$28 Cheap flight deals from Houston (HOU) to Oakbrook Terrace (CHI)
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This Weekend's Flight Deals from Houston to Oakbrook Terrace
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$99 Roundtrip, found 3 hours ago
$99
Roundtrip
found 3 hours ago
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$99 Roundtrip, found 3 hours ago
$99
Roundtrip
found 3 hours ago
IAH
George Bush Intercontinental
MDW
Midway Intl.
$135 Roundtrip, found 10 hours ago
$135
Roundtrip
found 10 hours ago
IAH
George Bush Intercontinental
MDW
Midway Intl.
$135 Roundtrip, found 10 hours ago
$135
Roundtrip
found 10 hours ago
Airfares from $28 One Way, $56 Round Trip from Houston to Oakbrook Terrace
Prices starting at $56 for return flights and $28 for one-way flights to Oakbrook Terrace were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
IAH
Houston
ORD
Chicago
$56 Roundtrip, found 2 days ago
$56
Roundtrip
found 2 days ago
IAH
Houston
ORD
Chicago
$87 Roundtrip, just found
$87
Roundtrip
just found
IAH
Houston
MDW
Chicago
$135 Roundtrip, found 10 hours ago
$135
Roundtrip
found 10 hours ago
IAH
Houston
RFD
Rockford
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
IAH
Houston
ORD
Chicago
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Oakbrook Terrace economy flight packages
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Illinois Beach Hotel
8/10 Very Good! (504 reviews)
May 6 - May 10
4 night stay
Houston (IAH) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $462, price is now $292 per person
$292
per person
found 14 hours ago
Private beach on Lake Michigan. Very beautiful.Nature trails right out side the door. Great staff . Good restaurant.
Reviewed on Oct 20, 2024
4.5-star property
Fairmont Chicago at Millennium Park
8.8/10 Excellent! (2,096 reviews)
May 7 - May 9
2 night stay
Houston (HOU) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $618, price is now $422 per person
$422
per person
found 1 day ago
The room was great the service was good
Reviewed on Feb 16, 2026
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (3,688 reviews)
May 22 - May 24
2 night stay
Houston (HOU) to Chicago (ORD)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $835, price is now $595 per person
$595
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.
Reviewed on Jan 14, 2026
Don't see what you're looking for?
See all available trips from Houston to Oakbrook Terrace
View all tripsOakbrook Terrace first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Eurostars Magnificent Mile
9/10 Wonderful! (3,314 reviews)
May 15 - May 18
3 night stay
Houston (IAH) to Chicago (ORD)
American Airlines • Non-stop roundtrip • FirstClass
Price was $1,336, price is now $984 per person
$984
per person
found 1 day ago
In convenient area either by walking or uber
Reviewed on Oct 18, 2025
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (3,688 reviews)
May 15 - May 18
3 night stay
Houston (IAH) to Chicago (ORD)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $1,607, price is now $1,154 per person
$1,154
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.
Reviewed on Jan 14, 2026
4.0-star property
Level Chicago - River North
9.2/10 Wonderful! (876 reviews)
May 15 - May 18
3 night stay
Houston (IAH) to Chicago (ORD)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $1,815, price is now $1,320 per person
$1,320
per person
found 1 day ago
The pool area is fantastic. Rooms very ample-sized and comfortable. I would stay here again!
Reviewed on Jul 8, 2024
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See all available trips from Houston to Oakbrook Terrace
View all tripsMore About Flying To Oakbrook Terrace from Houston
Route Information for Flights from Houston to Oakbrook Terrace
Origin Airport IATA Code | HOU |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Houston to Oakbrook Terrace
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Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Houston to Oakbrook Terrace if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.