$203 Cheap flight deals from Fort Wayne (FWA) to Chicago (CHI)

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Airfares from $203 One Way, $239 Round Trip from Fort Wayne to Chicago

Prices starting at $239 for return flights and $203 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, Jan 21 - Mon, Jan 25
FWA
Fort Wayne
ORD
Chicago
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jan 21 from Fort Wayne to Chicago, returning Mon, Jan 25, priced at $239 found 2 days ago
Thu, Jan 21 - Mon, Jan 25
FWA
Fort Wayne
ORD
Chicago
$246 Roundtrip, found 2 days ago
$246
Roundtrip
found 2 days ago
Select United flight, departing Thu, Jan 21 from Fort Wayne to Chicago, returning Mon, Jan 25, priced at $246 found 2 days ago
Thu, Jan 21 - Mon, Jan 25
FWA
Fort Wayne
ORD
Chicago
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select United flight, departing Thu, Jan 21 from Fort Wayne to Chicago, returning Mon, Jan 25, priced at $249 found 2 days ago
Thu, Jan 21 - Mon, Jan 25
FWA
Fort Wayne
ORD
Chicago
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jan 21 from Fort Wayne to Chicago, returning Mon, Jan 25, priced at $259 found 2 days ago
Thu, Jan 21 - Mon, Jan 25
FWA
Fort Wayne
ORD
Chicago
$273 Roundtrip, found 2 days ago
$273
Roundtrip
found 2 days ago
Select United flight, departing Thu, Jan 21 from Fort Wayne to Chicago, returning Mon, Jan 25, priced at $273 found 2 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Blue Chip Casino Hotel and Spa
3.5-star property

Blue Chip Casino Hotel and Spa

8.4/10 Very Good! (2,101 reviews)

Jul 16 - Jul 18

2 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $424, price is now $366 per person
$366
per person
found 11 hours ago
The staff made this visit so memorable. We came for my birthday and they were so friendly and gave us ideas for places to dine and things to do for fun. I really appreciated them being so pleasant and fun. The room was comfortable and the pool was very pretty. I will be back again!

Reviewed on Aug 8, 2025

The Brewery Lodge Hotel
3.5-star property

The Brewery Lodge Hotel

9/10 Wonderful! (842 reviews)

Jul 16 - Jul 18

2 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $522, price is now $454 per person
$454
per person
found 11 hours ago
We had a wonderful stay at the Brewery Lodge and Supper Club. Our room was incredibly cozy and comfortable—warm, inviting, and the perfect place to unwind. Dinner was truly exceptional; the food was chef-quality in every way, beautifully prepared and full of flavor. Our server, Dan, was excellent—attentive, personable, and made the whole meal feel even more special. Every part of our experience felt thoughtful and elevated. Highly recommend this gem for anyone looking for a relaxing stay paired with outstanding dining. We’ll absolutely be back.

Reviewed on Dec 3, 2025

Hampton Inn & Suites Valparaiso
2.5-star property

Hampton Inn & Suites Valparaiso

8.8/10 Excellent! (831 reviews)

Jul 16 - Jul 18

2 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $539, price is now $471 per person
$471
per person
found 11 hours ago
Clean and comfortable

Reviewed on Aug 4, 2021

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More About Flying To Chicago from Fort Wayne

Route Information for Flights from Fort Wayne to Chicago

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

Fort Wayne to Chicago

Whether you want to book cheap flights from Fort Wayne to Chicago or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Fort Wayne to Chicago flights.

Make the Most of Your Vacation

Not only does Orbitz have cheap deals for Fort Wayne to Chicago flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Chicago.

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Book your flights from Fort Wayne to Chicago wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Fort Wayne to Chicago flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.

Craft Your Perfect Vacation

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Frequently asked questions

Are there non-stop flights from Fort Wayne to Chicago?
There certainly are, which is awesome news if you're not a massive fan of switching planes en route. American Airlines and United Airlines fly straight from Fort Wayne Intl. Airport to Chicago, IL (ORD-O'Hare Intl.).
What is the shortest flight from Fort Wayne to Chicago?
It can take as little as 2 hours and 8 minutes to travel from Fort Wayne, IN (FWA-Fort Wayne Intl.) to Chicago, IL (MDW-Midway Intl.). Relax and enjoy the journey, because you'll be strolling through arrivals in the blink of an eye.
What airlines fly from Fort Wayne to Chicago most frequently?
The airlines that have the most frequent flights between Fort Wayne Intl. Airport (FWA) and O'Hare Intl. Airport (ORD) include American Airlines (AA). This popular option operates 82 flights on the route each month. If you can't find the right flight for you there, look into the fares with United Airlines (UA). This carrier is a terrific alternative and offers 60 flights between Fort Wayne and Chicago monthly.
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.