$46+ Cheap flights from Chicago Midway Airport
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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
What to know about flights from Midway
Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway 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 January 23, 2025.
Cheapest airline | American Airlines |
|---|---|
Good round-trip deal | $111 or less |
Good one-way deal | $62 or less |
Find flights from Midway
Cheapest flights from MidwayExplore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on January 23, 2025.
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on January 23, 2025.
Find flights from Midway within your budget
Find flights departing from Midway 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 January 23, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches
Fly to
Route
Depart
Return
Price
ChicagoAtlanta
MDW - ATL
MDWATL
Chicago Midway
Fri 2/28
6:48 pm-10:02 pm
Nonstop2h 14m
Atlanta Hartsfield-Jackson
Mon 3/3
10:57 pm-11:58 pm
Nonstop2h 01m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 2/26
6:00 am-3:35 pm
1 stop8h 35m
Miami
Sat 3/1
7:25 am-9:48 am
Nonstop3h 23m
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Sat 3/1
4:19 pm-10:15 am
1 stop16h 56m
New York John F Kennedy Intl
Sat 3/8
11:01 am-9:56 pm
1 stop11h 55m
ChicagoLas Vegas
MDW - LAS
MDWLAS
Chicago Midway
Sat 3/1
8:44 pm-10:54 pm
Nonstop4h 10m
Las Vegas Harry Reid Intl
Wed 3/5
6:00 am-3:06 pm
1 stop7h 06m
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Wed 3/5
6:00 am-8:47 am
Nonstop2h 47m
Dallas/Fort Worth
Mon 3/10
3:00 pm-12:17 am
1 stop9h 17m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Wed 2/12
8:12 am-9:10 pm
1 stop11h 58m
Newark
Tue 2/18
10:10 pm-7:07 am
1 stop9h 57m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sun 2/9
10:58 am-2:45 pm
Nonstop2h 47m
Orlando
Wed 2/12
1:48 pm-6:23 pm
1 stop5h 35m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Fri 2/21
8:14 pm-7:47 am
1 stop12h 33m
Phoenix Sky Harbor Intl
Thu 2/27
10:48 am-3:09 pm
Nonstop3h 21m
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Sat 5/10
6:43 pm-7:40 am
1 stop11h 57m
Fort Lauderdale
Thu 5/15
8:40 am-1:34 pm
1 stop5h 54m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Tue 3/18
9:54 am-6:14 pm
1 stop7h 20m
Newark
Wed 3/19
9:32 am-12:36 pm
1 stop4h 04m
Compare providers for flights from Midway
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 Midway 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*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: Among all the travel providers offering deals on flights from Chicago Midway Airport, 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 Midway Airport 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 Midway Airport. 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 Midway Airport. This info is gathered from Cheapflights searches over the past month.
Midway travel tips
Get helpful tips and advice for traveling to or from Midway. 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 January 23, 2025.
- When traveling through the Chicago Midway International Airport (MDW), note that the security checkpoint offers three different lanes for your convenience: a business/experienced traveler lane, a lane for casual travelers, and a family lane for travelers with children who may need additional time to go at their own pace.
- Travelers to Chicago Midway International Airport (MDW) in need of translation services are encouraged to seek out the information book in the baggage claim area of the terminal. There they will find I-Speak language cards and a Limited English Proficiency phone, which offers a quick, convenient connection to quality interpreters who speak over 200 different languages.
- If traveling internationally from the Chicago Midway International Airport (MDW), note that the airport’s on-site Seaway National Bank offers exchange services for converting your money into foreign currency. More than 200 currencies may be bought and sold at this location. For even faster service, you may call in your exchange ahead of your arrival.
Best time to book a flight from Midway
Have a flexible travel schedule? Discover the best time to fly from Midway with our price prediction graph.
Travel insights for flights from Midway
Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.
When is the best time to book a flight from Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Cancún. Price data was last updated on January 17, 2025.
To ensure you get the cheapest price possible for a flight from Chicago Midway Airport, you should look to book at least 39 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 Midway Airport?
Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport (average of $171). Flying from Chicago Midway Airport in July will prove the most costly (average of $418). 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 Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Midway to Cancún. Price data was last updated on January 21, 2025.
Those who are seeking the cheapest fare on flights departing from Chicago Midway Airport would be wise to consider leaving during Wednesday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Saturday at noon when fares are usually the most expensive.
Which airlines fly from Chicago Midway Airport?
For flights departing from Chicago Midway Airport check dates and pricing for the following: Southwest, Delta, Frontier, Volaris, Aeromexico. These airlines depart to the following popular destinations: Cancún.
What are popular destinations to fly to from Chicago Midway Airport?
Some of the most frequent flights departing from Chicago Midway Airport everyday are: Detroit (176 flights per day), Atlanta (170 flights per day), and Orlando (110 flights per day).
What is the cheapest place to fly to from Chicago Midway Airport?
The cheapest city to fly to from Chicago Midway Airport is Miami, with prices starting at $37. Explore other affordable destinations below.
Airline reviews for flights from Midway
Read reviews and ratings of airlines operating flights from Midway. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Midway travel. Please note that the reviews are sourced from user searches and were last updated on January 23, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Boarding
Entertainment
Food
Comfort
Crew
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.
Boarding
Entertainment
Food
Comfort
Crew
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.
Boarding
Entertainment
Food
Comfort
Crew
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.
Boarding
Entertainment
Food
Comfort
Crew
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.
Boarding
Entertainment
Food
Comfort
Crew
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.
Boarding
Entertainment
Food
Comfort
Crew
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.