Cheap flights from Boston to Chicago O'Hare Intl Airport

Round-trip
Economy
Boston (BOS)
Chicago (ORD)
Sat 4/3
Sat 4/10
Any month
Compare vs. momondo |

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$38The best flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $38
Fastest flight time2h 50mThe fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 50m.
Direct flightsMo, Tu, Fr, Sa and SuDirect flights go from Boston to Chicago O'Hare Intl Airport on Monday, Tuesday, Friday, Saturday and Sunday. Airline offering direct flights is American Airlines..

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 day to depart Boston for Chicago O'Hare Intl Airport?

Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from Boston to Chicago O'Hare Intl Airport?

at noon
Boston to Chicago O'Hare Intl Airport flights are approximately 29% more expensive in the afternoon than at noon

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

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

What is the cheapest Boston to Chicago O'Hare Intl Airport flight route?

Boston Logan Intl - Chicago O'Hare Intl
Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston - Chicago O'Hare Intl Airport flight prices
BOS
Boston Logan Intl
ORD
Chicago O'Hare Intl

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

2 days before
The cheapest time to buy a flight from Boston to Chicago O'Hare Intl Airport is approximately 2 days to departure
60
Days before departure
0

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
Apr 14
8:47 amBoston Logan Intl
2h 50m
11:37 amChicago O'Hare Intl
Apr 22
11:22 amChicago O'Hare Intl
2h 23m
1:45 pmBoston Logan Intl
Spirit Airlines
Apr 29
8:47 amBoston Logan Intl
2h 50m
11:37 amChicago O'Hare Intl
May 4
11:22 amChicago O'Hare Intl
2h 23m
1:45 pmBoston Logan Intl
Spirit Airlines
Apr 14
8:47 amBoston Logan Intl
2h 50m
11:37 amChicago O'Hare Intl
Apr 21
11:22 amChicago O'Hare Intl
2h 23m
1:45 pmBoston 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
Apr 29
8:47 amBoston Logan Intl
2h 50m
11:37 amChicago O'Hare Intl
Spirit Airlines
Apr 15
8:47 amBoston Logan Intl
2h 50m
11:37 amChicago O'Hare Intl
Spirit Airlines
Apr 25
8:47 amBoston Logan Intl
2h 50m
11:37 amChicago 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
7.3
7.3

Boarding

7.3

Comfort

7.3

Crew

7.3

Entertainment

7.3

Food

Reviews

Pros: We made it safely

Cons: Awful experience. Early in the day I received several updates about my flight being delayed. No details on why, but much appreciated. Upon arriving to the airport the flight was still showing 59 mins delayed. Oddly, with all of the early communxaruin, it suddenly ceased! No communication for at least 2 hrs before the flight. Even as the 'would be' boarding window, the line formed with people asking questions... yet there were no answers or updates to the proposed time of departure. Even when the 59 min late departure came and went, there was NO communication. Folks were in an uproar! Finally, with no announcement, the gate attendant just started checking boarding passes and letting people go through the gate. Huh? I have zone 1, yet he said, we're just boarding everybody.... and, on the 3+ hr flight, only 1 bathroom worked. AWFUL EXPERIENCE!!!

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

Boarding

8.5

Comfort

8.8

Crew

7.8

Entertainment

8.1

Food

Reviews

Pros: I appreciate the choice of snacks.

Cons: The coffee served on the flight was lukewarm.

1 / 9
JetBlue
PriceFrom $71
Free Cancellation
Rating
8.7
9.0

Boarding

9.0

Comfort

8.9

Crew

8.3

Entertainment

8.6

Food

Reviews

Cons: Todo fue Exelente...

1 / 4
American Airlines
PriceFrom $77
Free Cancellation
Rating
7.2
7.9

Boarding

7.0

Comfort

7.7

Crew

7.4

Entertainment

6.4

Food

Reviews

Pros: Entertainment

Cons: The seat space/leg room is tiny. I found it impossible to fall asleep, being in the middle of a row of three with two "big" people in either side.

1 / 8
United Airlines
PriceFrom $80
Free Cancellation
Rating
6.6
6.4

Boarding

7.0

Comfort

7.3

Crew

6.0

Entertainment

6.6

Food

Reviews

Pros: It was meh....

Cons: I got no notification that the flight was going to be 1 hour earlier

1 / 6

Which airlines flying from Boston Logan Intl to Chicago O'Hare Intl have COVID-19 safety policies in place?

Airlines such as Delta have taken additional precautions to make sure you’re safer while traveling. Many airlines flying from Boston Logan Intl to Chicago O'Hare Intl are offering enhanced cleaning of their aircraft. Additional policies include pre-flight testing for COVID-19-related symptoms and antibodies. Masks are also required and are provided to travelers. Some airlines are offering socially-distanced seating for a limited time. Policies will vary by airline so keep this in mind as you search for options.

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.


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 time
4h 26m
Cheapest price
$115

Flights from Boston to:

  • Round-trip
  • One-way
  • Multi-city
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First