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AED 408+ 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 18/3. 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
4 Mar — 11 Mar1
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 27 February 2025.

Cheapest airline

Emirates

Good round-trip deal

AED 652 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 5,045).
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Price to beat on a round-trip 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 27 February 2025.

Sun 16/307:55ORD - BOG
1 stop16h 11mCopa Airlines
Sat 22/304:50BOG - ORD
1 stop8h 52mCopa Airlines
Deal found 27/2AED 1,105
Mon 7/412:14ORD - PUJ
1 stop23h 03mSpirit Airlines
Tue 15/415:48PUJ - ORD
1 stop18h 36mSpirit Airlines
Deal found 27/2AED 1,149
Fri 14/305:45ORD - BOG
1 stop13h 45mDelta
Sat 22/315:50BOG - ORD
1 stop16h 47mDelta
Deal found 27/2AED 1,149
Sun 30/310:37ORD - BOG
1 stop8h 43mUnited Airlines
Fri 18/408:30BOG - ORD
1 stop24h 55mUnited Airlines
Deal found 27/2AED 1,168
Sun 6/406:15ORD - PUJ
1 stop8h 51mDelta
Tue 15/413:45PUJ - ORD
1 stop10h 11mDelta
Deal found 27/2AED 1,267
Sun 13/414:35ORD - BOG
Nonstop5h 50mAvianca
Sun 20/407:00BOG - ORD
Nonstop6h 15mAvianca
Deal found 27/2AED 1,340
Tue 12/809:23ORD - PUJ
Nonstop4h 42mUnited Airlines
Tue 26/816:35PUJ - ORD
1 stop16h 30mUnited Airlines
Deal found 27/2AED 1,664
Mon 28/401:59ORD - BOG
1 stop28h 06mAeromexico
Wed 7/516:10BOG - ORD
1 stop32h 19mAeromexico
Deal found 27/2AED 1,766
Wed 11/619:30ORD - PUJ
1 stop14h 23mJetBlue
Tue 17/613:15PUJ - ORD
1 stop11h 10mJetBlue
Deal found 26/2AED 1,777
Sun 13/412:35ORD - BOG
1 stop12h 10mViva
Sat 19/400:55BOG - ORD
1 stop17h 20mViva
Deal found 27/2AED 1,803
Sat 15/315:09ORD - PUJ
1 stop18h 47mCopa Airlines
Thu 20/314:19PUJ - ORD
1 stop11h 08mCopa Airlines
Deal found 27/2AED 1,979
Mon 9/617:30ORD - PUJ
2 stops43h 53mWestJet
Sun 15/615:35PUJ - ORD
2 stops50h 09mWestJet
Deal found 27/2AED 2,490

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 27 February 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

Sun 16/3

07:55-00:06

1 stop16h 11m

Bogotá El Dorado

Sat 22/3

04:50-13:42

1 stop8h 52m

AED 1,105

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 7/4

12:14-12:17

1 stop23h 03m

Punta Cana

Tue 15/4

15:48-09:24

1 stop18h 36m

AED 1,149

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Fri 14/3

05:45-19:30

1 stop13h 45m

Bogotá El Dorado

Sat 22/3

15:50-08:37

1 stop16h 47m

AED 1,149

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sun 30/3

10:37-19:20

1 stop8h 43m

Bogotá El Dorado

Fri 18/4

08:30-09:25

1 stop24h 55m

AED 1,168

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 6/4

06:15-16:06

1 stop8h 51m

Punta Cana

Tue 15/4

13:45-22:56

1 stop10h 11m

AED 1,267

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sun 13/4

14:35-20:25

Nonstop5h 50m

Bogotá El Dorado

Sun 20/4

07:00-13:15

Nonstop6h 15m

AED 1,340

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 12/8

09:23-15:05

Nonstop4h 42m

Punta Cana

Tue 26/8

16:35-08:05

1 stop16h 30m

AED 1,664

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Mon 28/4

01:59-06:05

1 stop28h 06m

Bogotá El Dorado

Wed 7/5

16:10-00:29

1 stop32h 19m

AED 1,766

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Wed 11/6

19:30-10:53

1 stop14h 23m

Punta Cana

Tue 17/6

13:15-23:25

1 stop11h 10m

AED 1,777

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sun 13/4

12:35-00:45

1 stop12h 10m

Bogotá El Dorado

Sat 19/4

00:55-18:15

1 stop17h 20m

AED 1,803

Flights are sorted by cheapest return flights first.

