Chicago to Jacksonville MDW, ORD, RFD → JAX
Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Jacksonville International Airport (JAX)
The cheapest return found recently is $393 with Frontier Airlines, 22 Oct – 23 Oct, found 2 days ago. The cheapest one-way found recently is $66 with Frontier Airlines, 2 Dec, found yesterday.
Return
Not enough comparable prices yet for a usual return price.
Cheapest return found recently
$393
22 Oct – 23 Oct · Frontier Airlines
Chicago Midway International Airport (MDW) → Jacksonville International Airport (JAX)
Leaves 6:22 a.m. · Return leaves 7:46 p.m. · 15 h of travel, both ways together
out 1 stop, back 1 stop
found 2 days ago
Cheapest nonstop return
None seen yet.
Found recently, and the cheapest we hold
$393 22 Oct – 23 Octfound 2 days agoSee prices for these dates
It is also the cheapest return we hold, of any age.
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest return we saw each day was $155 to $393.
At $393, the cheapest return found recently is at the high end of that range.
25 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good return price?
Not enough comparable prices yet: we hold return fares on 1 departure date and need at least 3 to say what is usual.
Could nearby dates be cheaper?
We hold no other 1-night return fares leaving within 3 days of 22 Oct to compare.
Every date we hold
1 fares on 1 departure dates
See every date as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 22 Oct – 23 Oct | $393 | Frontier Airlines | Chicago Midway International Airport (MDW) → Jacksonville International Airport (JAX) | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
Airlines on the cheapest dates: Frontier Airlines.
One-way
The cheapest one-way fare on each of 4 departure dates is usually $74 to $175.
Cheapest one-way found recently
$66
2 Dec · Frontier Airlines
O'Hare International Airport (ORD) → Jacksonville International Airport (JAX)
Leaves 8:15 a.m. · 5 h 39 min trip
1 stop
found yesterday
Cheapest nonstop one-way
None seen yet.
Found recently, and the cheapest we hold
$66 2 Decfound yesterdayOpen this trip
It is also the cheapest one-way we hold, of any age.
What have prices looked like?
Over 24 days, 24 Sept to 18 Oct, the cheapest one-way we saw each day was $60 to $199.
24 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good one-way price?
Compared with the cheapest one-way fare on each of 4 departure dates from 23 Oct to 2 Dec, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
No. We hold one-way fares on 2 other departure dates within 3 days of 2 Dec, and none is cheaper.
Every date we hold
11 fares on 4 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 23 Oct | $282 | Allegiant Air | Chicago Rockford International Airport (RFD) → Jacksonville International Airport (JAX) | 2 stops | found 6 days ago | Open this trip |
| 30 Nov | $139 | Frontier Airlines | Chicago Midway International Airport (MDW) → Jacksonville International Airport (JAX) | 1 stop | found 6 days ago | Open this trip |
| 1 Dec | $77 | Frontier Airlines | O'Hare International Airport (ORD) → Jacksonville International Airport (JAX) | 1 stop | found 6 days ago | Open this trip |
| 2 Dec | $66 | Frontier Airlines | O'Hare International Airport (ORD) → Jacksonville International Airport (JAX) | 1 stop | found yesterday | Open this trip |
Which month looks cheapest?
December 2026 is the cheapest month — from $66.
Airlines on the cheapest dates: Frontier Airlines, Allegiant Air.
Premium cabin fares from Chicago to Jacksonville
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 22 Oct – 23 Oct in another cabin: Premium economy · Business · First
Today's prices for 2 Dec in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Chicago to Jacksonville?
Return
The cheapest fares were 30 to 59 days before departure.
From the cheapest return each day between 24 Sept and 18 Oct (25 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 30–59 days | $243 | $155 | Cheapest seen | 10 |
| 90–179 days | $387 | $169 | +59% | 15 |
| 180+ days | $390 | $387 | +61% | 12 |
One-way
Not enough history yet: in 24 days of one-way prices, 24 Sept to 18 Oct, fewer than 3 booking ranges had prices on 7 days or more.
Live price for these dates
The cheapest return found recently is for 22 Oct – 23 Oct. A live search on this page shows what those dates cost now, for one adult in economy.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work