$25 Cheap flight deals from Daytona Beach (DAB) to Chicago (CHI)

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This Weekend's Flight Deals from Daytona Beach 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, Sep 26 - Mon, Sep 29
MCO
Orlando Intl.
ORD
O'Hare Intl.
$121 Roundtrip, just found
$121
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Sep 26 from Orlando Intl. to O'Hare Intl., returning Mon, Sep 29, priced at $121 just found
Fri, Sep 26 - Mon, Sep 29
MCO
Orlando Intl.
MDW
Midway Intl.
$156 Roundtrip, found 15 hours ago
$156
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Fri, Sep 26 from Orlando Intl. to Midway Intl., returning Mon, Sep 29, priced at $156 found 15 hours ago
Sat, Sep 27 - Mon, Sep 29
JAX
Jacksonville Intl.
ORD
O'Hare Intl.
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Sep 27 from Jacksonville Intl. to O'Hare Intl., returning Mon, Sep 29, priced at $313 found 1 day ago
Sat, Sep 27 - Mon, Sep 29
JAX
Jacksonville Intl.
MDW
Midway Intl.
$412 Roundtrip, found 1 day ago
$412
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 27 from Jacksonville Intl. to Midway Intl., returning Mon, Sep 29, priced at $412 found 1 day ago

Airfares from $25 One Way, $52 Round Trip from Daytona Beach to Chicago

Prices starting at $52 for return flights and $25 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.

Sat, Oct 11 - Sat, Oct 18
MCO
Orlando
MDW
Chicago
$52 Roundtrip, found 2 days ago
$52
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Orlando to Chicago, returning Sat, Oct 18, priced at $52 found 2 days ago
Fri, Oct 24 - Mon, Oct 27
MCO
Orlando
ORD
Chicago
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Oct 24 from Orlando to Chicago, returning Mon, Oct 27, priced at $80 just found
Sat, Nov 15 - Mon, Nov 17
JAX
Jacksonville
MDW
Chicago
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Jacksonville to Chicago, returning Mon, Nov 17, priced at $154 found 4 days ago
Sat, Oct 11 - Sun, Oct 12
JAX
Jacksonville
ORD
Chicago
$154 Roundtrip, found 14 hours ago
$154
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Jacksonville to Chicago, returning Sun, Oct 12, priced at $154 found 14 hours ago
Wed, Dec 3 - Mon, Dec 8
MCO
Orlando
RFD
Rockford
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Dec 3 from Orlando to Rockford, returning Mon, Dec 8, priced at $158 found 5 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
3.5-star property

Hilton Grand Vacations Club Chicago Magnificent Mile

9.2/10 Wonderful! (289 reviews)

Oct 24 - Oct 27

3 night stay

Orlando (MCO) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $739, price is now $540 per person
$540
per person
found 1 day ago
close to everything we will be staying here again on our next vacation to Chicago

Reviewed on Aug 31, 2024

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,427 reviews)

Nov 14 - Nov 18

4 night stay

Jacksonville (JAX) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Jacksonville (JAX)

United • Coach
Save 100% on your flight
Price was $1,016, price is now $688 per person
$688
per person
found 1 day ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Nov 14 - Nov 18

4 night stay

Jacksonville (JAX) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Jacksonville (JAX)

United • Coach
Save 100% on your flight
Price was $1,679, price is now $1,174 per person
$1,174
per person
found 1 day ago
Every employee makes every guest feel like a rockstar. Commitment to quality and guest experience is evident.

Reviewed on Sep 14, 2025

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More About Flying To Chicago from Daytona Beach

Route Information for Flights from Daytona Beach to Chicago

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

Daytona Beach to Chicago

Planning a trip is rarely straight forward, especially when searching for cheap deals. At Orbitz.com, we make it easier than anywhere else by providing you with guaranteed low prices. So if you are looking for Daytona Beach to Chicago flights at low cost, you will not be disappointed.

Cruising for a bargain deal

Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Daytona Beach to Chicago so you can reach your destination with more money in your pocket to spend.

Cheap Daytona Beach to Chicago flights that lead to rewards

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Quality combinations

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Even last minute bookings on our apps

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Frequently asked questions

Are there non-stop flights from Daytona Beach to Chicago?
There are 5 airlines that fly nonstop from Orlando Intl. Airport to ORD. Find just what you need with one of these top-rated carriers:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines
  • Frontier Airlines

What is the shortest flight from Daytona Beach to Chicago?
If conditions are good and there are no delays, you could be jetting into Chicago, IL (MDW-Midway Intl.) from JAX in only 2 hours and 50 minutes. With such a speedy flight time, consider bringing just carry-on luggage.
What airlines fly from Daytona Beach to Chicago most frequently?
Feed your wanderlust and jet off with one of the following carriers that offer the most frequent flights from Daytona Beach to Chicago: United Airlines - (UA) with 143 flights every month American Airlines - (AA) with 112 flights every month Spirit Airlines - (NK) with 60 flights every month Southwest Airlines - (WN) with 39 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.

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.