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AED 621+ Cheap flights from Chicago

CHI — DXB
20 Sep — 27 Sep1
1 adult
1 adult, Economy, 0 bags

Find flights from Chicago within your budget

 

Fly to

Route

Departure

Return

Price

Cheapest return flight
Fastest return journey

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Sun 1/11

03:20-10:05

Nonstop4h 45m

Punta Cana

Sat 7/11

05:47-08:57

Nonstop5h 10m

AED 1,304

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Sat 24/10

12:12-17:57

Nonstop4h 45m

Punta Cana

Sun 1/11

18:10-21:20

Nonstop5h 10m

AED 1,340

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Sat 17/10

12:12-17:57

Nonstop4h 45m

Punta Cana

Sat 24/10

07:02-11:12

Nonstop5h 10m

AED 1,414

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Sun 17/1

03:20-10:05

Nonstop4h 45m

Punta Cana

Sun 24/1

18:10-21:20

Nonstop5h 10m

AED 1,414

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Sat 28/11

10:27-17:12

Nonstop4h 45m

Punta Cana

Sat 5/12

05:47-08:57

Nonstop5h 10m

AED 1,450

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Fri 23/10

21:38-15:30

1 stop16h 52m

Punta Cana

Tue 27/10

13:55-18:10

Nonstop5h 15m

AED 1,469

ChicagoPunta Cana

ORD Chicago O'Hare Intl - PUJ Punta Cana

ORDPUJ

Chicago O'Hare Intl

Tue 19/1

06:00-16:20

1 stop8h 20m

Punta Cana

Fri 29/1

18:06-10:07

1 stop18h 01m

AED 1,506

ChicagoBogotá

ORD Chicago O'Hare Intl - BOG Bogotá El Dorado

ORDBOG

Chicago O'Hare Intl

Fri 13/11

07:35-10:10

1 stop25h 35m

Bogotá El Dorado

Thu 3/12

16:40-12:46

1 stop21h 06m

AED 1,517

ChicagoBogotá

ORD Chicago O'Hare Intl - BOG Bogotá El Dorado

ORDBOG

Chicago O'Hare Intl

Sat 12/9

10:40-19:20

1 stop8h 40m

Bogotá El Dorado

Fri 25/9

08:30-21:42

1 stop13h 12m

AED 1,517

ChicagoBogotá

ORD Chicago O'Hare Intl - BOG Bogotá El Dorado

ORDBOG

Chicago O'Hare Intl

Fri 6/11

14:13-17:26

1 stop26h 13m

Bogotá El Dorado

Wed 18/11

12:08-00:11

1 stop13h 03m

AED 1,517

Flights are sorted by cheapest return flights first.

Deals found on 19/8

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago

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

Travel insights for flights from Chicago

Get recent, data-driven insights about flights from Chicago including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Chicago (average of AED 2,835). Flying from Chicago in December will prove the most costly (average of AED 5,185). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago?

For flights departing from Chicago check dates and pricing for the following: United Airlines. This airline departs to the following popular destinations: Dubai.

Etihad Airways
Etihad Airways
From AED 2,480
Turkish Airlines
Turkish Airlines
From AED 2,016
United Airlines
United Airlines
From AED 2,443
Air France
Air France
From AED 5,069

What are popular destinations to fly to from Chicago?

Some of the most frequent flights departing from Chicago everyday are: New York (1,106 flights per day), Detroit (1,060 flights per day), and Los Angeles (716 flights per day).

Paris
Paris
From AED 5,069
Hong Kong Intl
Hong Kong Intl
From AED 2,584
Houston Hobby
Houston Hobby
From AED 1,027

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is New York, with prices starting at AED 582. Explore other affordable destinations below.

New York
New York
From AED 582
Houston Hobby
Houston Hobby
From AED 1,027
Phoenix Sky Harbor Intl
Phoenix Sky Harbor Intl
From AED 1,184
Fort Lauderdale
Fort Lauderdale
From AED 1,203

When is the best time to book a flight from Chicago?

To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 84 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Airline reviews for flights from Chicago

Read reviews from past customers who have flown Emirates and United Airlines from Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Emirates
8.1
Very Good
3,660 reviews
Check prices

Food

7.9

Crew

8.4

Boarding

8.2

Entertainment

8.2

Overall

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SFO - DXB

Business class was too crowded. Flight attendants were too busy, and not attentive. Orders were not delivered and delayed in delivered. Always lines to us restrooms.
Emirates
8.1
Very Good
3,660 reviews
Emirates
8.1
Very Good
3,660 reviews
Check prices

Food

7.9

Crew

8.4

Boarding

8.2

Entertainment

8.2

Overall

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SFO - DXB

Business class was too crowded. Flight attendants were too busy, and not attentive. Orders were not delivered and delayed in delivered. Always lines to us restrooms.
United Airlines
7.4
Good
10,104 reviews
Emirates
8.1
Very Good
3,660 reviews
Check prices

Food

7.9

Crew

8.4

Boarding

8.2

Entertainment

8.2

Overall

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SFO - DXB

Business class was too crowded. Flight attendants were too busy, and not attentive. Orders were not delivered and delayed in delivered. Always lines to us restrooms.

Browse thousands of different options on Cheapflights for your next trip

Related info for your journey

  • What are the most popular destinations to fly to from Chicago?

    The most selected flight destinations from Chicago for the current month are Boston, Atlanta, Athens. While Boston, Atlanta, Ahmedabad are the top choices made by travellers year-round.

  • What are the cheapest airlines flying from Chicago to anywhere?

    Looking at our data, Etihad Airways, United Airlines, and Emirates have been found to have the cheapest prices from Chicago. Here are some options available: Etihad Airways flights from Chicago to Abu Dhabi Zayed Intl (AED 2,943). United Airlines flights from Chicago to Dubai Intl (AED 3,028). Emirates flights from Chicago to Dubai Intl (AED 3,143).

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently September; with December being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Chicago?

    Check out the cheapest flights from Chicago to embark to:
    Travel from Chicago to Dubai from AED 2,563 round trip

  • How does Cheapflights help users find flights from Chicago?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chicago today with Cheapflights!

  • Why should you use Cheapflights to find cheap flight tickets from Chicago?

    It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago.

  • Can Cheapflights find flights from Chicago with no change fees?

    Certainly. Search results for flights from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

  • Can Cheapflights notify me if prices for flights from Chicago become cheaper?

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

See more FAQs

Fly with Cheapflights

How does Cheapflights help users find flights from Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chicago today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago.

Can Cheapflights find flights from Chicago with no change fees?

Certainly. Search results for flights from Chicago shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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