One Way

Popular Filters

+ 1 more

Departure Airports

One Way Price

AED 503 AED 2,000

Duration

2 h 25 m 7 h 30 m

Stops From Boston

Departure From Boston

Before 6 AM

AED 503

6 AM - 12 PM

AED 537

12 PM - 6 PM

AED 593

After 6 PM

AED 967

Arrival at Chicago

6 AM - 12 PM

AED 503

12 PM - 6 PM

AED 537

After 6 PM

AED 967

Alliances & Airlines

Oneworld

(6)

SkyTeam

(3)

Star Alliance

(3)

Layover Airports

Layover Duration

1 h 0 m 2 h 30 m

Top Flights From Chicago

Boston (BOS) to Chicago (CHI) Flight @ AED 537

Book Boston to Chicago flight tickets at lowest price. Get best deals on your upcoming Boston to Chicago flight only on MakeMyTrip. Also book Chicago to Boston Flight.. Use coupon code : “FLYAE” to get Up to AED 150 OFF* on your flight booking with MakeMyTrip.

Sorted By:
Departure
Duration
Arrival
Price
Southwest Airlines

AED 537

AED 503

Boston to Chicago-Midway , 20 Jun

Southwest Airlines WN | 3239

05:20

Sat, 20 Jun 26

Terminal B

Boston, United States

02 h 35 m

06:55

Sat, 20 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

JetBlue Airways

AED 571

AED 537

Boston to Chicago , 20 Jun

JetBlue Airways B6 | 311

11:05

Sat, 20 Jun 26

Terminal C

Boston, United States

02 h 55 m

13:00

Sat, 20 Jun 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

More Timing Options

AED 608

AED 574

Boston to Chicago-Midway , 20 Jun

Delta Air Lines DL | 1748

09:15

Sat, 20 Jun 26

Terminal A

Boston, United States

02 h 10 m

11:25

Sat, 20 Jun 26

Terminal EM

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 4688

12:25

Sat, 20 Jun 26

Terminal EM

Detroit, United States

01 h 21 m

12:46

Sat, 20 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

AED 627

AED 593

Boston to Chicago , 20 Jun

American Airlines AA | 3324

05:00

Sat, 20 Jun 26

Terminal B

Boston, United States

02 h 58 m

06:58

Sat, 20 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

AED 1,001

AED 967

Manchester to Chicago-Midway , 20 Jun

Southwest Airlines WN | 2920

18:15

Sat, 20 Jun 26

Manchester, United States

02 h 25 m

19:40

Sat, 20 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

AED 1,141

AED 1,107

Boston to Chicago-Midway , 20 Jun

Southwest Airlines WN | 746

14:10

Sat, 20 Jun 26

Terminal B

Boston, United States

02 h 40 m

15:50

Sat, 20 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

AED 1,196

AED 1,162

Manchester to Chicago-Midway , 20 Jun

Southwest Airlines WN | 2732

07:15

Sat, 20 Jun 26

Manchester, United States

02 h 25 m

08:40

Sat, 20 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

AED 1,283

AED 1,249

Boston to Chicago , 20 Jun

United Airlines UA | 1349

09:50

Sat, 20 Jun 26

Terminal B

Boston, United States

02 h 53 m

11:43

Sat, 20 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

AED 1,438

AED 1,404

Manchester to Chicago , 20 Jun

American Airlines AA | 3668

12:04

Sat, 20 Jun 26

Manchester, United States

02 h 53 m

13:57

Sat, 20 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

AED 1,775

AED 1,741

Boston to Chicago , 20 Jun

United Airlines UA | 1732

12:30

Sat, 20 Jun 26

Terminal B

Boston, United States

02 h 53 m

14:23

Sat, 20 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Flights from Boston to Chicago from UAE (AED Deals)

Searching for cheap flights from Boston to Chicago from UAE? Whether you’re flying from Dubai, Abu Dhabi, Sharjah, or any other city in the United Arab Emirates, this page helps UAE travelers find the best flight options, lowest airfares in AED, and convenient schedules for this international route.

The main airport serving Chicago is Chicago Midway Intl (CHI), which is well-connected to major global destinations and frequently used by passengers traveling from the UAE. With strong international travel demand from the UAE, this route offers excellent availability throughout the year.

Currently, 5 airlines operate flights between Boston and Chicago, with approximately 19 flights per week available for booking from the UAE point of sale. Travelers looking for the fastest option can choose non-stop flights, which take around undefined.

For updated departure timings based on UAE local time, you can check the Chicago to Boston Flight Schedule .

Boston to Chicago Flight Prices in AED (UAE POS)

Airfares booked from the UAE are displayed in AED, making it easier for residents to plan their travel budget. The lowest one-way airfare on this route starts from AED 503.
On average, travelers from the UAE can expect to pay around AED 503 for a one-way ticket. Booking in advance and opting for round-trip flights often results in better savings for UAE-based passengers.

