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AED 433+ Cheap flights from Chicago

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — DXB
15 يونيو — 22 يونيو1
1 adult

What to know about flights from Chicago

Discover essential information about flights departing from Chicago, including flight schedules, destinations, airlines operating at the Chicago airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 10 يونيو 2025.

Cheapest airline

Emirates

Good round-trip deal

AED 546 or less

Good one-way deal

AED 215 or less
On average, Emirates currently has the cheapest one-way flight from Chicago (avg. price of AED 5,046).
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Price to beat on a round-trip flight from Chicago.
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Price to beat on a one-way flight from Chicago.
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Find flights from Chicago

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 10 يونيو 2025.

ث 8/709:23ORD - PUJ
Nonstop4h 42mUnited Airlines
ر 16/713:50PUJ - ORD
Nonstop5h 05mUnited Airlines
Deal found 9/6AED 1,080
ح 9/1106:00ORD - PUJ
1 stop6h 23mDelta
خ 13/1114:03PUJ - ORD
1 stop9h 09mDelta
Deal found 9/6AED 1,230
ث 29/701:07ORD - PUJ
1 stop15h 54mCopa Airlines
ر 6/805:16PUJ - ORD
1 stop9h 26mCopa Airlines
Deal found 9/6AED 1,274
س 26/706:16ORD - PUJ
1 stop9h 14mJetBlue
ث 5/811:07PUJ - ORD
1 stop12h 21mJetBlue
Deal found 9/6AED 1,296
س 2/817:38ORD - PUJ
1 stop19h 52mMultiple Airlines
ث 5/809:38PUJ - ORD
2 stops23h 12mMultiple Airlines
Deal found 8/6AED 1,759
س 2/806:45ORD - PUJ
Nonstop4h 40mFrontier
ث 5/817:45PUJ - ORD
Nonstop5h 08mFrontier
Deal found 8/6AED 1,851
ر 2/713:40ORD - PUJ
2 stops20h 08mWestJet
ح 6/715:35PUJ - ORD
2 stops26h 09mWestJet
Deal found 9/6AED 2,516
ث 23/919:20ORD - SHJ
1 stop16h 00mQatar Airways
ث 30/905:40SHJ - ORD
1 stop18h 25mQatar Airways
Deal found 8/6AED 2,905
ح 14/919:20ORD - AUH
1 stop17h 55mQatar Airways
ر 24/905:45AUH - ORD
1 stop18h 20mQatar Airways
Deal found 9/6AED 3,008
ر 5/1118:50ORD - AUH
1 stop36h 10mRoyal Jordanian
ح 9/1122:20AUH - ORD
1 stop26h 55mRoyal Jordanian
Deal found 8/6AED 3,081
ح 14/911:25ORD - AUH
1 stop28h 10mTurkish Airlines
ث 23/901:35AUH - ORD
1 stop17h 05mTurkish Airlines
Deal found 9/6AED 3,114
ح 14/913:55ORD - AUH
Nonstop13h 25mEtihad Airways
ث 23/902:55AUH - ORD
Nonstop14h 50mEtihad Airways
Deal found 9/6AED 3,125

Find flights from Chicago within your budget

Find flights departing from Chicago that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 10 يونيو 2025. In the last 7 days, Cheapflights users made a total of 220,657 searches

Fly to

Dubai

Route

Departure

Return

Price

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ث 8/7

09:23-15:05

Nonstop4h 42m

Punta Cana

ر 16/7

13:50-17:55

Nonstop5h 05m

AED 1,080

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ح 9/11

06:00-14:23

1 stop6h 23m

Punta Cana

خ 13/11

14:03-21:12

1 stop9h 09m

AED 1,230

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ث 29/7

01:07-18:01

1 stop15h 54m

Punta Cana

ر 6/8

05:16-13:42

1 stop9h 26m

AED 1,274

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

س 26/7

06:16-16:30

1 stop9h 14m

Punta Cana

ث 5/8

11:07-22:28

1 stop12h 21m

AED 1,296

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

س 2/8

17:38-14:30

1 stop19h 52m

Punta Cana

ث 5/8

09:38-07:50

2 stops23h 12m

AED 1,759

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

س 2/8

06:45-12:25

Nonstop4h 40m

Punta Cana

ث 5/8

17:45-21:53

Nonstop5h 08m

AED 1,851

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ر 2/7

13:40-10:48

2 stops20h 08m

Punta Cana

ح 6/7

15:35-16:44

2 stops26h 09m

AED 2,516

ChicagoSharjah

ORD - SHJ

ORDSHJ

Chicago O'Hare Intl

ث 23/9

19:20-20:20

1 stop16h 00m

Sharjah

ث 30/9

05:40-15:05

1 stop18h 25m

AED 2,905

ChicagoAbu Dhabi

ORD - AUH

ORDAUH

Chicago O'Hare Intl

ر 5/11

18:50-17:00

1 stop36h 10m

Abu Dhabi Zayed Intl

ح 9/11

22:20-15:15

1 stop26h 55m

AED 3,081

ChicagoAbu Dhabi

ORD - AUH

ORDAUH

Chicago O'Hare Intl

ح 14/9

11:25-00:35

1 stop28h 10m

Abu Dhabi Zayed Intl

ث 23/9

01:35-09:40

1 stop17h 05m

AED 3,114

Flights are sorted by cheapest return flights first.

