$112 Cheap flight deals from Modesto (SMF) to Chicago (CHI)

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This Weekend's Flight Deals from Modesto to Chicago

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.

Sat, Sep 19 - Tue, Sep 22
SMF
Sacramento Intl.
ORD
O'Hare Intl.
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 19 from Sacramento Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $335 found 1 day ago
Sat, Sep 19 - Mon, Sep 21
OAK
Oakland Intl.
ORD
O'Hare Intl.
$463 Roundtrip, found 1 day ago
$463
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 19 from Oakland Intl. to O'Hare Intl., returning Mon, Sep 21, priced at $463 found 1 day ago
Sat, Sep 19 - Thu, Sep 24
OAK
Oakland Intl.
MDW
Midway Intl.
$507 Roundtrip, found 3 days ago
$507
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Sep 19 from Oakland Intl. to Midway Intl., returning Thu, Sep 24, priced at $507 found 3 days ago

Airfares from $112 One Way, $218 Round Trip from Modesto to Chicago

Prices starting at $218 for return flights and $112 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 15 - Wed, Oct 21
SMF
Sacramento
ORD
Chicago
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Sacramento to Chicago, returning Wed, Oct 21, priced at $218 found 1 day ago
Thu, Oct 15 - Fri, Oct 16
SMF
Sacramento
ORD
Chicago
$234 Roundtrip, found 10 hours ago
$234
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Sacramento to Chicago, returning Fri, Oct 16, priced at $234 found 10 hours ago
Thu, Nov 5 - Thu, Nov 12
OAK
Oakland
ORD
Chicago
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Oakland to Chicago, returning Thu, Nov 12, priced at $260 found 1 day ago
Wed, Jan 20 - Thu, Jan 21
SMF
Sacramento
ORD
Chicago
$280 Roundtrip, found 5 days ago
$280
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Wed, Jan 20 from Sacramento to Chicago, returning Thu, Jan 21, priced at $280 found 5 days ago
Fri, Oct 2 - Mon, Oct 5
SMF
Sacramento
MDW
Chicago
$345 Roundtrip, found 3 days ago
$345
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Fri, Oct 2 from Sacramento to Chicago, returning Mon, Oct 5, priced at $345 found 3 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
JW Marriott Chicago
4.5-star property

JW Marriott Chicago

9.2/10 Wonderful! (1,005 reviews)

Oct 18 - Oct 19

1 night stay

Sacramento (SMF) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Price was $549, price is now $399 per person
$399
per person
found 1 day ago

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (1,995 reviews)

Oct 23 - Oct 26

3 night stay

Oakland (OAK) to Chicago (ORD)

Alaska Airlines • Non-stop • Coach

Chicago (ORD) to Oakland (OAK)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,559, price is now $1,200 per person
$1,200
per person
found 10 hours ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,512 reviews)

Oct 16 - Oct 18

2 night stay

Oakland (OAK) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Oakland (OAK)

Frontier Airlines • Coach
Price was $1,179, price is now $887 per person
$887
per person
found 14 hours ago
It’s a beautiful hotel with great location. The staff wasn’t very friendly. It was annoying to pay $6-$13 for a bottle of water. No complimentary microwave. We were told to rent it $34 to warm up our leftovers.

Reviewed on Sep 10, 2026

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More About Flying To Chicago from Modesto

Route Information for Flights from Modesto to Chicago

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

Modesto to Chicago

Orbitz gives you great deals on your flights from Modesto to Chicago. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.

We Offer Great Travel Deals and Discounts

When you book flights from Modesto to Chicago with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Modesto to Chicago flights for your trip—whether you are traveling for business or for fun with your family.

Enjoy Savings on Last-Minute Flights

If you are looking for a discount price on last-minute flights from Modesto to Chicago, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Modesto to Chicago flights that fit your budget and your itinerary for the perfect trip.

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Frequently asked questions

Are there non-stop flights from Modesto to Chicago?
United Airlines and American Airlines offer direct flights from Sacramento, CA (SMF-Sacramento Intl.) to O'Hare Airport, which means you won't need to stress about changing planes or being hopelessly bored during a stopover.
What is the shortest flight from Modesto to Chicago?
With the journey from Oakland, CA (OAK-Oakland Intl.) to Chicago, IL (MDW-Midway Intl.) taking a minimum of 4 hours and 35 minutes, you'll have plenty of time to enjoy the flying experience. Grab a glass of wine and get cozy in your seat with a fascinating movie or novel.
What airlines fly from Modesto to Chicago most frequently?
United Airlines (UA) is one of the carriers with the most flights from SMF to O'Hare Airport. It offers 112 flights each month on this route. Taking a vacation is one of life's greatest pleasures, and this carrier will get you where you need to go. American Airlines (AA) also flies from Modesto to Chicago. It's another reliable choice and offers 34 flights every month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

More Destinations

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.