest airline that flies to Chicago O'Hare Intl Airport from Boston?

Spirit Airlines

American Airlines, Delta, and JetBlue are the most popular carriers operating from Boston to Chicago O'Hare Intl Airport

How far in advance should you book Boston to Chicago O'Hare Intl Airport flights?

0 days before

The cheapest time to buy a flight from Boston to Chicago O'Hare Intl Airport is approximately 0 days to departure


Easily compare round-trip flights from Boston to Chicago O'Hare Intl Airport

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Boston to Chicago O'Hare Intl Airport by changing tabs
Spirit Airlines
Sep 14
BOS1:15 amBoston Logan Intl
7h 29m
1 stop
ORD8:44 amChicago O'Hare Intl
Sep 15
ORD6:40 amChicago O'Hare Intl
6h 44m
1 stop
BOS1:24 pmBoston Logan Intl
Spirit Airlines
Sep 1
BOS5:26 amBoston Logan Intl
6h 40m
1 stop
ORD12:06 pmChicago O'Hare Intl
Sep 5
ORD2:40 amChicago O'Hare Intl
8h 20m
1 stop
BOS11:00 amBoston Logan Intl
Spirit Airlines
Sep 1
BOS5:26 amBoston Logan Intl
6h 40m
1 stop
ORD12:06 pmChicago O'Hare Intl
Sep 7
ORD1:25 amChicago O'Hare Intl
8h 56m
1 stop
BOS10:21 amBoston Logan Intl
Spirit Airlines
Aug 28
BOS12:20 pmBoston Logan Intl
8h 59m
1 stop
ORD9:19 pmChicago O'Hare Intl
Sep 13
ORD4:00 amChicago O'Hare Intl
7h 03m
1 stop
BOS11:03 amBoston Logan Intl
Spirit Airlines
Aug 31
BOS7:20 amBoston Logan Intl
8h 28m
1 stop
ORD3:48 pmChicago O'Hare Intl
Sep 1
ORD2:45 amChicago O'Hare Intl
8h 15m
1 stop
BOS11:00 amBoston Logan Intl
Spirit Airlines
Aug 31
BOS7:20 amBoston Logan Intl
8h 28m
1 stop
ORD3:48 pmChicago O'Hare Intl
Sep 1
ORD2:45 amChicago O'Hare Intl
8h 15m
1 stop
BOS11:00 amBoston Logan Intl

Find the cheapest one-way flights from Boston to Chicago O'Hare Intl Airport

If you're looking for one-way flights from Boston to Chicago O'Hare Intl Airport, view some of our deals below provided by Spirit Airlines
Spirit Airlines
Sep 1
BOS5:26 amBoston Logan Intl
6h 40m
1 stop
ORD12:06 pmChicago O'Hare Intl
Spirit Airlines
Sep 27
BOS12:53 pmBoston Logan Intl
8h 03m
1 stop
ORD8:56 pmChicago O'Hare Intl
Spirit Airlines
Sep 16
BOS12:53 pmBoston Logan Intl
8h 03m
1 stop
ORD8:56 pmChicago O'Hare Intl

Best airlines flying from Boston to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Boston to Chicago O'Hare Intl Airport with momondo
AirlineRatingFree CancellationPrice
Spirit Airlines
PriceFrom $56
Free Cancellation
Rating
6.3
6.5

Boarding

6.0

Comfort

7.0

Crew

5.3

Entertainment

5.4

Food

Reviews

Pros: Well, it was not very comfortable and we were delayed for an hour. And a crew member was sick.

Cons: Mostly everything.

1 / 10
Delta
PriceFrom $68
Free Cancellation
Rating
8.2
8.3

Boarding

8.5

Comfort

8.3

Crew

7.9

Entertainment

8.0

Food

Reviews

Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.

1 / 10
JetBlue
PriceFrom $71
Free Cancellation
Rating
7.0
7.3

Boarding

7.5

Comfort

7.9

Crew

7.2

Entertainment

6.7

Food

Reviews

Cons: I’m expected to be an hour early, and then your 3 hours late? Get it together JetBlue.

1 / 10
American Airlines
PriceFrom $77
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.0

Entertainment

6.8

Food

Reviews

Pros: Delayed flight no reasons seems like American Airlines don’t know what to do in these situations

Cons: I believe this airlines should have figured the answer to this question by now.

1 / 10
United Airlines
PriceFrom $80
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Cons: Sarasota ticketing agent was not very nice at all 😟 Houston Gate agent was not nice either. We were treated like we were stupid for asking questions. I hope it’s not racism issues. I wished I had taken their names.

1 / 10

  • Are airlines flying from Boston Logan Intl to Chicago O'Hare Intl offering flexible cancellation due to COVID-19?

    Due to the global impact of COVID-19, some of our airline partners operating flights from Boston Logan Intl to Chicago O'Hare Intl, such as United Airlines, American Airlines, and JetBlue may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.

  • How far is Boston Logan Intl to Chicago O'Hare Intl by plane?

    A flight from Boston Logan Intl to Chicago O'Hare Intl will travel around 861.0 mi. 2h 41m is a normal flight duration for this route.


Can I fly to Chicago O'Hare Intl from Boston Logan Intl right now?

Information is based on travel restrictions for travel to Chicago O'Hare Intl within the United States

Most visitors from Boston Logan Intl need to provide a negative COVID-19 test result and/or quarantine to enter Chicago O'Hare Intl.

COVID-19 testing requirements
Visitors from Boston Logan Intl must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago O'Hare Intl.

Quarantine requirements
Visitors from Boston Logan Intl are not required to quarantine after entering Chicago O'Hare Intl.

Can I fly back to Boston Logan Intl from Chicago O'Hare Intl?

Returning to Boston Logan Intl from Chicago O'Hare Intl

COVID-19 testing requirements
Visitors from Chicago O'Hare Intl must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Boston Logan Intl.

Quarantine requirements
Visitors from Chicago O'Hare Intl are not required to quarantine after entering Boston Logan Intl.

If you are planning to travel to Chicago O'Hare Intl Airport at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Boston to Chicago O'Hare Intl Airport

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Boston to Chicago Midway Airport Flights
Fastest flight time4h 10m
Cheapest price$135
Worcester, Massachusetts to Chicago O'Hare Intl Airport Flights
Fastest flight time6h 45m
Cheapest price$321