How do most travelers feel about Delta?

The general consensus from 8,602 Cheapflights users is that Delta is a 6.4/10. Select your travel dates above for updated prices on flights from Boston to Chicago (BOS-CHI).

Can I get a flight from Boston to Chicago on Delta for under $400?

Boston to Chicago flights on Delta are currently available under $400. 24 flights have been found by Cheapflights users under that amount. To find flights for your dates, click here.

How far ahead should I book a flight from Boston to Chicago with Delta?

Booking with Delta 45 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Chicago with Delta?

Currently, the most affordable month to book a Delta flight from Boston to Chicago in February, with an average price of $244. Conversely, traveling with Delta from Boston to Chicago in June will be the most expensive, with an average cost of $326. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Fly Delta from BOS to Chicago as low as $69

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Cheapflights users flying from Boston to Chicago on Delta typically fly into Chicago O'Hare Intl and depart from Boston Logan Intl. Select your dates above for pricing.

Delta flights from Boston to Chicago in 2024

Popular in	June
Cheapest in	January
Average price (all airlines)	$323
One-way from	$69
Round-trip from	$137

Highest demand for flights from Boston Logan Intl to Chicago; 12% potential price increase.

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Best time to find cheap flights from Boston Logan Intl to Chicago; 1% potential price drop.

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Average price for all Boston Logan Intl to Chicago flights (one-way and round-trip).

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Cheapest one-way Delta flight from Boston Logan Intl to Chicago

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Cheapest round-trip Delta flight from Boston Logan Intl to Chicago

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Can I get a flight from Boston to Chicago on Delta for under $400?
Boston to Chicago flights on Delta are currently available under $400. 24 flights have been found by Cheapflights users under that amount. To find flights for your dates, click here.
How do most travelers feel about Delta?
The general consensus from 8,602 Cheapflights users is that Delta is a 6.4/10. Select your travel dates above for updated prices on flights from Boston to Chicago (BOS-CHI).

Cheapest Delta flights from Boston to Chicago

Tue 6/257:35 amBOS - ORD

Nonstop2h 52mDelta

Thu 7/47:59 pmORD - BOS

Nonstop2h 38mDelta

Deal found 6/1$161

Pick Dates

Tue 6/257:35 amBOS - ORD

Nonstop2h 52mDelta

Sun 6/307:00 amORD - BOS

Nonstop2h 31mDelta

Deal found 6/2$170

Pick Dates

Mon 6/107:30 pmBOS - ORD

Nonstop2h 57mDelta

Fri 6/146:30 amORD - BOS

Nonstop2h 28mDelta

Deal found 6/2$175

Pick Dates

Direct flights from Boston to Chicago on Delta

Tue 8/137:40 pmBOS - ORD

Nonstop2h 59mDelta

Sat 8/177:00 amORD - BOS

Nonstop2h 28mDelta

Deal found 6/2$137

Pick Dates

Tue 8/207:30 amBOS - ORD

Nonstop3h 00mDelta

Thu 8/226:39 amORD - BOS

Nonstop2h 26mDelta

Deal found 6/1$157

Pick Dates

Tue 7/25:05 pmBOS - ORD

Nonstop2h 57mDelta

Thu 7/47:59 pmORD - BOS

Nonstop2h 38mDelta

Deal found 6/1$159

Pick Dates

Last minute deals on Cheapflights

Mon 6/107:30 pmBOS - ORD

Nonstop2h 57mDelta

Fri 6/146:30 amORD - BOS

Nonstop2h 28mDelta

Deal found 6/2$175

Pick Dates

Sat 6/85:05 pmBOS - ORD

Nonstop2h 58mDelta

Mon 6/106:30 amORD - BOS

Nonstop2h 28mDelta

Deal found 6/1$191

Pick Dates

Sat 6/85:05 pmBOS - ORD

Nonstop2h 58mDelta

Sun 6/96:30 amORD - BOS

Nonstop2h 28mDelta

Deal found 6/1$221

Pick Dates

One-way Delta flights to Chicago from Boston

Sat 8/311:20 pmBOS - ORD

Nonstop2h 56mDelta

Deal found 6/1$69

Pick Dates

Mon 6/177:30 pmBOS - ORD

Nonstop2h 57mDelta

Deal found 6/1$79

Pick Dates

Thu 7/45:05 pmBOS - ORD

Nonstop2h 57mDelta

Deal found 6/1$80

Pick Dates

Best time to book a flight from Boston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Boston with our price prediction graph.

