Delta Air Lines Inc. Boston to Chicago Flights

Return flight: Chicago – Boston

Cheapflightsplus.com will find cheap Delta Air Lines Inc. flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $47 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Delta Air Lines Inc., arrivals and departure details below.

Find Cheap Airfare Boston (MA) — Chicago (IL) by Delta Air Lines Inc.

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in april: one-way - $47, two-way – $81.
Direct flights
  • Check to choose departure date Check to choose departure date
Check prices for return flight
Find flights
Below is a detailed 2023 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
10:30 am — 12:26 pm
10:30 am — 12:26 pm DL2413 Delta Air Lines Inc.
Boston — Chicago
2h 56m
Find flight
from$113
12:44 pm — 2:47 pm
12:44 pm — 2:47 pm DL5602 Delta Air Lines Inc.
Boston — Chicago
3h 3m
Find flight
from$53
3:35 pm — 5:43 pm
3:35 pm — 5:43 pm DL5785 Delta Air Lines Inc.
Boston — Chicago
3h 8m
Find flight
from$476
5:21 pm — 7:32 pm
5:21 pm — 7:32 pm DL5744 Delta Air Lines Inc.
Boston — Chicago
3h 11m
Find flight
from$53
6:00 am — 8:03 am
6:00 am — 8:03 am DL5730 Delta Air Lines Inc.
Boston — Chicago
3h 3m
Find flight
from$53
8:50 am — 10:51 am
8:50 am — 10:51 am DL5832 Delta Air Lines Inc.
Boston — Chicago
3h 1m
Find flight
from$53
10:00 am — 1:50 pm
10:00 am — 11:24 am DL6059 Delta Air Lines Inc.
Boston — New York
51m stop
12:15 pm — 1:50 pm DL3832 Delta Air Lines Inc.
New York — Chicago
4h 50m
including layover
Find flight
from$81
11:20 am — 3:25 pm
11:20 am — 12:44 pm DL5266 Delta Air Lines Inc.
Boston — New York
51m stop
1:35 pm — 3:25 pm DL5660 Delta Air Lines Inc.
New York — Chicago
5h 5m
including layover
Find flight
from$53
3:55 pm — 7:24 pm
3:55 pm — 6:04 pm DL1150 Delta Air Lines Inc.
Boston — Detroit
1h 6m stop
7:10 pm — 7:24 pm DL3741 Delta Air Lines Inc.
Detroit — Chicago
4h 29m
including layover
Find flight
from$53
4:00 pm — 8:45 pm
4:00 pm — 6:35 pm DL319 Delta Air Lines Inc.
Boston — Atlanta
1h 10m stop
7:45 pm — 8:45 pm DL1314 Delta Air Lines Inc.
Atlanta — Chicago
5h 45m
including layover
Find flight
from$53
5:20 pm — 8:57 pm
5:20 pm — 7:41 pm DL1637 Delta Air Lines Inc.
Boston — Detroit
40m stop
8:21 pm — 8:57 pm DL2663 Delta Air Lines Inc.
Detroit — Chicago
4h 37m
including layover
Find flight
from$53
6:05 pm — 11:15 pm
6:05 pm — 8:52 pm DL1355 Delta Air Lines Inc.
Boston — Atlanta
1h 28m stop
10:20 pm — 11:15 pm DL1323 Delta Air Lines Inc.
Atlanta — Chicago
6h 10m
including layover
Find flight
from$53
8:55 am — 12:42 pm
8:55 am — 11:14 am DL1610 Delta Air Lines Inc.
Boston — Detroit
56m stop
12:10 pm — 12:42 pm DL2724 Delta Air Lines Inc.
Detroit — Chicago
4h 47m
including layover
Find flight
from$53
9:10 am — 1:00 pm
9:10 am — 11:16 am DL236 Delta Air Lines Inc.
Boston — Detroit
1h 24m stop
12:40 pm — 1:00 pm DL3614 Delta Air Lines Inc.
Detroit — Chicago
4h 50m
including layover
Find flight
from$53
12:55 pm — 9:55 pm
12:55 pm — 2:59 pm DL914 Delta Air Lines Inc.
Boston — Detroit
1h 1m stop
4:00 pm — 4:45 pm DL2201 Delta Air Lines Inc.
Detroit — Minneapolis
3h 44m stop
8:29 pm — 9:55 pm DL3686 Delta Air Lines Inc.
Minneapolis — Chicago
10h
including layover
Find flight
from$47
1:00 pm — 9:35 pm
1:00 pm — 3:04 pm DL914 Delta Air Lines Inc.
Boston — Detroit
51m stop
3:55 pm — 5:51 pm DL462 Delta Air Lines Inc.
Detroit — Atlanta
2h 54m stop
8:45 pm — 9:35 pm DL2099 Delta Air Lines Inc.
Atlanta — Chicago
9h 35m
including layover
Find flight
from$47
2:23 pm — 9:55 pm
2:23 pm — 4:59 pm DL759 Delta Air Lines Inc.
Boston — Atlanta
41m stop
5:40 pm — 7:16 pm DL1701 Delta Air Lines Inc.
Atlanta — Minneapolis
1h 13m stop
8:29 pm — 9:55 pm DL3686 Delta Air Lines Inc.
Minneapolis — Chicago
8h 32m
including layover
Find flight
from$47
7:30 am — 4:55 pm
7:30 am — 10:12 am DL311 Delta Air Lines Inc.
Boston — Atlanta
1h 3m stop
11:15 am — 12:45 pm DL517 Delta Air Lines Inc.
Atlanta — Minneapolis
2h 43m stop
3:28 pm — 4:55 pm DL3559 Delta Air Lines Inc.
Minneapolis — Chicago
10h 25m
including layover
Find flight
from$47
*Departure and arrival times are local. Last updated on 03/29/2023

Flight Information

There are 10 flights by Delta Air Lines Inc. from Boston to Chicago every week with departures from Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:00 am to 9:55 am. Nonstop flight is 2h 56m. The time difference between Boston and Chicago is 1h.

  • The fastest flight 2h 56m
  • Average flight time 3h 4m
  • The earliest flight 10:00 am
  • The latest flight 9:55 am
  • Distance 852 ml

The cheapest flight by Delta Air Lines Inc. that our users were able to find is $47. This airfare is economy class on one-way DL914 flight for September 30, 2020 leaving Logan in Boston at 1:00 pm, it includes all taxes and additional fees.

Find same flight?

Other Popular Airlines on the Route

Besides Delta Air Lines Inc. there are other 12 airline carriers between Boston and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Boston to Chicago.

Nonstop flights

There are 110 direct flights every day from Boston. Airlines and fares are below:

See more direct flights

Connecting Flights

List of flights with layovers (1 and more stops):

See more connecting flights

How to book an air ticket yourself?

How to book an air 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 airfare.
  • 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.

    To find a plane ticket, please select dates.

Back