$47+ Cheap flights from Chicago
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
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 travelers. Please note that the information is based on the most recent updates available. Data last updated Styczeń 24, 2025.
Cheapest airline | American Airlines |
|---|---|
Good round-trip deal | $83 or less |
Good one-way deal | $44 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 Styczeń 24, 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 Styczeń 24, 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 Styczeń 24, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches
Fly to
Route
Depart
Return
Price
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
śr. 2/19
8:33 am-8:15 pm
1 stop10h 42m
Tampa
sob. 3/1
8:18 pm-10:25 pm
Nonstop3h 07m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
ndz. 2/2
7:26 am-11:11 am
Nonstop2h 45m
Tampa
śr. 2/5
12:16 pm-2:23 pm
Nonstop3h 07m
ChicagoTampa
ORD - TPA
ORDTPA
Chicago O'Hare Intl
ndz. 2/9
7:26 am-11:11 am
Nonstop2h 45m
Tampa
czw. 2/13
11:13 am-1:20 pm
Nonstop3h 07m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
śr. 2/12
8:33 am-5:50 pm
1 stop8h 17m
Miami
pt. 2/14
8:05 am-10:37 am
Nonstop3h 32m
ChicagoLas Vegas
ORD - LAS
ORDLAS
Chicago O'Hare Intl
sob. 3/1
7:59 pm-10:15 pm
Nonstop4h 16m
Las Vegas Harry Reid Intl
śr. 3/5
6:00 am-1:25 pm
1 stop5h 25m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
sob. 2/22
7:25 am-11:20 pm
1 stop14h 55m
Miami
czw. 2/27
1:29 pm-8:51 pm
1 stop8h 22m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
czw. 2/20
2:25 pm-5:12 pm
Nonstop2h 47m
Dallas/Fort Worth
wt. 2/25
6:15 am-1:25 pm
1 stop7h 10m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
pt. 2/21
5:00 am-9:07 am
Nonstop3h 07m
Fort Lauderdale
czw. 2/27
7:32 pm-10:03 pm
Nonstop3h 31m
ChicagoMiami
ORD - MIA
ORDMIA
Chicago O'Hare Intl
czw. 2/27
11:46 am-3:55 pm
Nonstop3h 09m
Miami
sob. 3/1
8:05 am-10:37 am
Nonstop3h 32m
ChicagoFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
pon. 3/3
8:00 am-8:03 pm
1 stop11h 03m
Fort Lauderdale
śr. 3/5
1:57 pm-4:27 pm
Nonstop3h 30m
Compare providers for flights from Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago in January
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: Among all the travel providers offering deals on flights from Chicago, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from Chicago made on Cheapflights over the past month and is updated monthly.
- Most trusted provider: In terms of trustworthiness, Cheapflights users rate FlightHub the highest out of those offering flight deals from Chicago. FlightHub has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Chicago. This info is gathered from Cheapflights searches over the past month.
Chicago travel tips
Get helpful tips and advice for traveling to or from Chicago. Find recommendations for transportation, accommodations, local attractions, dining options, and other practical tips to enhance your travel experience. Please note that the travel tips are based on general knowledge and recommendations. Data last updated Styczeń 24, 2025.
- Chicago O' Hare International Airport (ORD) is a major hub for United Airlines, and because of this fact, passengers will find a number of direct flights from the airport to destinations both inside and outside of the United States.
- For those passengers looking for a convenient way to get from downtown Chicago to Chicago O' Hare International Airport, the Blue Line provided by the Chicago Transit Authority can make this trip in about 42 min, plus it avoids any possible traffic congestion on roadways.
- If you have a flight that is departing Chicago Midway International Airport, a great way to get to the airport from downtown Chicago is on the Orange Line light rail service provided by the Chicago Transit Authority that can make the trip to the airport in around 23 min.
- If you plan on driving your own car to the Chicago O' Hare International Airport, one of the most convenient options for parking is their valet service. Passengers can utilize the service by taking their vehicle into the main garage for all three of the terminal buildings. Once in the garage, follow the signage for valet parking and then make your way to the designated area for your airline or terminal.
- Visitors to the Chicago O'Hare International Airport (CHI) with some extra time on their hands are encouraged to explore the art exhibition in Terminal 5, which features works by more than 20 Chicago artists.
- Those looking for a bite to eat at the Chicago O'Hare International Airport (CHI) will find hundreds of opportunities at their disposal ranging from vending machines and grab-and-go bites to well-known franchises like Dunkin Donuts to local food options like Chicago-Style Hot Dogs.
- There are shopping opportunities a-plenty for visitors to the Chicago O'Hare International Airport (CHI). From cosmetics vending machines to well-known retailers like Brookstone to independent stores offering local souvenirs, there is no shortage of ways to treat yourself while waiting to board your flight.
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 round-trip flight from Chicago to Cancún. Price data was last updated on January 17, 2025.
To ensure you get the cheapest price possible for a flight from Chicago, you should look to book at least 2 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, April is the cheapest month in which you can book a flight from Chicago (average of $28). Flying from Chicago in June will prove the most costly (average of $160). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
When is the cheapest time to fly from Chicago?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Cancún. Price data was last updated on January 21, 2025.
Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Wednesday at noon when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday afternoons when fares are usually the most expensive.
Which airlines fly from Chicago?
For flights departing from Chicago check dates and pricing for the following: United Airlines, Spirit Airlines, American Airlines, Frontier, Volaris. These airlines depart to the following popular destinations: Cancún.
What are popular destinations to fly to from Chicago?
Some of the most frequent flights departing from Chicago everyday are: New York (1,481 flights per day), Detroit (986 flights per day), and Orlando (792 flights per day).
What is the cheapest place to fly to from Chicago?
The cheapest city to fly to from Chicago is Sarasota Bradenton Intl, with prices starting at $29. Explore other affordable destinations below.
Airline reviews for flights from Chicago
Read reviews and ratings of airlines operating flights from Chicago. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Chicago travel. Please note that the reviews are sourced from user searches and were last updated on Styczeń 24, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Crew
Food
Comfort
Boarding
Entertainment
Overall
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.