This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27/11. 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 — DPS
10 Dec — 17 Dec1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
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 November 2026. In the last 7 days, Cheapflights users made a total of 7,457,451 searches
Fly to
Route
Depart
Return
Price
Cheapest return flight
ChicagoHouston
ORD Chicago O'Hare Intl - IAH Houston George Bush Intcntl
ORDIAH
Chicago O'Hare Intl
Wed 16/12
11.39-22.06
2 stops10h 27m
Houston George Bush Intcntl
Wed 31/12
00.00-00.00
Nonstop0h 00m
Rp 2,278,069
ChicagoLas Vegas
ORD Chicago O'Hare Intl - LAS Las Vegas Harry Reid Intl
ORDLAS
Chicago O'Hare Intl
Fri 1/1
15.45-17.59
Nonstop4h 14m
Las Vegas Harry Reid Intl
Wed 31/12
00.00-02.00
Nonstop0h 00m
Rp 2,513,108
ChicagoLas Vegas
ORD Chicago O'Hare Intl - LAS Las Vegas Harry Reid Intl
ORDLAS
Chicago O'Hare Intl
Mon 8/2
14.11-20.11
1 stop8h 00m
Las Vegas Harry Reid Intl
Wed 31/12
00.00-02.00
Nonstop0h 00m
Rp 2,621,588
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 10/1
07.01-09.47
Nonstop1h 46m
Toronto Pearson Intl
Wed 31/12
00.00-23.00
Nonstop0h 00m
Rp 2,730,067
ChicagoMexico City
ORD Chicago O'Hare Intl - MEX Mexico City Benito Juarez
ORDMEX
Chicago O'Hare Intl
Sun 17/1
14.00-08.40
1 stop18h 40m
Mexico City Benito Juarez
Wed 31/12
00.00-00.00
Nonstop0h 00m
Rp 2,802,386
ChicagoLas Vegas
ORD Chicago O'Hare Intl - LAS Las Vegas Harry Reid Intl
ORDLAS
Chicago O'Hare Intl
Fri 27/11
11.00-22.51
1 stop13h 51m
Las Vegas Harry Reid Intl
Wed 31/12
00.00-02.00
Nonstop0h 00m
Rp 2,856,626
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Fri 18/12
06.54-09.47
Nonstop1h 53m
Toronto Pearson Intl
Wed 31/12
00.00-23.00
Nonstop0h 00m
Rp 2,856,626
ChicagoLas Vegas
ORD Chicago O'Hare Intl - LAS Las Vegas Harry Reid Intl
ORDLAS
Chicago O'Hare Intl
Wed 23/12
13.55-18.12
1 stop6h 17m
Las Vegas Harry Reid Intl
Wed 31/12
00.00-02.00
Nonstop0h 00m
Rp 2,892,786
ChicagoLas Vegas
ORD Chicago O'Hare Intl - LAS Las Vegas Harry Reid Intl
ORDLAS
Chicago O'Hare Intl
Wed 23/12
17.45-22.18
1 stop6h 33m
Las Vegas Harry Reid Intl
Wed 31/12
00.00-02.00
Nonstop0h 00m
Rp 2,892,786
ChicagoToronto
ORD Chicago O'Hare Intl - YYZ Toronto Pearson Intl
ORDYYZ
Chicago O'Hare Intl
Sun 27/12
07.00-15.14
1 stop7h 14m
Toronto Pearson Intl
Wed 31/12
00.00-23.00
Nonstop0h 00m
Rp 2,910,866
Flights are sorted by cheapest return flights first.
Deals found on 5/11
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.
CHI-DPS
ORD-IAH
ORD-LAS
ORD-MEX
ORD-YYZ
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.
CHI-DPS
ORD-IAH
ORD-LAS
ORD-MEX
ORD-YYZ
What is the cheapest month to book a flight from Chicago?
Currently, March is the cheapest month in which you can book a flight from Chicago (average of Rp 16,904,718). Flying from Chicago in December will prove the most costly (average of Rp 30,772,012). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
What are popular destinations to fly to from Chicago?
From Chicago you can expect to find greater availability for the following destinations: New York (915 flights per day), Detroit (840 flights per day) and Los Angeles (692 flights per day).
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 63 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.
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Direct flights from Illinois
Book a direct flight from one of these other cities located in Illinois.
Consider departing from one of these cities also located in United States. Flight origins are based on user searches made on Cheapflights and were last updated on 10 November 2026.
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 November 2026.
What are the most popular destinations to fly to from Chicago?
The most popular destinations from Chicago this month are Atlanta, Ahmedabad, Boston. The top year-round destinations include Atlanta, Boston, Mumbai.
At the present moment the cheapest month to fly from Chicago is currently March; with December being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.
How does Cheapflights help users find flights from Chicago?
Cheapflights makes it easy to find flights from Chicago by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
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?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Chicago become cheaper?
Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.
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How does Cheapflights help users find flights from Chicago?
Cheapflights makes it easy to find flights from Chicago by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
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?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Chicago, users can toggle the no change fees filter when performing a flight search.
Can Cheapflights notify me if prices for flights from Chicago become cheaper?
Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.
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