$49 Cheap flights to Chicago Midway Airport
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 7/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Flights to Chicago Midway Airport - Travel Insights & Trends
Get data-powered insights and trends for flights to Chicago Midway Airport to help you craft the best travel plan.
What cabin class options are available on United States to Chicago Midway flights?
There are 4 cabin classes available to choose from on United States to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from United States. The lowest ticket price found for a Wednesday departure recently was $259. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from United States because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $404.
What is the cheapest month to fly to Chicago Midway Airport?
The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from United States, with most prices found around $208. If you are unable to visit Chicago Midway Airport during the month of January, then departing from United States during the month February is also very affordable. Most momondo users find prices during this month for around $221.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from United States in the evening is the least expensive time of day to depart. momondo users have found prices as low as $258 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $351. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest airline that flies from United States to Chicago Midway?
Southwest, Frontier, and Delta are the most popular carriers operating from United States to Chicago Midway
What airlines fly to Chicago Midway Airport?
Frontier, Southwest and Delta are the top three most popular airlines that fly to Chicago Midway Airport from United States according to our data. Frontier is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 7 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How long does it take to fly to Chicago Midway Airport?
On average, it takes 4h 02m to fly from United States to Chicago Midway Airport if you fly out of Los Angeles (the most popular airport in United States) and into Chicago O'Hare Intl (the most popular airport in Chicago Midway Airport). If you’re flying out of San Francisco and into Chicago O'Hare Intl, then the flight time is around 4h 06m.
How many flights depart from United States to Chicago Midway Airport on average per day?
42 flights are operational daily from United States to Chicago Midway Airport as of June 2025. The most popular departure time for this route is 8:00PM, with 34% of flights per day taking off in the afternoon.
Cheapest flights to Chicago Midway
Find the cheapest flights to Chicago Midway from your nearest city or airport
| CHEAPEST MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LOS ANGELES | January | 21% cheaper | Flying from Los Angeles to Chicago Midway Airport costs on average just $268 in January |
| MOST EXPENSIVE MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LOS ANGELES | December | 20% more expensive | It costs about $404 for flights to Chicago Midway Airport from Los Angeles in December |
| MOST POPULAR MONTH TO FLY TO CHICAGO MIDWAY AIRPORT FROM LOS ANGELES | July | 287% more users visited | More momondo users searched in flights to Chicago Midway Airport from Los Angeles in July than any other month |
Cheap Chicago Midway Airport flight deals and tips
Summary info about Chicago Midway Airport flight prices, duration and airlines
Best One-Way Price | $49 |
|---|---|
Best Round-Trip Price | $97 |
Fastest flight time | 1h 59m |
Popular in | December |
Frequently asked questions about flying to Chicago Midway Airport
What is the cheapest month to fly to Chicago Midway Airport?
Most travelers find the cheapest round-trip airfare to Chicago Midway Airport when booking during the month of January.
How far in advance should I book a flight to Chicago Midway Airport?
From most locations, booking your flights to Chicago Midway Airport around 81 days prior to your departure date finds the best deals.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
On average, the cheapest flights to Chicago Midway Airport are found when departing on a Wednesday. Try to avoid departing on a Monday, as this is usually the most expensive day.
What is the cheapest time of day to fly to Chicago Midway Airport?
Our data shows that the cheapest Chicago Midway Airport flights are usually those with Evening departure times. Afternoon flights are often costlier.
Is there an alternative airport near Chicago Midway Airport?
Chicago O'Hare Intl Airport or Chicago Greater Rockford Airport can be an alternative airport used for travel to Chicago.
Is there a cheaper alternative to flying into Chicago?
Prices vary based on where travelers are departing from, but on average, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport where the average price is $153. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.
What is the absolute cheapest flight to Chicago?
The best deal found on momondo in the last two weeks was a flight to Chicago from Cape Girardeau for $84. This is 89% cheaper than most flight deals to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.
What airlines fly to Chicago Midway Airport?
There are 8 airlines that fly to Chicago Midway Airport on a routine basis, but Southwest, Frontier and Delta happen to be the most popular among our users. In the past year, 53% of those who searched for flights to Chicago Midway Airport looked to travel with Southwest, making this airline the top choice among momondo travelers.
When did momondo last update prices for flights to Chicago Midway Airport?
Prices for flights to Chicago Midway Airport refresh daily.
How many operators does momondo search for flights to Chicago Midway Airport?
As of June 2025, there are 11 operators available to choose from for flights to Chicago Midway Airport.
How old do you have to be to fly to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Chicago. Millions of users trust and use momondo every year so you are in good company.
Can I find flights to Chicago with flexible booking policies on momondo?
Flights to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.
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Popular flights to Chicago Midway Airport
Popular routes according to searches in the past day on momondo
Cheapest flight routes to Chicago Midway
These routes have the cheapest flights to Chicago Midway found by momondo users in United States
| Departing | Destination | Best Time | Best Price |
|---|---|---|---|
| Knoxville | Chicago | 1h 32m | $58 |
| Asheville | Chicago | 1h 39m | $62 |
| Savannah | Chicago | 2h 05m | $91 |
| Minneapolis | Chicago | 1h 25m | $97 |
| Pittsburgh | Chicago | 1h 25m | $97 |
| Atlanta | Chicago | 1h 54m | $97 |
| New York | Chicago | 2h 20m | $97 |
| Nashville | Chicago | 1h 35m | $97 |
| St. Louis | Chicago | 1h 05m | $97 |
| Louisville | Chicago | 1h 15m | $97 |
| Detroit | Chicago | 1h 05m | $97 |
| Valparaiso | Chicago | 2h 22m | $107 |
| Baltimore | Chicago | 2h 00m | $107 |
| Indianapolis | Chicago | 1h 05m | $109 |
| Kansas City | Chicago | 1h 20m | $109 |
| Seattle | Chicago | 3h 55m | $109 |