Cheap Flights from Chicago, IL to Boston, MA from $61
On Cheapflightsplus.com you will find 3 direct and 3 connecting flights from Chicago to Boston. You can compare airfare deals from 2 airlines and multiple travel sites from $214, book and save on cheap plane tickets and last minute offers. Also check out CHI-BOS flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Chicago to Boston Flight Deals
Best Flights from Chicago to Boston Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $214 | 10:40 Chicago O'Hare International | 13:56 Boston Logan | 2h 16m | American Airlines | AA2264 |
| from $304 | 10:40 Chicago O'Hare International | 13:56 Boston Logan | 2h 16m | JetBlue | B64307 |
| from $304 | 17:24 Chicago O'Hare International | 20:38 Boston Logan | 2h 14m | JetBlue | B64312 |
| from $265 | 05:25 Chicago O'Hare International | 11:43 Boston Logan | 5h 18m layover 1h 8m - Charlotte | American Airlines | AA1784 AA1180 |
| from $265 | 16:40 Chicago O'Hare International | 22:58 Boston Logan | 5h 18m layover 1h 15m - Charlotte | American Airlines | AA815 AA1843 |
| from $377 | 12:30 Chicago O'Hare International | 19:32 Boston Logan | 6h 2m layover 2h 1m - Charlotte | American Airlines | AA2795 AA2252 |
| | |||||
Flight Schedule Chicago (Illinois) to Boston (Massachusetts)
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
10:40 — 13:56
|
10:40 — 13:56
AA2264
American Airlines
Chicago — Boston
|
2h 16m |
Find flight
from$214 |
|
|
17:24 — 20:38
|
17:24 — 20:38
B64312
JetBlue
Chicago — Boston
|
2h 14m |
Find flight
from$304 |
|
|
05:25 — 11:43
|
05:25 — 08:20
AA1784
American Airlines
Chicago — Charlotte
1h 8m stop
09:28 — 11:43
AA1180
American Airlines
Charlotte — Boston
|
5h 18m including layover |
Find flight
from$265 |
|
|
12:30 — 19:32
|
12:30 — 15:22
AA2795
American Airlines
Chicago — Charlotte
2h 1m stop
17:23 — 19:32
AA2252
American Airlines
Charlotte — Boston
|
6h 2m including layover |
Find flight
from$377 |
|
|
16:40 — 22:58
|
16:40 — 19:31
AA815
American Airlines
Chicago — Charlotte
1h 15m stop
20:46 — 22:58
AA1843
American Airlines
Charlotte — Boston
|
5h 18m including layover |
Find flight
from$265 |
|
Flight Information
Below we will explain in detail what the flights cost on the destination from Chicago to Boston depends on and how to choose the most interesting flight option for you.
Distance between Chicago and Boston is 1370 miles. Time difference between the cities is 1h. Airplanes depart 05:25 to 17:24 from 7 Chicago airports and arrive 05:25 to 17:24 to 4 Boston airports. Average flight time is 2h 16m.
- The fastest flight 2h 14m
- Average flight time 2h 16m
- The earliest flight 05:25
- The latest flight 17:24
- Distance 852 ml
The cheapest months to travel to Boston are december (from 214 $), december (from 244 $).
What is the lowest airfare Chicago to Boston?
The cheapest plane ticket found by our users is $214. This airfare is for economy class on one-way AA2264 flight by American Airlines for December 4, 2022 which leaves O'Hare International in Chicago at 10:40 am and arrives at Boston Logan at 13:56.
Popular Airlines on the Route
The flight Chicago — Boston is served by 2 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by American Airlines - 4 departures per week at the price of from $ 214 . And the most expensive tickets are offered by American Airlines airline - from $ 377.
Direct flights
There are 3 nonstop flights on the route. The fastest direct flight is B64312 by JetBlue takes 2h 14m and the cheapest is AA2264 by American Airlines for $214.
- from $214Find
- from $304Find
Connecting Flights
There are 3 flights with layovers on the route. The fastest connecting flight is AA1784 by American Airlines takes 5h 18m and the cheapest is AA2264 by American Airlines for $265.
- from $265Find
Airports
You can fly from Chicago to Boston from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).
Chicago airports
- O'Hare International-ORDfrom $214Find
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Boston airports
- Boston City Heliport-JBCFind
- Boston RT128 Rail-ZRUFind
- Boston South Rail-ZTOFind
- Logan-BOSFind
Airplanes
There are flights to Boston from Chicago by 2 airlines that use 3 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737-800from $214Find
- Boeing 737from $265Find
- Airbus A321from $265Find
Top Domestic Destinations from Chicago
You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.
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Top International Destinations from Chicago
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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