$52+ 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 2/22. 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 December 18, 2024.
Cheapest airline | American Airlines |
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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 December 18, 2024.
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on December 18, 2024.
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 December 18, 2024. In the last 7 days, Cheapflights users made a total of 2,558,603 searches
Fly to
Route
Depart
Return
Price
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Sat 2/22
5:10 am-7:55 am
Nonstop2h 45m
Dallas/Fort Worth
Mon 2/24
8:05 pm-5:31 am
1 stop9h 26m
ChicagoLas Vegas
MDW - LAS
MDWLAS
Chicago Midway
Mon 1/20
4:41 pm-10:25 pm
1 stop7h 44m
Las Vegas Harry Reid Intl
Thu 1/23
12:21 pm-8:53 pm
1 stop6h 32m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 2/18
8:30 am-10:00 pm
1 stop12h 30m
New York LaGuardia
Sat 2/22
10:00 pm-11:28 am
1 stop14h 28m
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Sat 2/15
4:19 pm-10:15 am
1 stop16h 56m
New York John F Kennedy Intl
Sat 2/22
11:01 am-10:04 pm
1 stop12h 03m
ChicagoHouston
MDW - HOU
MDWHOU
Chicago Midway
Thu 1/9
7:15 am-9:33 am
1 stop26h 18m
Houston Hobby
Mon 1/13
10:36 am-12:13 am
1 stop13h 37m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Mon 1/13
6:15 am-12:48 pm
1 stop5h 33m
Miami
Thu 1/16
1:36 pm-6:26 pm
1 stop5h 50m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Thu 1/23
4:08 pm-12:41 am
1 stop7h 33m
Orlando
Sat 2/15
5:05 am-3:33 pm
1 stop11h 28m
ChicagoPhoenix
MDW - PHX
MDWPHX
Chicago Midway
Sat 2/22
8:44 pm-7:47 am
1 stop12h 03m
Phoenix Sky Harbor Intl
Sun 3/2
11:08 pm-5:31 am
1 stop5h 23m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Tue 1/7
5:24 pm-9:00 am
1 stop14h 36m
Newark
Wed 1/8
5:35 pm-10:18 pm
2 stops29h 43m
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Sat 1/25
3:41 pm-9:59 pm
1 stop5h 18m
Newark
Tue 1/28
1:00 pm-6:14 pm
1 stop6h 14m
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 December
| 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*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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 December 18, 2024.
- 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 December 13, 2024.
To ensure you get the cheapest price possible for a flight from Chicago Midway Airport, you should look to book at least 33 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, December is the cheapest month in which you can book a flight from Chicago Midway Airport (average of $162). 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 December 16, 2024.
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 afternoons 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, Frontier, Delta, Aeromexico, Spirit Airlines. 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: Atlanta (95 flights per day), Detroit (84 flights per day), and Orlando (70 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 Tampa, with prices starting at $26. 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 December 18, 2024. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Comfort
Entertainment
Overall
Boarding
Crew
Food
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.
Comfort
Entertainment
Overall
Boarding
Crew
Food
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.
Comfort
Entertainment
Overall
Boarding
Crew
Food
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.
Comfort
Entertainment
Overall
Boarding
Crew
Food
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.
Comfort
Entertainment
Overall
Boarding
Crew
Food
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.
Comfort
Entertainment
Overall
Boarding
Crew
Food
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.