Deals found on 26/2

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 25 February 2025.

To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 65 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 2,196). Flying from Chicago in June will prove the most costly (average of AED 3,860). 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.

Emirates

Emirates

From AED 895

Oman Air

Oman Air

From AED 1,284

Air Canada

Air Canada

From AED 297

What are popular destinations to fly to from Chicago?

Some of the most frequent flights departing from Chicago everyday are: New York (1,231 flights per day), Detroit (854 flights per day), and Toronto (692 flights per day).

Houston Hobby

Houston Hobby

From AED 113

Dubai Intl

Dubai Intl

From AED 895

Doha Hamad Intl

Doha Hamad Intl

From AED 535

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

Denver Intl

Denver Intl

From AED 176

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
3,253 reviews
Check prices

Overall

8.1

Crew

8.3

Comfort

8.0

Food

7.8

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20

10.0
Excellent

Steven,Feb 2025

GLA - DXB

Although I was in economy it made no difference where the staff were concerned they were attentive and pleasant throughout the flight maybe one day I'll get the chance to see if there's a difference in business or 1st class service but in truth for the way I was treated I can only see the menu being an upgrade as the staff don't need upgrading and are indeed the biggest asset on a long journey a credit to the company.

Emirates
8.1
Very Good
3,253 reviews
Emirates
8.1
Very Good
3,253 reviews
Check prices

Overall

8.1

Crew

8.3

Comfort

8.0

Food

7.8

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20

10.0
Excellent

Steven,Feb 2025

GLA - DXB

Although I was in economy it made no difference where the staff were concerned they were attentive and pleasant throughout the flight maybe one day I'll get the chance to see if there's a difference in business or 1st class service but in truth for the way I was treated I can only see the menu being an upgrade as the staff don't need upgrading and are indeed the biggest asset on a long journey a credit to the company.

Singapore Airlines
8.1
Very Good
1,288 reviews
Emirates
8.1
Very Good
3,253 reviews
Check prices

Overall

8.1

Crew

8.3

Comfort

8.0

Food

7.8

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20

10.0
Excellent

Steven,Feb 2025

GLA - DXB

Although I was in economy it made no difference where the staff were concerned they were attentive and pleasant throughout the flight maybe one day I'll get the chance to see if there's a difference in business or 1st class service but in truth for the way I was treated I can only see the menu being an upgrade as the staff don't need upgrading and are indeed the biggest asset on a long journey a credit to the company.

Delta
8.0
Very Good
8,140 reviews
Emirates
8.1
Very Good
3,253 reviews
Check prices

Overall

8.1

Crew

8.3

Comfort

8.0

Food

7.8

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20

10.0
Excellent

Steven,Feb 2025

GLA - DXB

Although I was in economy it made no difference where the staff were concerned they were attentive and pleasant throughout the flight maybe one day I'll get the chance to see if there's a difference in business or 1st class service but in truth for the way I was treated I can only see the menu being an upgrade as the staff don't need upgrading and are indeed the biggest asset on a long journey a credit to the company.

KLM
7.8
Good
1,331 reviews
Emirates
8.1
Very Good
3,253 reviews
Check prices

Overall

8.1

Crew

8.3

Comfort

8.0

Food

7.8

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20

10.0
Excellent

Steven,Feb 2025

GLA - DXB

Although I was in economy it made no difference where the staff were concerned they were attentive and pleasant throughout the flight maybe one day I'll get the chance to see if there's a difference in business or 1st class service but in truth for the way I was treated I can only see the menu being an upgrade as the staff don't need upgrading and are indeed the biggest asset on a long journey a credit to the company.

SWISS
7.5
Good
1,569 reviews
Emirates
8.1
Very Good
3,253 reviews
Check prices

Overall

8.1

Crew

8.3

Comfort

8.0

Food

7.8

Entertainment

8.2

Boarding

8.1

Reviews

1 / 20

10.0
Excellent

Steven,Feb 2025

GLA - DXB

Although I was in economy it made no difference where the staff were concerned they were attentive and pleasant throughout the flight maybe one day I'll get the chance to see if there's a difference in business or 1st class service but in truth for the way I was treated I can only see the menu being an upgrade as the staff don't need upgrading and are indeed the biggest asset on a long journey a credit to the company.

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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 27 February 2025.

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

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

  • 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 2,115 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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