Houston to Chicago IAH → MDW, ORD
George Bush Intercontinental Airport (IAH) → Chicago Midway International Airport (MDW), O'Hare International Airport (ORD)
The cheapest return found recently is $331 with Frontier Airlines, 25 Oct – 27 Oct, found today. The cheapest one-way found recently is $173 with American Airlines, 28 Jun 2027, found today.
Return
The cheapest return fare on each of 9 departure dates is usually $181 to $331.
Cheapest return found recently
$331
25 Oct – 27 Oct · Frontier Airlines
George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD)
Leaves 11:36 a.m. · Return leaves 9:51 a.m. · 13 h 53 min of travel, both ways together
out nonstop, back 1 stop
found today
Cheapest nonstop return
$341
22 Oct – 26 Oct · Frontier Airlines
George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD)
Leaves 11:36 a.m. · Return leaves 7:40 a.m. · 5 h 48 min of travel, both ways together
out nonstop, back nonstop
found 2 days ago
Found recently, and the cheapest we hold
$331 25 Oct – 27 Octfound todaySee prices for these dates
$163 16 Dec – 22 Decfound 5 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 $127 to $232.
At $331, 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 9 departure dates from 22 Oct to 17 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 2-night return fares on 1 other departure date within 3 days of 25 Oct, and it is not cheaper.
Every date we hold
11 fares on 9 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 22 Oct – 26 Oct | $341 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 2 days ago | See prices for these dates |
| 25 Oct – 27 Oct | $331 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out nonstop, back 1 stop | found today | See prices for these dates |
| 26 Oct – 28 Oct | $333 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found today | See prices for these dates |
| 23 Nov – 25 Nov | $216 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out nonstop, back 1 stop | found 2 days ago | See prices for these dates |
| 25 Nov – 30 Nov | $253 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| 2 Dec – 9 Dec | $181 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| 15 Dec – 22 Dec | $167 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out 1 stop, back nonstop | found 5 days ago | See prices for these dates |
| 16 Dec – 22 Dec | $163 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | out 1 stop, back nonstop | found 5 days ago | See prices for these dates |
| 17 Dec – 23 Dec | $215 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → Chicago Midway International Airport (MDW) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
Which month looks cheapest?
December 2026 is the cheapest month — from $163.
Airlines on the cheapest dates: Frontier Airlines.
One-way
Not enough comparable prices yet for a usual one-way price.
Cheapest one-way found recently
$173
28 Jun 2027 · American Airlines
George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD)
Leaves 6:02 a.m. · 2 h 41 min trip
nonstop
found today
Cheapest nonstop one-way
$173
28 Jun 2027 · American Airlines
George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD)
Leaves 6:02 a.m. · 2 h 41 min trip
nonstop
found today
Found recently, and the cheapest we hold
$173 28 Jun 2027found todayOpen this trip
It is also the cheapest one-way we hold, of any age.
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest one-way we saw each day was $58 to $173.
At $173, the cheapest one-way 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 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 28 Jun 2027 to compare.
Every date we hold
2 fares on 2 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 3 Jan 2027 | $183 | Frontier Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | nonstop | found 4 days ago | Open this trip |
| 28 Jun 2027 | $173 | American Airlines | George Bush Intercontinental Airport (IAH) → O'Hare International Airport (ORD) | nonstop | found today | Open this trip |
Which month looks cheapest?
June 2027 is the cheapest month — from $173.
Airlines on the cheapest dates: Frontier Airlines, American Airlines.
Premium cabin fares from Houston to Chicago
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 25 Oct – 27 Oct in another cabin: Premium economy · Business · First
Today's prices for 28 Jun 2027 in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Houston to Chicago?
Return
Fares 60 to 89 days before departure were typically 63% 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 | $341 | $322 | +169% | 11 |
| 7–13 days | $322 | $278 | +154% | 7 |
| 14–29 days | $193 | $148 | +52% | 19 |
| 30–59 days | $174 | $134 | +37% | 18 |
| 60–89 days | $127 | $127 | Cheapest seen | 12 |
One-way
Fares 14 to 29 days before departure were typically 38% lower than 7 to 13 days before departure.
From the cheapest one-way 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 |
|---|---|---|---|---|
| 7–13 days | $156 | $130 | +61% | 10 |
| 14–29 days | $97 | $58 | Cheapest seen | 10 |
| 60–89 days | $120 | $116 | +24% | 12 |
| 180+ days | $163 | $157 | +68% | 25 |
Live price for these dates
The cheapest return found recently is for 25 Oct – 27 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