Airlines Flying from Boston to Chicago

UAE travelers have multiple airline choices on this route. Leading international carriers include American Airlines, Delta Air Lines, JetBlue Airways, Southwest Airlines, United Airlines, offering economy, premium economy, and business-class cabins suitable for both leisure and corporate travel from the UAE.

Out of these, 16 airlines operate direct flights, ideal for passengers looking to minimize travel time. Connecting flights are also popular among UAE residents seeking lower fares, even if the journey duration is longer.

The number of flights operated by each airline on this route is as follows:
American Airlines : 6, Delta Air Lines : 6, JetBlue Airways : 6, Southwest Airlines : 6, United Airlines : 6

To board the first Boston to Chicago flight, choose American Airlines, departing at 05:00 (UAE local time). The last flight on this route is operated by Southwest Airlines, departing at 18:15.

Chicago Airport & Arrival Information

Chicago Midway Intl is the primary international gateway for passengers arriving in Chicago from the UAE.


The airport features modern passenger facilities, immigration services for international arrivals, and efficient ground transportation options, ensuring a smooth and hassle-free arrival experience for UAE travelers.

Why UAE Travelers Book Boston to Chicago Flights Here

• Flight prices displayed in AED for UAE residents
• Wide selection of international airlines operating from the UAE
• Easy comparison of direct and connecting flights
• Schedules aligned with UAE local departure timings
• Ideal for travelers flying from Dubai, Abu Dhabi, Sharjah, and across the UAE

Book your Boston to Chicago flights from the UAE today and secure the best airfare deals with complete confidence.

Frequently Asked Questions - Boston to Chicago Flights

Q: Which are the most preferred airlines from Boston to Chicago ?

A: American Airlines, Delta Air Lines, JetBlue Airways, Southwest Airlines, United Airlines are the most preferred airlines on Boston to Chicago flight route.

Q: What is today's cheapest fare from Boston to Chicago?

A: Today lowest airfare on Boston to Chicago flight route is AED503 offered by Southwest Airlines at 05:20.

Q: What are the name and codes for Boston and Chicago airports?

A: The name of Boston airport is General Edward Lawrence Logan Intl and its code is BOS and name of Chicago Airport is Chicago Midway Intl, its code is CHI.

Q: What are the most booked classes for a Boston to Chicago flight?

A: For Boston to Chicago flights, most travellers prefer economy or business class tickets.

Q: Can I cancel my flight for free?

A: Yes, we provide zero cancellation fee, which will help you get a 100% refund on your flight cancellation, subject to some terms and conditions. So #BreakTheBookingRoutine now and book with no worries.

Q: When does the first flight leave from Boston to Chicago?

A: The first flight from Boston to Chicago is American Airlines at 05:00.

Q: Which is the cheapest airline on Boston to Chicago flight route?

A: Southwest Airlines offers the cheapest flights from Boston to Chicago.

Q: Do airlines from Boston to Chicago offer sleeping areas?

A: Several airlines flying from Boston to Chicago provide space for sleeping. In most cases, this service is available on a pay per use basis.

Q: Which are the most preferred airlines in the world?

A: The most preferred airlines in the world are Qatar Airways, Emirates, Lufthansa, Singapore Airlines, Oman Air and AirAsia.

Q: Can I carry food on my Boston to Chicago flight?

A: Airlines have varying rules on allowing passengers to carry their own food on the flight. Please check with the specific airline for further clarity on the same.

Q: What are the latest flight offers at MakeMyTrip for Boston to Chicago?

A: MakeMyTrip offers cashback and instant discounts for Boston to Chicago flights.

Q: Which is the last flight on Boston to Chicago route?

A: The last flight from Boston to Chicago route is Southwest Airlines at 18:15.

Q: Do I have to present an ID proof during check-in?

A: Yes, you need to present your passport during check-in for your international flight.

Q: How many flights fly from Boston to Chicago on the daily basis?

A: Around 19 flights are flying daily from Boston to Chicago. Out of which 16 are direct flights on this route. Some major airlines between this route are American Airlines, Delta Air Lines, JetBlue Airways, Southwest Airlines, United Airlines

Important Information about Boston to Chicago Flight

Lowest Fare for Boston to Chicago Flight AED 537- 20 Jun
Today's Lowest Fare AED 0
Total flights from Boston to Chicago in a Week 19 Flights
First Flight American Airlines, departs at 05:00
Last Flight Southwest Airlines, departs at 18:15
Non-Stop Flights from Boston to Chicago 16
Airport Name & codes of Boston & Chicago General Edward Lawrence Logan Intl, Boston-BOS, Chicago Midway Intl, Chicago-CHI

About Boston (BOS)