Estimated round-trip price

Temperature and rainfall in Chicago by month

CHI Temperature	23 - 73.4 °F

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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Fly from Boston to Chicago on another airline
Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

United Airlines flights from Boston Logan Intl to Chicago

Other Delta flights from Boston
Browse through other Delta flights departing from Boston. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

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Delta flights from Boston to Lisbon

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Delta flights from Boston to Raleigh

Delta flights from Boston to Chicago

Delta flights from Boston to Reagan-National

Delta flights from Boston to Nashville

Other popular destinations in North America
If Chicago is not for you, choose from these other destinations located in North America. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Flights to New York

Flights to Los Angeles

Flights to San Francisco

Flights to Fort Lauderdale

Popular flights with Delta
Browse through some of the most popular routes that Delta offers at this time. Flights are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Delta flights from Chicago to Boston Logan Intl

Delta flights from Boston to Denver

Delta flights from Boston to Paris

Delta flights from Boston to Las Vegas

Delta flights from Boston to Tampa

Delta flights from Boston to Los Angeles

Delta flights from Boston to Fort Lauderdale

Delta flights from Boston to San Francisco

Delta flights from Boston to Las Vegas

Delta flights from Boston to Sky Harbor Intl

Delta flights from Boston to Fort Lauderdale

Delta flights from Boston to Atlanta

Delta flights from Boston to Seattle

Delta flights from Boston to Orlando

Delta flights from Boston to Luis Munoz Marin Intl

Delta flights from Boston to Orlando

Delta flights from Boston to New Orleans

Delta flights from Boston to Los Angeles

Delta flights from Boston to Las Vegas

Delta flights from Boston to New Orleans

Delta flights from Boston to Los Angeles

Delta flights from Boston to Las Vegas

Delta flights from Boston to Portland

Delta flights from Boston to Salt Lake City

Delta flights from Boston to Las Vegas

Delta flights from Boston to West Palm Beach

Delta flights from Boston to Atlanta

Delta flights from Boston to San Diego

Delta flights from Boston to Los Angeles

See what others are saying about Delta

Delta

8.0

Very good

10,402 reviews

Check prices

Overview

Recent reviews

3.9

Poor|Oct 2021

There were complications with my flights boarding in spokane and my secondary flight was changed without my consent to one that boarded at the same time as my first flight let me out on the opposite side of the massivr layover airport. It was only because an employee saw my struggle and confusion and hooked me up with a ride that I even made the flight dispite delta's best efforts. My TV's headphone jack on my first flight was also busted which sucked to find out after buying headphones on the flight. About halfway through the flight one of the attendants moved me to a seat with a working TV. Long story short Delta as an airline was terrible but their employees did their best to help me with what limited options they had to work with.

6.0

Okay|Apr 2022

No entertainment, five hour flight and choice of pretzels or a cookie. Still a place to put your cigarette in the restroom on board. How old is the plane?

5.9

Fair|Oct 2021

The staff was the highlight. Only thing that could have been better was the temperature on the flight from Hawaii to Seattle. The plane was too cold to get comfortable

10.0

Wonderful|Aug 2021

No complaints!!

2.0

Poor|Oct 2021

I never took this flight and was never able to cancel it in Kayak’s system! I will never book through Kayak again. The flight was probably fine. Next time I will only book with the airline directly. I would caution anyone else to do the same.

1 out of 3468

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Cheapflights users flying from Boston to Chicago on Delta typically fly into Chicago O'Hare Intl and depart from Boston Logan Intl. Select your dates above for pricing.

Delta flights from Boston to Chicago in 2024

Find detailed information about Delta flights from Boston to Chicago. Explore the options provided by Delta to plan your journey from Boston to Chicago. Data last updated June 2, 2024.

Popular in

Cheapest in

Average price (all airlines)

One-way from

Round-trip from

Can I get a flight from Boston to Chicago on Delta for under $400?

How do most travelers feel about Delta?

Cheapest Delta flights from Boston to Chicago

Direct flights from Boston to Chicago on Delta

Last minute deals on Cheapflights

One-way Delta flights to Chicago from Boston

Best time to book a flight from Boston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Boston with our price prediction graph.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Boston to Chicago on another airline
Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Other Delta flights from Boston
Browse through other Delta flights departing from Boston. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Browse through other Delta flights departing from Boston. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.

Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.

Other airlines servicing Boston and Chicago
Choose from other airlines serving Boston and Chicago.

Choose from other airlines serving Boston and Chicago.

Other popular destinations in North America
If Chicago is not for you, choose from these other destinations located in North America. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

If Chicago is not for you, choose from these other destinations located in North America. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Popular flights with Delta
Browse through some of the most popular routes that Delta offers at this time. Flights are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Browse through some of the most popular routes that Delta offers at this time. Flights are based on user searches made on Cheapflights and were last updated on June 2, 2024.

See what others are saying about Delta

Overview

Recent reviews

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Flights

Delta flights from Boston to Chicago (BOS - CHI)

Cheapflights users flying from Boston to Chicago on Delta typically fly into Chicago O'Hare Intl and depart from Boston Logan Intl. Select your dates above for pricing.

Delta flights from Boston to Chicago in 2024

Find detailed information about Delta flights from Boston to Chicago. Explore the options provided by Delta to plan your journey from Boston to Chicago. Data last updated June 2, 2024.

Popular in

Cheapest in

Average price (all airlines)

One-way from

Round-trip from

Can I get a flight from Boston to Chicago on Delta for under $400?

How do most travelers feel about Delta?

Cheapest Delta flights from Boston to Chicago

Direct flights from Boston to Chicago on Delta

Last minute deals on Cheapflights

One-way Delta flights to Chicago from Boston

Best time to book a flight from Boston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Boston with our price prediction graph.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Boston to Chicago on another airlineConsider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.

See what others are saying about Delta

Overview

100% Free

Book with Flexibility

Travel Smart

Fly from Boston to Chicago on another airline
Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on June 2, 2024.