Search & Compare - Boston to Chicago Flights & Tickets

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Cheap flights from Boston to Chicago (BOS to CHI)

Looking for a cheap last-minute deal or the best round-trip flight from Boston to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

Recent airfare deals on Boston to Chicago

Frontier Airlines  F9
Frontier Airlines
Boston
2024-09-23
Chicago
USD 52

One-way F9 Economy fare found on 2024-09-16
Frontier Airlines  F9
Frontier Airlines
Boston
2024-09-23
Chicago
USD 52

One-way F9 Economy fare found on 2024-09-14
Frontier Airlines  F9
Frontier Airlines
Boston
2024-09-23
Chicago
USD 52

One-way F9 Economy fare found on 2024-09-14
Frontier Airlines  F9
Frontier Airlines
Boston
2024-09-23
Chicago
USD 52

One-way F9 Economy fare found on 2024-09-16
Frontier Airlines  F9
Frontier Airlines
Boston
2024-09-23
Chicago
USD 54

One-way F9 Economy fare found on 2024-09-14
Frontier Airlines  F9
Frontier Airlines
Boston
2024-09-23
Chicago
USD 54

One-way F9 Economy fare found on 2024-09-14
Spirit Airlines  NK
Spirit Airlines
Boston
2024-09-03
Chicago
2024-09-10
USD 58

Round Trip NK Nonstop Economy fare found on 2024-07-17
Spirit Airlines  NK
Spirit Airlines
Boston
2024-09-03
Chicago
2024-09-10
USD 58

Round Trip NK Nonstop Economy fare found on 2024-07-17
Delta Airlines  DL
Delta Airlines
Boston
2025-01-31
Chicago
USD 59

One-way DL Nonstop Economy fare found on 2024-10-04
Delta Airlines  DL
Delta Airlines
Boston
2025-01-31
Chicago
USD 59

One-way DL Nonstop Economy fare found on 2024-10-04


*Prices are per person and are for e-tickets and include all taxes & fees in USD.
*Fareleaders always attempts to get accurate pricing, however, prices are not guaranteed.
*Fareleaders is not seller, we aggregate tones of data for you from other online travel agencies and external sources.

Facts to know while booking flights from Boston to Chicago

What are the airports in Boston?
BOS
What’s the most popular airline flying from BOS to CHI?
The most popular airline flying from Boston to Chicago are Southwest Airlines, Spirit Airlines, Frontier Airlines, Delta Airlines
Can I fly from BOS to CHI non-stop?
Yes, you can fly BOS to CHI non-stop on Spirit Airlines, Delta Airlines
Which airlines fly nonstop between Boston and Chicago?
The non-stop flights between Boston and Chicago are Spirit Airlines, Delta Airlines.
What’s the earliest departure time from BOS to CHI Airport?
The earliest flight leaves BOS at 5:30 am and lands in CHI - Chicago All Airport
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Boston to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from BOS to CHI?
Read the fare rules of the Boston to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Boston and Chicago?
NULL, NULL, NULL, SkyTeam operate flights between Boston and Chicago
How long does a flight from Boston to Chicago take?
It takes approximately 2 hour to fly non-stop from BOS to CHI, which is 866.65 miles by air.
Which airlines provide the cheapest flights from Boston (BOS) to Chicago (CHI) ?
In the past couple of days, the cheapest tickets to CHI from BOS were found on Frontier Airlines : USD 52
Do I need a passport to fly between BOS and CHI?
No
What’s the latest departure time from BOS to CHI ?
The last flight leaves BOS at 8:24 pm

Flights from Boston to Chicago

Origin AirportLogan International, Boston, US
Destination AirportChicago All Airport, Chicago, US
Served by AirlinesSouthwest Airlines, Spirit Airlines, Frontier Airlines, Delta Airlines
Lowest PriceFrontier Airlines : USD 52
Distance867 miles

Airlines Flying from Logan International

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