Boston is the most famous and largest city in New England, the capital of the state of Massachusetts. The city is one of the most influential, wealthy and historic cities in the United States of America. Its plethora of highly famous museums, attractive historical sites and wealth of live performances, all demonstrate why the city gets over a 16.3 million visitors every year. This makes it one of the ten most famous tourist destinations in the country. The historic ‘City of Boston’ has some of the most fascinating and attractive monuments and tourist attractions in the North-eastern United States. Being rich in traditions makes it a famous tourist location that offers an astonishing dining and sightseeing. Its old town trolley tours offer the most famous sightseeing experience in the city. Some of the major attractions of Boston include Boston Children's Museum, Museum of Fine Arts, Harvard Art Museum, Isabella Stewart Gardner Museum, New England Aquarium, and Semitic Museum and so on. Excellent seafood of Boston is available at the nearby New England coast. Boston has a thriving night-life for all those who are more into night parties and also make it perfect location for having fun with friends. It is known to be a 'drinking' town and bar hopping is extremely easy and commonly done here. Local specialities of the city include baked beans, cod, and clam chowder, so don't forget to taste it. Boston Public Library, Newbury Street, The Christian Science Plaza, Skywalk Observatory, Mary Baker Eddy Library, Boston City Hall, Bunker Hill Monument, Neptune Oyster, Boston Duck Tours and so on are some of the major sightseeing of Boston. You can freely move anywhere in the city as it is well-linked with transport facilities. For air travellers, Boston Logan International Airport is a main gateway to Boston and New England. There are number of leading airlines which provide their regular flight services towards Boston. At MakeMyTrip.com, one can book air ticket online and choose the best deal as per your decided budget. Even you can also do online hotel booking in Boston from MakeMyTrip.com and get huge discounts on it.

Boston Address

About Chicago (CHI)

Chicago, the Windy City, is a bustling metropolis known for its stunning architecture, rich cultural scene, and vibrant neighborhoods. This city offers a unique blend of modernity and history, making it an attractive destination for travelers from the United Arab Emirates (UAE) & Other GCC Countries. From the iconic skyscrapers like Willis Tower to the serene beauty of Lake Michigan, Chicago promises a memorable experience for all.

Chicago is renowned for its world-class museums, such as the Art Institute of Chicago, which houses an extensive collection of Impressionist and modern art. The Museum Campus, comprising the Adler Planetarium, Field Museum, and Shedd Aquarium, is a must-visit for families and those interested in science and nature. The city's diverse culinary scene reflects its multicultural heritage, offering everything from deep-dish pizza to gourmet dining.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and fall (September to November) when the weather is pleasant, and the city hosts numerous festivals. Summer (July to August) is also popular, with warm temperatures perfect for exploring outdoor attractions. Winter (December to February) can be cold, but the holiday season transforms Chicago into a festive wonderland.

Getting There

Chicago is served by two major international airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). Direct flights from United Arab Emirates (UAE) & Other GCC Countries are available, with airlines such as Emirates, Etihad Airways, and Qatar Airways offering excellent connectivity. Ensure you have a valid visa and travel documentation before booking your Chicago flight ticket.

Where to Stay

Chicago offers a wide range of accommodation options to suit all budgets. For luxury stays, consider hotels in the Magnificent Mile area, such as the Four Seasons or The Ritz-Carlton. Budget travelers can find comfortable options in neighborhoods like River North and Lincoln Park. For a unique experience, try boutique hotels in Wicker Park or the Loop.

Must-See Places & Experiences

• Visit Millennium Park to see the iconic Cloud Gate sculpture (The Bean) and enjoy outdoor concerts.
• Explore the Chicago Riverwalk for stunning views and waterfront dining.
• Discover the historic Navy Pier, featuring rides, restaurants, and entertainment.
• Take an architectural boat tour to learn about Chicago's famous skyscrapers.
• Enjoy shopping on the Magnificent Mile, home to high-end boutiques and department stores.
• Experience the vibrant nightlife in neighborhoods like Wrigleyville and Logan Square.

Local Transportation

Getting around Chicago is convenient with various transportation options. The 'L' train system connects most neighborhoods and is ideal for tourists. Buses are also available, and taxis or rideshare services like Uber and Lyft offer door-to-door convenience. For a scenic route, consider renting a bike and exploring the city's extensive bike paths.

Food & Dining

Chicago's culinary scene is diverse and delicious. Don't miss trying the famous deep-dish pizza at Giordano's or Lou Malnati's. For fine dining, visit Alinea or Girl & the Goat. The city's ethnic neighborhoods, such as Chinatown and Little Italy, offer authentic international cuisine. Street food lovers should check out the food trucks and local markets.

Practical Travel Tips

• Currency: The US Dollar (USD). Credit cards are widely accepted.
• Language: English is the primary language.
• Safety: Chicago is generally safe, but stay vigilant in crowded areas and avoid isolated neighborhoods at night.
• Useful Apps: Download apps like Google Maps, Uber, and Yelp for navigation and dining recommendations.

Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you a host of services such as hotel deals, flight deals, and holiday packages. You have the freedom to book cheap flight tickets to Chicago and hotels according to your budget and need.

Chicago Address

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