Cheap flights from Chicago Midway Airport to Jacksonville from $135
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Jacksonville departing on 6/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago Midway Airport to Jacksonville
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Delta flights from Chicago Midway Airport to Jacksonville
Our best Delta deals on Chicago Midway Airport to Jacksonville flight tickets
Southwest flights from Chicago Midway Airport to Jacksonville
Our best Southwest deals on Chicago Midway Airport to Jacksonville flight tickets
See travel insights to Jacksonville from
How to get the cheapest flight ticket from Chicago Midway Airport to Jacksonville
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Jacksonville?
If you are unable to visit Jacksonville during the month of September, then departing from Chicago Midway Airport during the month April is also very affordable. Most momondo users find prices during this month for around $311.
What is the cheapest day to depart on your flight to Jacksonville?
According to our data, Wednesday is the cheapest day to fly to Jacksonville from Chicago Midway Airport. The lowest ticket price found for a Wednesday departure recently was $372. 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, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $426.
What is the cheapest time of day to depart on your flight to Jacksonville?
Flying to Jacksonville from Chicago Midway Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $390 when looking at flights departing in the afternoon. Flights to Jacksonville are more costly at noon, with an average ticket price of $444. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago Midway to Jacksonville flight route?
Fly from Chicago Midway to Jacksonville for the best Chicago Midway - Jacksonville flight prices
What is the cheapest airline that flies from Chicago Midway to Jacksonville?
Frontier, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Jacksonville
What airlines fly to Jacksonville?
Southwest, Delta and Frontier are the top three most popular airlines that fly to Jacksonville from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Jacksonville. Keep in mind that there are 3 different airlines that fly to Jacksonville on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago Midway Airport to Jacksonville on average per week?
As of April 2025, 5 flights take off from Chicago Midway Airport and land in Jacksonville each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.
When to book flights from Chicago Midway Airport to Jacksonville
Cheap Chicago Midway Airport to Jacksonville (MDW to JAX) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Jacksonville
Best Price Found | $135 |
|---|---|
Fastest flight time | 2h 10m |
Direct flights | Every day |
Airports in Jacksonville | 1 airport |
How far is Chicago Midway to Jacksonville by plane?
Jacksonville is 860.2 mi away from Chicago Midway. Flights usually cover this in 2h 10m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Jacksonville Airport?
Prices for flights from Chicago Midway Airport to Jacksonville Airport are updated daily.
How many operators does momondo search for flights from Chicago Midway Airport to Jacksonville Airport?
As of April 2025, there are 3 operators available to choose from for flights from Chicago Midway Airport to Jacksonville Airport.
How old do you have to be to fly from Chicago Midway Airport to Jacksonville 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 from Chicago Midway Airport to Jacksonville Airport.
What documentation or ID do you need to fly to Jacksonville Airport?
The necessary travel and health documents for your Jacksonville Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Jacksonville?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago Midway Airport to Jacksonville is Boeing 737-700 (14.13% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (12.80%), Boeing 737-800 (12.53%), and Embraer 170 (12.00%).
What is the most popular airline from Chicago Midway Airport to Jacksonville?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago Midway Airport to Jacksonville is Southwest (75% of total bookings). The next most popular airlines are Frontier (13%) and Delta (12%).
Best airlines flying from Chicago Midway Airport to Jacksonville
Compare and see reviews for airlines that fly from Chicago Midway Airport to Jacksonville with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $140 | Free Cancellation | Rating 6.0 3,281 reviews | |||
| PriceFrom $198 | Free Cancellation | Rating 8.0 4,280 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,917 reviews |
Southwest Flights From Chicago Midway Airport to Jacksonville
Southwest flies from Chicago Midway Airport to Jacksonville around 5 times per week, with 4,280 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago Midway Airport to Jacksonville in the last 72 hours was $198 (round-trip), much lower than the average airfare cost of $401 for Southwest flights on this route.
Traveling to a place near Jacksonville?
Book flights to Jacksonville if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Jacksonville?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Jacksonville. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to Jacksonville with flexible booking policies on momondo?
Flights from Chicago to Jacksonville 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 from Chicago to Jacksonville?
Once all potential Chicago to Jacksonville flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to Jacksonville right now. Can momondo alert me if prices change?
Price alerts on flights to Jacksonville from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.