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Cheap flights from Jacksonville to Chicago Midway Airport from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jacksonville to Chicago Midway Airport departing on 5/18. 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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Thu 5/2

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Easily compare round-trip flights from Jacksonville to Chicago Midway Airport

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Jacksonville to Chicago Midway Airport by changing tabs
Frontier
May 18
JAX11:40 amJacksonville
10h 58m
1 stop
MDW9:38 pmChicago Midway
May 21
MDW10:16 amChicago Midway
9h 33m
1 stop
JAX8:49 pmJacksonville
Delta
May 21
JAX5:20 amJacksonville
3h 35m
1 stop
MDW7:55 amChicago Midway
May 28
MDW6:00 amChicago Midway
5h 15m
1 stop
JAX12:15 pmJacksonville
Frontier
Jun 1
JAX8:55 amJacksonville
12h 02m
1 stop
MDW7:57 pmChicago Midway
Jun 4
MDW10:16 amChicago Midway
9h 33m
1 stop
JAX8:49 pmJacksonville
Frontier
Jun 3
JAX3:28 pmJacksonville
9h 22m
1 stop
MDW11:50 pmChicago Midway
Jun 4
MDW10:16 amChicago Midway
9h 33m
1 stop
JAX8:49 pmJacksonville
Frontier
May 18
JAX11:40 amJacksonville
10h 58m
1 stop
MDW9:38 pmChicago Midway
May 25
MDW2:35 pmChicago Midway
5h 32m
1 stop
JAX9:07 pmJacksonville
Frontier
May 20
JAX9:06 amJacksonville
10h 27m
1 stop
MDW6:33 pmChicago Midway
Jun 4
MDW10:16 amChicago Midway
9h 33m
1 stop
JAX8:49 pmJacksonville

Find the cheapest one-way flights from Jacksonville to Chicago Midway Airport

If you're looking for one-way flights from Jacksonville to Chicago Midway Airport, view some of our deals below provided by Delta, Frontier and Southwest
Frontier
May 18
JAX11:40 amJacksonville
10h 58m
1 stop
MDW9:38 pmChicago Midway
Delta
Oct 8
JAX6:45 pmJacksonville
3h 59m
1 stop
MDW9:44 pmChicago Midway
Frontier
May 25
JAX8:55 amJacksonville
12h 02m
1 stop
MDW7:57 pmChicago Midway

Search last-minute flights to Chicago Midway Airport from Jacksonville

Find and compare round-trip flight prices for your last-minute flight from Jacksonville to Chicago Midway Airport
Delta
Apr 30
JAX5:20 amJacksonville
4h 45m
1 stop
MDW9:05 amChicago Midway
May 11
MDW11:01 amChicago Midway
5h 39m
1 stop
JAX5:40 pmJacksonville
Delta
Apr 27
JAX6:49 pmJacksonville
4h 25m
1 stop
MDW10:14 pmChicago Midway
May 6
MDW3:45 pmChicago Midway
3h 40m
1 stop
JAX8:25 pmJacksonville
Delta
Apr 28
JAX5:20 amJacksonville
4h 45m
1 stop
MDW9:05 amChicago Midway
May 4
MDW3:45 pmChicago Midway
3h 40m
1 stop
JAX8:25 pmJacksonville
Delta
Apr 26
JAX8:25 amJacksonville
4h 30m
1 stop
MDW11:55 amChicago Midway
Apr 29
MDW3:45 pmChicago Midway
3h 39m
1 stop
JAX8:24 pmJacksonville
Delta
Apr 28
JAX6:20 amJacksonville
3h 45m
1 stop
MDW9:05 amChicago Midway
May 2
MDW3:45 pmChicago Midway
4h 42m
1 stop
JAX9:27 pmJacksonville
Delta
Apr 28
JAX5:20 amJacksonville
8h 25m
2 stops
MDW12:45 pmChicago Midway
May 2
MDW10:00 amChicago Midway
6h 46m
1 stop
JAX5:46 pmJacksonville

Best airlines flying from Jacksonville to Chicago Midway Airport

Compare and see reviews for airlines that fly from Jacksonville to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $156Free CancellationRating
6.3
4,160 reviews
Search Frontier flights
DeltaPriceFrom $211Free CancellationRating
8.0
11,069 reviews
Search Delta flights

