$97 Cheap flight deals from Houston (HOU) to Cicero (CHI)

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This Weekend's Flight Deals from Houston to Cicero

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.

Sun, Sep 13 - Wed, Oct 7
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$227 Roundtrip, found 6 hours ago
$227
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Sep 13 from George Bush Intercontinental to O'Hare Intl., returning Wed, Oct 7, priced at $227 found 6 hours ago
Sun, Sep 13 - Wed, Oct 7
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$227 Roundtrip, found 6 hours ago
$227
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Sep 13 from George Bush Intercontinental to O'Hare Intl., returning Wed, Oct 7, priced at $227 found 6 hours ago
Sat, Sep 12 - Mon, Sep 14
IAH
George Bush Intercontinental
MDW
Midway Intl.
$488 Roundtrip, found 2 days ago
$488
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Sep 12 from George Bush Intercontinental to Midway Intl., returning Mon, Sep 14, priced at $488 found 2 days ago
Sat, Sep 12 - Mon, Sep 14
IAH
George Bush Intercontinental
MDW
Midway Intl.
$488 Roundtrip, found 2 days ago
$488
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Sep 12 from George Bush Intercontinental to Midway Intl., returning Mon, Sep 14, priced at $488 found 2 days ago

Airfares from $97 One Way, $78 Round Trip from Houston to Cicero

Prices starting at $78 for return flights and $97 for one-way flights to Cicero were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Nov 11 - Mon, Nov 16
IAH
Houston
ORD
Chicago
$78 Roundtrip, found 16 hours ago
$78
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Nov 11 from Houston to Chicago, returning Mon, Nov 16, priced at $78 found 16 hours ago
Sat, Nov 14 - Wed, Nov 18
IAH
Houston
MDW
Chicago
$233 Roundtrip, found 7 hours ago
$233
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Houston to Chicago, returning Wed, Nov 18, priced at $233 found 7 hours ago
Thu, Oct 1 - Sat, Oct 3
HOU
Houston
MDW
Chicago
$283 Roundtrip, found 9 hours ago
$283
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Thu, Oct 1 from Houston to Chicago, returning Sat, Oct 3, priced at $283 found 9 hours ago
Wed, Oct 14 - Sat, Oct 17
IAH
Houston
ORD
Chicago
$283 Roundtrip, found 1 hour ago
$283
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Oct 14 from Houston to Chicago, returning Sat, Oct 17, priced at $283 found 1 hour ago
Wed, Oct 14 - Sat, Oct 17
IAH
Houston
ORD
Chicago
$283 Roundtrip, found 1 hour ago
$283
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Oct 14 from Houston to Chicago, returning Sat, Oct 17, priced at $283 found 1 hour ago

Cicero economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,174 reviews)

Oct 22 - Oct 25

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,265, price is now $782 per person
$782
per person
found 1 day ago
Honestly did not meet expectations. Check in was very fast but overall staff was a cold and not friendly. The only exception were few members at the breakfast restaurant, Maitre D’ and a few of the Bussers. No one offered help with the bags when checking in or out. We were traveling with a toddler and stroller so our hands were pretty full. Everyone seemed very interested in just chatting with other staff members and not connecting with guests at the hotel. The rooftop seems to be adults only which was not mentioned after we asked reception about checking it out. We tried to go one day and they didn’t help get a high chair for our toddler. I even mentioned getting one from the second floor restaurant which they have and they said no. We ended up going somewhere else nearby instead. My son was not able to get a proper seat for his age. They pointed a a high top table which is absurd. The hotel has great potential and well located. Unfortunately needs more presence in the hospitality aspect which should be their number one priority. Also note that they charge a $250 fee at checking-in addition to the nightly rate deposit. They claim is for incidentals but is just a way to encourage you spend the money at the hotel restaurant or bar.

Reviewed on Sep 9, 2026

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9.2/10 Wonderful! (520 reviews)

Oct 23 - Oct 28

5 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,681, price is now $993 per person
$993
per person
found 19 hours ago
Location and facility was very nice

Reviewed on Sep 7, 2026

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (561 reviews)

Oct 19 - Oct 23

4 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,691, price is now $999 per person
$999
per person
found 1 day ago
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on Sep 7, 2026

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Cicero packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,351 reviews)

Oct 14 - Oct 17

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,474, price is now $1,057 per person
$1,057
per person
found 16 hours ago
Great hotel… hotel was accommodating with early check in and late check out… very helpful… clean and spacious room… housekeeping daily and room was always fresh…

Reviewed on Sep 9, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,174 reviews)

Oct 13 - Oct 17

4 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,840, price is now $1,174 per person
$1,174
per person
found 16 hours ago
Honestly did not meet expectations. Check in was very fast but overall staff was a cold and not friendly. The only exception were few members at the breakfast restaurant, Maitre D’ and a few of the Bussers. No one offered help with the bags when checking in or out. We were traveling with a toddler and stroller so our hands were pretty full. Everyone seemed very interested in just chatting with other staff members and not connecting with guests at the hotel. The rooftop seems to be adults only which was not mentioned after we asked reception about checking it out. We tried to go one day and they didn’t help get a high chair for our toddler. I even mentioned getting one from the second floor restaurant which they have and they said no. We ended up going somewhere else nearby instead. My son was not able to get a proper seat for his age. They pointed a a high top table which is absurd. The hotel has great potential and well located. Unfortunately needs more presence in the hospitality aspect which should be their number one priority. Also note that they charge a $250 fee at checking-in addition to the nightly rate deposit. They claim is for incidentals but is just a way to encourage you spend the money at the hotel restaurant or bar.

Reviewed on Sep 9, 2026

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,512 reviews)

Oct 13 - Oct 17

4 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,592, price is now $1,138 per person
$1,138
per person
found 16 hours ago

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More About Flying To Cicero from Houston

Route Information for Flights from Houston to Cicero

Origin Airport IATA Code
HOU
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Houston to Cicero

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Orbitz is your number one source for low fares for Houston to Cicero flights. Our low price guarantee on domestic and international air tickets give you great savings for a perfect trip to Cicero. Need hotels too? You can book them last minute on your mobile phone.

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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.