$255 Cheap flight deals from Fort Wayne (FWA) to Chicago (CHI)

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This Weekend's Flight Deals from Fort Wayne 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.

Fri, Jul 24 - Sat, Jul 25
FWA
Fort Wayne Intl.
RFD
Greater Rockford
$299 Roundtrip, found 17 hours ago
$299
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Jul 24 from Fort Wayne Intl. to Greater Rockford, returning Sat, Jul 25, priced at $299 found 17 hours ago
Fri, Jul 24 - Sat, Jul 25
FWA
Fort Wayne Intl.
ORD
O'Hare Intl.
$305 Roundtrip, found 17 hours ago
$305
Roundtrip
found 17 hours ago
Select United flight, departing Fri, Jul 24 from Fort Wayne Intl. to O'Hare Intl., returning Sat, Jul 25, priced at $305 found 17 hours ago
Fri, Jul 24 - Sat, Jul 25
FWA
Fort Wayne Intl.
MDW
Midway Intl.
$325 Roundtrip, found 17 hours ago
$325
Roundtrip
found 17 hours ago
Select Delta flight, departing Fri, Jul 24 from Fort Wayne Intl. to Midway Intl., returning Sat, Jul 25, priced at $325 found 17 hours ago

Airfares from $255 One Way, $245 Round Trip from Fort Wayne to Chicago

Prices starting at $245 for return flights and $255 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, Aug 20 - Mon, Aug 24
FWA
Fort Wayne
ORD
Chicago
$245 Roundtrip, found 19 hours ago
$245
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Thu, Aug 20 from Fort Wayne to Chicago, returning Mon, Aug 24, priced at $245 found 19 hours ago
Thu, Jul 30 - Mon, Aug 10
FWA
Fort Wayne
ORD
Chicago
$254 Roundtrip, found 5 days ago
$254
Roundtrip
found 5 days ago
Select United flight, departing Thu, Jul 30 from Fort Wayne to Chicago, returning Mon, Aug 10, priced at $254 found 5 days ago
Thu, Jul 30 - Mon, Aug 10
FWA
Fort Wayne
ORD
Chicago
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
Select United flight, departing Thu, Jul 30 from Fort Wayne to Chicago, returning Mon, Aug 10, priced at $260 found 5 days ago
Thu, Jul 30 - Sun, Aug 9
FWA
Fort Wayne
ORD
Chicago
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
Select United flight, departing Thu, Jul 30 from Fort Wayne to Chicago, returning Sun, Aug 9, priced at $260 found 5 days ago
Thu, Aug 20 - Mon, Aug 24
FWA
Fort Wayne
ORD
Chicago
$265 Roundtrip, found 19 hours ago
$265
Roundtrip
found 19 hours ago
Select Delta flight, departing Thu, Aug 20 from Fort Wayne to Chicago, returning Mon, Aug 24, priced at $265 found 19 hours ago

Chicago economy flight packages

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

Swissotel - Chicago

9/10 Wonderful! (3,435 reviews)

Sep 3 - Sep 5

2 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $611, price is now $474 per person
$474
per person
found 20 hours ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,586 reviews)

Sep 3 - Sep 5

2 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $783, price is now $583 per person
$583
per person
found 20 hours ago

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,809 reviews)

Sep 3 - Sep 5

2 night stay

Fort Wayne (FWA) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Price was $653, price is now $519 per person
$519
per person
found 20 hours ago
Staff were great but the room was much smaller than expected. There was a desk in room which was unnecessary and it took up so much of the walk that the bar fridge and microwave stacked on top of it stuck out past the wall and ended up being a tripping hazard.

Reviewed on Jul 18, 2026

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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

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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.