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Delta Air Lines flights from Boston to Chicago | eDreams

Q: What do Delta Air Lines flights from Boston to Chicago cost?

One of Delta Air Lines cheapest prices for a Boston to Chicago flight we have right now is ${var.lowestRoutePrice}.The price for a Delta Air Lines flight between Boston to Chicago will vary according to some factors, like seasonality and anticipation.On average though, flights with Delta Air Lines cost ${var.averageRoutePrice} for the route Boston to Chicago, but it mostly depends on the season and how far in advance you book your tickets.By launching a search at eDreams you can easily check the cheapest Delta Air Lines flight from Boston to Chicago, as well as subscribe to price drop alerts and best deals for this route.

Flight deals from Boston to Chicago

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Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Best flight offers from other airlines

Boston Chicago

BEST

DEAL

Fri, 20 Dec BOS - MDW

Tue, 24 Dec MDW - BOS

$262 $254

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Sat, 21 Dec BDL - MDW

Wed, 25 Dec MDW - BDL

$272 $264

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Sat, 21 Dec BDL - MDW

Wed, 25 Dec MDW - BDL

$272 $264

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Sat, 21 Dec BDL - MDW

Wed, 25 Dec MDW - BDL

$273 $265

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Sat, 21 Dec BDL - MDW

Wed, 25 Dec MDW - BDL

$273 $265

Prime price per passenger

Boston Harbor SPB Chicago

BEST

DEAL

Sat, 21 Dec BDL - MDW

Wed, 25 Dec MDW - BDL

$274 $265

Prime price per passenger

Get your flight with Delta Air Lines to Chicago from Boston starting at ${var.lowestRoutePrice}

The Best Boston to Chicago Flight Deals with Delta Air Lines

With eDreams, finding the best Delta Air Lines deals for your trip from Boston to Chicago couldn’t be easier. Imagine this: exclusive discounts, intuitive booking tools, and plenty of helpful perks—all at your fingertips! Say goodbye to the hassle of planning and hello to the excitement of your upcoming adventure in Chicago.

Whether you’re looking for unbeatable prices, a custom-fit itinerary, or some extra perks, eDreams is your all-in-one travel partner for every part of the Boston (BOS) to Chicago (CHI) journey. Stick around to find out why booking with eDreams is the best way to kick off your trip.

Flying from Boston to Chicago with Delta Air Lines

Flying from Boston (BOS) to Chicago (CHI) with Delta Air Lines (DL) is all about comfort and convenience. From check-in to touchdown, Delta Air Lines ensures a smooth experience, so you can just sit back and relax. You’ll find fast check-ins, extra legroom, and attentive service designed for a stress-free trip.

Once onboard, the friendly crew will make sure you have everything you need. Many routes offer in-flight Wi-Fi, so you can stay connected, binge-watch shows, or catch up on work if you need to. Feeling hungry? Delta Air Lines has a great selection of snacks and meals to keep you satisfied mid-flight. And if you want a bit more luxury, you can treat yourself to upgrades and priority boarding, adding a personal touch to your journey. With great service and a focus on a smooth, enjoyable flight, Delta Air Lines makes your trip from Boston to Chicago easy and fun.

Book Your Flight with eDreams and Enjoy the Perks

Booking affordable flights from Boston (BOS) to Chicago (CHI) with eDreams isn’t just about getting a great deal—it’s about making travel planning effortless. With eDreams, you get awesome perks that make your journey easier and more enjoyable:

Exclusive discounts: Seasonal deals and flash sales offer extra savings to keep your wallet happy!
Flexible booking options: Need to adjust your plans? No worries! With eDreams, changing or canceling your booking is simple, giving you peace of mind.
24/7 customer support: Day or night, eDreams’ friendly support team is ready to answer questions and help you out.
Multi-destination planning: Ready to explore further? Plan a multi-stop trip with ease through eDreams, making complex itineraries a breeze.
eDreams Prime: Unlock even more savings and exclusive perks with eDreams Prime. Enjoy discounts on every booking, priority support, and additional benefits throughout your trip.

Your Journey from Boston to Chicago with Delta Air Lines

The journey from Boston (BOS) to Chicago (CHI) is all about getting you to your destination comfortably and quickly, so your adventure can start as soon as you land. This direct route offers plenty of options, whether you prefer a quick non-stop flight or more flexibility with layovers. Whatever your style, there’s a schedule that fits.

Departing from Boston and Arriving at Chicago: What to Expect

When departing from Boston, enjoy easy airport access, clear signage, and quick check-ins for a stress-free start. You’ll breeze through security, leaving plenty of time to relax before takeoff.

When you land in Chicago, you’ll be greeted by a modern terminal with plenty of transportation options like taxis, buses, and shuttles to get you on your way. Whether heading to your hotel or diving into sightseeing, everything you need is right there.

Best Time to Book Your Boston — Chicago Trip with Delta Air Lines

For the best Delta Air Lines flight deals from Boston to Chicago, timing is everything! Booking in advance often means lower fares, especially during off-peak seasons when Chicago is quieter and flights are more budget-friendly. Check the climate to plan for the ideal weather to suit your trip—whether for mild outdoor adventures or cultural explorations. With a bit of planning, you’re set for an unforgettable getaway!

Delta Air Lines Boston-Chicago flights FAQ's

Which airports does Delta Air Lines fly between Boston and Chicago?

For flights between Boston and Chicago, Delta Air Lines operates the following airport routes: For flights between Boston and Chicago, Delta Air Lines operates from the following airport routes: Logan International Airport (BOS) to O hare International Airport (ORD)

What do Delta Air Lines flights from Boston to Chicago cost?

The price for a Delta Air Lines flight between Boston to Chicago will vary according to some factors, like seasonality and anticipation. By launching a search at eDreams you can easily check the cheapest Delta Air Lines flight from Boston to Chicago, as well as subscribe to price drop alerts and best deals for this route.

Flight Time 2 h and 54 m The Delta Air Lines flight duration between Boston and Chicago is around 2 h and 54 m, however it could be affected by other circumstances.

Departure Airport Logan International Airport Your departure will be from Logan International Airport, when flying with Delta Air Lines from Boston to Chicago.

Arrival Airport O'hare International Airport When flying with Delta Air Lines from Boston to Chicago, your arrival airport will be Logan International Airport.