Chicago to Guadalajara MDW, ORD, RFD → GDL
Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Don Miguel Hidal Y Costilla International Airport (GDL)
The cheapest return found recently is $412 with Volaris, 20 Oct – 3 Nov, found yesterday. The cheapest one-way found recently is $546 with Allegiant Air, 27 Dec, found today.
Return
The cheapest return fare on each of 4 departure dates is usually $343 to $381.
Cheapest return found recently
$412
20 Oct – 3 Nov · Volaris
O'Hare International Airport (ORD) → Don Miguel Hidal Y Costilla International Airport (GDL)
Leaves 1:49 p.m. · Return leaves 7:06 a.m. · 8 h 11 min of travel, both ways together
out nonstop, back nonstop
found yesterday
Cheapest nonstop return
$412
20 Oct – 3 Nov · Volaris
O'Hare International Airport (ORD) → Don Miguel Hidal Y Costilla International Airport (GDL)
Leaves 1:49 p.m. · Return leaves 7:06 a.m. · 8 h 11 min of travel, both ways together
out nonstop, back nonstop
found yesterday
Found recently, and the cheapest we hold
$412 20 Oct – 3 Novfound yesterdaySee prices for these dates
$317 11 Nov – 16 Novfound 6 days agoSee prices for these dates
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest return we saw each day was $140 to $321.
At $412, the cheapest return found recently is above 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?
Compared with the cheapest return fare on each of 4 departure dates from 20 Oct to 11 Nov, 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?
We hold no other 14-night return fares leaving within 3 days of 20 Oct to compare.
Every date we hold
9 fares on 4 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 20 Oct – 3 Nov | $412 | Volaris | O'Hare International Airport (ORD) → Don Miguel Hidal Y Costilla International Airport (GDL) | out nonstop, back nonstop | found yesterday | See prices for these dates |
| 6 Nov – 23 Nov | $351 | Volaris | Chicago Midway International Airport (MDW) → Don Miguel Hidal Y Costilla International Airport (GDL) | out nonstop, back nonstop | found 5 days ago | See prices for these dates |
| 7 Nov – 13 Nov | $370 | Volaris | Chicago Midway International Airport (MDW) → Don Miguel Hidal Y Costilla International Airport (GDL) | out 1 stop, back 1 stop | found 6 days ago | See prices for these dates |
| 11 Nov – 16 Nov | $317 | Volaris | O'Hare International Airport (ORD) → Don Miguel Hidal Y Costilla International Airport (GDL) | out nonstop, back nonstop | found 6 days ago | See prices for these dates |
Which month looks cheapest?
November 2026 is the cheapest month — from $317.
Airlines on the cheapest dates: Volaris.
One-way
Not enough comparable prices yet for a usual one-way price.
Cheapest one-way found recently
$546
27 Dec · Allegiant Air
Chicago Rockford International Airport (RFD) → Don Miguel Hidal Y Costilla International Airport (GDL)
Leaves 12:27 p.m. · 29 h 20 min trip
1 stop
found today
Cheapest nonstop one-way
None seen yet.
Found recently, and the cheapest we hold
$546 27 Decfound todayOpen this trip
$173 26 Novfound 2 days agoOpen this trip
What have prices looked like?
Over 12 days, 24 Sept to 18 Oct, the cheapest one-way we saw each day was $99 to $326.
At $546, the cheapest one-way found recently is above that range.
12 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?
Not enough comparable prices yet: we hold one-way fares on 2 departure dates and need at least 3 to say what is usual.
Could nearby dates be cheaper?
We hold no other one-way fares leaving within 3 days of 27 Dec to compare.
Every date we hold
4 fares on 2 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 26 Nov | $173 | Frontier Airlines | O'Hare International Airport (ORD) → Don Miguel Hidal Y Costilla International Airport (GDL) | 2 stops | found 2 days ago | Open this trip |
| 27 Dec | $546 | Allegiant Air | Chicago Rockford International Airport (RFD) → Don Miguel Hidal Y Costilla International Airport (GDL) | 1 stop | found today | Open this trip |
Which month looks cheapest?
November 2026 is the cheapest month — from $173.
Airlines on the cheapest dates: Frontier Airlines, Allegiant Air.
Premium cabin fares from Chicago to Guadalajara
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 20 Oct – 3 Nov in another cabin: Premium economy · Business · First
Today's prices for 27 Dec in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Chicago to Guadalajara?
Return
Fares 7 to 13 days before departure were typically 19% lower than 0 to 6 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 |
|---|---|---|---|---|
| 0–6 days | $349 | $284 | +24% | 13 |
| 7–13 days | $282 | $140 | Cheapest seen | 9 |
| 14–29 days | $321 | $302 | +14% | 13 |
| 30–59 days | $305 | $302 | +8% | 19 |
| 60–89 days | $707 | $707 | +151% | 8 |
| 90–179 days | $341 | $341 | +21% | 8 |
| 180+ days | $326 | $320 | +16% | 24 |
One-way
Not enough history yet: in 12 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 20 Oct – 3 Nov. 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