AED 444+ 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 6/5. 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.
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 3 April 2025.
Cheapest airline | Emirates |
---|---|
Good round-trip deal | AED 652 or less |
Good one-way deal | AED 215 or less |
Find flights from Chicago
Cheapest flights from ChicagoExplore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 3 April 2025.
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 3 April 2025.
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 3 April 2025. In the last 7 days, Cheapflights users made a total of 220,657 searches
Fly to
Route
Departure
Return
Price
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 7/5
05:30-13:22
1 stop6h 52m
Punta Cana
Wed 14/5
13:05-21:20
1 stop9h 15m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Fri 19/9
19:45-15:05
1 stop18h 20m
Punta Cana
Fri 26/9
15:15-23:42
1 stop9h 27m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 28/5
06:15-15:33
1 stop8h 18m
Punta Cana
Sat 7/6
13:54-22:20
1 stop9h 26m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sat 7/6
15:07-11:05
1 stop18h 58m
Punta Cana
Sat 14/6
05:16-13:47
1 stop9h 31m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Wed 10/9
01:55-15:40
1 stop12h 45m
Punta Cana
Mon 15/9
17:10-12:52
1 stop20h 42m
ChicagoDubai
ORD - DXB
ORDDXB
Chicago O'Hare Intl
Sun 21/9
19:20-20:55
1 stop16h 35m
Dubai Intl
Sun 5/10
05:50-15:05
1 stop18h 15m
ChicagoDubai
ORD - DXB
ORDDXB
Chicago O'Hare Intl
Wed 7/5
19:25-23:00
2 stops18h 35m
Dubai Intl
Thu 22/5
01:00-19:20
2 stops27h 20m
ChicagoDubai
MDW - DXB
MDWDXB
Chicago Midway
Wed 7/5
18:25-22:35
2 stops19h 10m
Dubai Intl
Mon 19/5
00:40-15:20
2 stops23h 40m
ChicagoDubai
ORD - DXB
ORDDXB
Chicago O'Hare Intl
Wed 7/5
19:25-23:00
2 stops18h 35m
Dubai Intl
Sun 18/5
00:40-14:10
2 stops22h 30m
ChicagoDubai
ORD - DXB
ORDDXB
Chicago O'Hare Intl
Fri 19/9
11:25-12:20
1 stop15h 55m
Dubai Intl
Fri 26/9
13:55-09:40
1 stop28h 45m
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.
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 28 March 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 2,178). Flying from Chicago in June will prove the most costly (average of AED 3,864). 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.
What are popular destinations to fly to from Chicago?
Some of the most frequent flights departing from Chicago everyday are: New York (1,166 flights per day), Detroit (834 flights per day), and Atlanta (432 flights per day).
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.
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.
Boarding
Comfort
Food
Overall
Crew
Entertainment
Reviews
Ketan,Nov 2024
SEA - SIN
Boarding
Comfort
Food
Overall
Crew
Entertainment
Reviews
Ketan,Nov 2024
SEA - SIN
Boarding
Comfort
Food
Overall
Crew
Entertainment
Reviews
Ketan,Nov 2024
SEA - SIN
Boarding
Comfort
Food
Overall
Crew
Entertainment
Reviews
Ketan,Nov 2024
SEA - SIN
Boarding
Comfort
Food
Overall
Crew
Entertainment
Reviews
Ketan,Nov 2024
SEA - SIN
Boarding
Comfort
Food
Overall
Crew
Entertainment
Reviews
Ketan,Nov 2024
SEA - SIN
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Direct flights from Illinois
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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 3 April 2025.
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How does Cheapflights help users find flights from Chicago?
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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.
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