Deals found on 8/6

Showing 1-10 of 60 results
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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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago

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

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

Use this chart to determine the optimal time to book a return flight from Chicago to Dubai. Price data was last updated on 23 May 2025.

To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 57 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.

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

Currently, February is the cheapest month in which you can book a flight from Chicago (average of AED 2,174). Flying from Chicago in June will prove the most costly (average of AED 3,250). 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: Emirates. This airline departs to the following popular destinations: Dubai.

Oman Air
Oman Air
From AED 1,284
Emirates
Emirates
From AED 895
Etihad Airways
Etihad Airways
From AED 889

What are popular destinations to fly to from Chicago?

Some of the most frequent flights departing from Chicago everyday are: New York (1,618 flights per day), Detroit (1,318 flights per day), and Los Angeles (810 flights per day).

Houston Hobby
Houston Hobby
From AED 113
Washington, D.C.
Washington, D.C.
From AED 148
Cincinnati Cinci./N. Kentucky
Cincinnati Cinci./N. Kentucky
From AED 145

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is Minneapolis St Paul, with prices starting at AED 215. Explore other affordable destinations below.

Minneapolis St Paul
Minneapolis St Paul
From AED 58
Houston Hobby
Houston Hobby
From AED 113
Cincinnati Cinci./N. Kentucky
Cincinnati Cinci./N. Kentucky
From AED 145
Washington, D.C.
Washington, D.C.
From AED 148

Airline reviews for flights from Chicago

Get insights into the airlines that provide service from Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing airline for your flight from Chicago. In the last 7 days, Cheapflights users made a total of 220,657 searches.
Emirates
8.1
Very Good
3,264 reviews
Check prices

Food

7.8

Boarding

8.1

Entertainment

8.2

Crew

8.3

Overall

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Hoss,Mar 2025

TPE - DXB

One of Emirate claim to fame use to be excellent crew. But I think that has faded just a bit. While the first leg of my journey was impeccable, the second was good but not amazing. A few of the crew could have use a bit of smiley face, plus the sandwich served after take off was not good at all. I would have not served it at all.
Emirates
8.1
Very Good
3,264 reviews
Emirates
8.1
Very Good
3,264 reviews
Check prices

Food

7.8

Boarding

8.1

Entertainment

8.2

Crew

8.3

Overall

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Hoss,Mar 2025

TPE - DXB

One of Emirate claim to fame use to be excellent crew. But I think that has faded just a bit. While the first leg of my journey was impeccable, the second was good but not amazing. A few of the crew could have use a bit of smiley face, plus the sandwich served after take off was not good at all. I would have not served it at all.
Delta
8.0
Very Good
7,952 reviews
Emirates
8.1
Very Good
3,264 reviews
Check prices

Food

7.8

Boarding

8.1

Entertainment

8.2

Crew

8.3

Overall

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Hoss,Mar 2025

TPE - DXB

One of Emirate claim to fame use to be excellent crew. But I think that has faded just a bit. While the first leg of my journey was impeccable, the second was good but not amazing. A few of the crew could have use a bit of smiley face, plus the sandwich served after take off was not good at all. I would have not served it at all.
KLM
7.8
Good
1,355 reviews
Emirates
8.1
Very Good
3,264 reviews
Check prices

Food

7.8

Boarding

8.1

Entertainment

8.2

Crew

8.3

Overall

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Hoss,Mar 2025

TPE - DXB

One of Emirate claim to fame use to be excellent crew. But I think that has faded just a bit. While the first leg of my journey was impeccable, the second was good but not amazing. A few of the crew could have use a bit of smiley face, plus the sandwich served after take off was not good at all. I would have not served it at all.
Air France
7.5
Good
1,463 reviews
Emirates
8.1
Very Good
3,264 reviews
Check prices

Food

7.8

Boarding

8.1

Entertainment

8.2

Crew

8.3

Overall

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Hoss,Mar 2025

TPE - DXB

One of Emirate claim to fame use to be excellent crew. But I think that has faded just a bit. While the first leg of my journey was impeccable, the second was good but not amazing. A few of the crew could have use a bit of smiley face, plus the sandwich served after take off was not good at all. I would have not served it at all.

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Direct flights from Illinois

Book a direct flight from one of these other cities located in Illinois.
Direct flights from St. Louis

Related info for your journey

Access useful and relevant information related to your journey from Chicago. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 10 يونيو 2025.

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

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

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

    Looking at our data, Emirates, Etihad Airways, and Royal Jordanian have been found to have the cheapest prices from Chicago. Here are some options available: Emirates flights from Chicago to Dubai Intl (AED 2,908). Etihad Airways flights from Chicago to Abu Dhabi Zayed Intl (AED 2,935). Royal Jordanian flights from Chicago to Amman Queen Alia Intl (AED 2,938).

  • What is the cheapest month to fly from Chicago?

    At the present moment the cheapest month to fly from Chicago is currently February; with June 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 2,288 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!

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Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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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