Frontier flights from Jacksonville to Chicago Midway Airport

Our best Frontier deals on Jacksonville to Chicago Midway Airport flight tickets
Frontier
May 18
JAX11:40 amJacksonville
10h 58m
1 stop
MDW9:38 pmChicago Midway
May 21
MDW10:16 amChicago Midway
9h 33m
1 stop
JAX8:49 pmJacksonville
Frontier
Jun 1
JAX8:55 amJacksonville
12h 02m
1 stop
MDW7:57 pmChicago Midway
Jun 4
MDW10:16 amChicago Midway
9h 33m
1 stop
JAX8:49 pmJacksonville
Frontier
Jun 3
JAX3:28 pmJacksonville
9h 22m
1 stop
MDW11:50 pmChicago Midway
Jun 4
MDW10:16 amChicago Midway
9h 33m
1 stop
JAX8:49 pmJacksonville

Delta flights from Jacksonville to Chicago Midway Airport

Our best Delta deals on Jacksonville to Chicago Midway Airport flight tickets
Delta
May 21
JAX5:20 amJacksonville
3h 35m
1 stop
MDW7:55 amChicago Midway
May 28
MDW6:00 amChicago Midway
5h 15m
1 stop
JAX12:15 pmJacksonville
Delta
Aug 10
JAX6:45 pmJacksonville
4h 02m
1 stop
MDW9:47 pmChicago Midway
Aug 12
MDW6:50 pmChicago Midway
4h 28m
1 stop
JAX12:18 amJacksonville
Delta
May 13
JAX5:20 amJacksonville
3h 35m
1 stop
MDW7:55 amChicago Midway
May 15
MDW6:00 amChicago Midway
5h 15m
1 stop
JAX12:15 pmJacksonville

How to get the cheapest flight ticket from Jacksonville to Chicago Midway Airport

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 from Jacksonville to Chicago Midway Airport?

September. The cheapest time of year to fly to Chicago Midway Airport from Jacksonville is September. Most expensive is April

What is the cheapest day to depart Jacksonville for Chicago Midway Airport?

Friday. The cheapest day of the week is typically Friday. The most expensive is typically Monday

When is the cheapest time to fly from Jacksonville to Chicago Midway Airport?

In the evening. Jacksonville to Chicago Midway Airport flights are approximately 16% more expensive at noon than in the evening

What is the cheapest airline that flies to Chicago Midway Airport from Jacksonville?

Frontier. Delta and Frontier are the most popular carriers operating from Jacksonville to Chicago Midway Airport

How far in advance should you book Jacksonville to Chicago Midway Airport flights?

27 days before. The cheapest time to buy a flight from Jacksonville to Chicago Midway Airport is approximately 27 days to departure

How many flights depart from Jacksonville to Chicago Midway Airport on average per day?

The number of flights available between Jacksonville and Chicago Midway Airport is 1 per day as of April 2024. The most frequent departure time is 1:00PM, with 60% of daily flights leaving in the afternoon.

How many flights depart from Jacksonville to Chicago Midway Airport on average per week?

13 flights are operational weekly from Jacksonville to Chicago Midway Airport as of April 2024. The most popular departure day for this route is Monday, with 15% of flights per week taking off on this day.

Cheap Jacksonville to Chicago Midway Airport (JAX to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jacksonville to Chicago Midway Airport

Best Price Found

$55

Fastest flight time

2h 25m

Direct flights

Mon and Fri
The best one-way flight to Chicago Midway Airport from Jacksonville in the past 72 hours is $55. The best round-trip flight deal from Jacksonville to Chicago Midway Airport found on momondo in the last 72 hours is $124.
The fastest flight from Jacksonville to Chicago Midway Airport takes 2h 25m
Direct flights go from Jacksonville to Chicago Midway Airport on Monday and Friday. The only airline offering direct flights is Southwest.

  • How far is Jacksonville to Chicago Midway by plane?

    A flight from Jacksonville to Chicago Midway will travel around 860.2 mi. A reasonable flight in good conditions will take 3h 35m.

  • When did momondo last update prices for flights from Jacksonville Airport to Chicago Midway Airport?

    Prices for flights from Jacksonville Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Jacksonville Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Jacksonville Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jacksonville Airport 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.


Why use momondo?

Why should I use momondo to find a flight deal from Jacksonville to Chicago?

Finding the right flight to Chicago from Jacksonville is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Jacksonville to Chicago with flexible booking policies on momondo?

Flights from Jacksonville 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 from Jacksonville to Chicago?

Once all potential Jacksonville to Chicago 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 Jacksonville to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Jacksonville 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.


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