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AED 503+ 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 3/9. 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
6 Jul — 13 Jul1
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 1 July 2025.

Good round-trip deal

AED 545 or less

Good one-way deal

AED 339 or less
Price to beat on a round-trip flight from Chicago.
Price to beat on a one-way flight from Chicago.

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 1 July 2025.

Mon 24/1119:55ORD - BOG
1 stop22h 35mDelta
Thu 4/1215:50BOG - ORD
1 stop9h 03mDelta
Deal found 29/6AED 1,160
Mon 25/821:05ORD - BOG
1 stop22h 15mUnited Airlines
Sun 7/908:30BOG - ORD
1 stop15h 45mUnited Airlines
Deal found 29/6AED 1,168
Tue 14/1007:10ORD - PUJ
1 stop6h 22mDelta
Wed 22/1015:55PUJ - ORD
1 stop8h 58mDelta
Deal found 1/7AED 1,260
Sun 26/1007:52ORD - PUJ
Nonstop4h 30mUnited Airlines
Mon 27/1013:55PUJ - ORD
Nonstop5h 13mUnited Airlines
Deal found 30/6AED 1,296
Sat 4/1015:07ORD - PUJ
1 stop10h 08mCopa Airlines
Sat 11/1005:17PUJ - ORD
1 stop9h 25mCopa Airlines
Deal found 30/6AED 1,329
Wed 1/1015:07ORD - BOG
1 stop19h 03mCopa Airlines
Wed 8/1014:24BOG - ORD
1 stop9h 58mCopa Airlines
Deal found 30/6AED 1,428
Thu 16/1015:35ORD - BOG
2 stops19h 20mMultiple Airlines
Tue 21/1010:15BOG - ORD
1 stop26h 50mMultiple Airlines
Deal found 1/7AED 1,506
Fri 14/1106:45ORD - PUJ
1 stop8h 10mJetBlue
Tue 18/1113:00PUJ - ORD
1 stop10h 48mJetBlue
Deal found 30/6AED 1,641
Mon 20/1019:20ORD - SHJ
1 stop19h 10mQatar Airways
Sun 26/1000:25SHJ - ORD
1 stop24h 05mQatar Airways
Deal found 29/6AED 2,798
Mon 20/1012:00ORD - SHJ
1 stop37h 40mAir India
Sun 26/1000:55SHJ - ORD
1 stop39h 35mAir India
Deal found 30/6AED 2,919
Tue 11/1111:50ORD - AUH
1 stop33h 05mTurkish Airlines
Tue 18/1102:20AUH - ORD
1 stop26h 05mTurkish Airlines
Deal found 1/7AED 2,941
Mon 18/819:20ORD - AUH
1 stop17h 55mQatar Airways
Wed 22/1005:45AUH - ORD
1 stop18h 20mQatar Airways
Deal found 29/6AED 2,982

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 1 July 2025. In the last 7 days, Cheapflights users made a total of 220,657 searches

Fly to

Dubai

Route

Departure

Return

Price

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Mon 24/11

19:55-19:30

1 stop22h 35m

Bogotá El Dorado

Thu 4/12

15:50-23:53

1 stop9h 03m

AED 1,160

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Mon 25/8

21:05-19:20

1 stop22h 15m

Bogotá El Dorado

Sun 7/9

08:30-00:15

1 stop15h 45m

AED 1,168

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 14/10

07:10-14:32

1 stop6h 22m

Punta Cana

Wed 22/10

15:55-23:53

1 stop8h 58m

AED 1,260

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 26/10

07:52-13:22

Nonstop4h 30m

Punta Cana

Mon 27/10

13:55-18:08

Nonstop5h 13m

AED 1,296

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 4/10

15:07-02:15

1 stop10h 08m

Punta Cana

Sat 11/10

05:17-13:42

1 stop9h 25m

AED 1,329

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Wed 1/10

15:07-10:10

1 stop19h 03m

Bogotá El Dorado

Wed 8/10

14:24-00:22

1 stop9h 58m

AED 1,428

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Thu 16/10

15:35-10:55

2 stops19h 20m

Bogotá El Dorado

Tue 21/10

10:15-13:05

1 stop26h 50m

AED 1,506

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 14/11

06:45-16:55

1 stop8h 10m

Punta Cana

Tue 18/11

13:00-21:48

1 stop10h 48m

AED 1,641

ChicagoSharjah

ORD - SHJ

ORDSHJ

Chicago O'Hare Intl

Mon 20/10

19:20-23:30

1 stop19h 10m

Sharjah

Sun 26/10

00:25-15:30

1 stop24h 05m

AED 2,798

ChicagoSharjah

ORD - SHJ

ORDSHJ

Chicago O'Hare Intl

Mon 20/10

12:00-10:40

1 stop37h 40m

Sharjah

Sun 26/10

00:55-07:30

1 stop39h 35m

AED 2,919

Flights are sorted by cheapest return flights first.

Deals found on 30/6

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 27 June 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 3,261). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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.
Read reviews from past customers who have flown Emirates, Delta, andKLM from Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

8.2

Food

7.8

Comfort

8.0

Overall

8.1

Boarding

8.1

Crew

8.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

KTM - DXB

Lost 7 pieces of luggage and fly Dubai doesn’t seem to care.

Entertainment

8.2

Food

7.8

Comfort

8.0

Overall

8.1

Boarding

8.1

Crew

8.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

KTM - DXB

Lost 7 pieces of luggage and fly Dubai doesn’t seem to care.
8.0
Very Good

Entertainment

8.2

Food

7.8

Comfort

8.0

Overall

8.1

Boarding

8.1

Crew

8.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

KTM - DXB

Lost 7 pieces of luggage and fly Dubai doesn’t seem to care.

Entertainment

8.2

Food

7.8

Comfort

8.0

Overall

8.1

Boarding

8.1

Crew

8.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

KTM - DXB

Lost 7 pieces of luggage and fly Dubai doesn’t seem to care.

Entertainment

8.2

Food

7.8

Comfort

8.0

Overall

8.1

Boarding

8.1

Crew

8.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

KTM - DXB

Lost 7 pieces of luggage and fly Dubai doesn’t seem to care.

Entertainment

8.2

Food

7.8

Comfort

8.0

Overall

8.1

Boarding

8.1

Crew

8.3

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2025

KTM - DXB

Lost 7 pieces of luggage and fly Dubai doesn’t seem to care.

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Direct flights from Illinois

Book a direct flight from one of these other cities located in Illinois.

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 1 July 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, Atlanta. 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 2,332). 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 2,321 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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Fly with Cheapflights

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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