Cheap flights To Evanston (CHI) from $25

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Cheap Flights to Evanston from $25 One Way, $49 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Oct 29 - Sat, Nov 1
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$49 Roundtrip, just found
$49
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Oct 29 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Nov 1, priced at $49 just found
Tue, Oct 14 - Sat, Oct 18
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$57 Roundtrip, found 9 hours ago
$57
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Oct 14 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Oct 18, priced at $57 found 9 hours ago
Sat, Oct 18 - Sat, Nov 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$81 Roundtrip, found 5 hours ago
$81
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Oct 18 from Los Angeles Intl. to O'Hare Intl., returning Sat, Nov 1, priced at $81 found 5 hours ago
Thu, Oct 30 - Sun, Nov 2
IAH
George Bush Intercontinental
MDW
Midway Intl.
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 30 from George Bush Intercontinental to Midway Intl., returning Sun, Nov 2, priced at $84 found 1 day ago
Sat, Oct 25 - Wed, Nov 5
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Oct 25 from George Bush Intercontinental to O'Hare Intl., returning Wed, Nov 5, priced at $90 found 6 days ago
Tue, Dec 9 - Sat, Dec 13
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$90 Roundtrip, found 1 hour ago
$90
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Dec 9 from George Bush Intercontinental to O'Hare Intl., returning Sat, Dec 13, priced at $90 found 1 hour ago
Thu, Oct 23 - Thu, Oct 30
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Newark Liberty Intl. Airport to Midway Intl., returning Thu, Oct 30, priced at $91 found 3 days ago
Fri, Jan 9 - Mon, Jan 12
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$100 Roundtrip, found 8 hours ago
$100
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Fri, Jan 9 from Newark Liberty Intl. Airport to O'Hare Intl., returning Mon, Jan 12, priced at $100 found 8 hours ago
Tue, Oct 14 - Tue, Oct 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$129 Roundtrip, found 4 days ago
$129
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 14 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Oct 21, priced at $129 found 4 days ago
Wed, Oct 15 - Sat, Oct 18
DAL
Love Field
MDW
Midway Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 15 from Love Field to Midway Intl., returning Sat, Oct 18, priced at $137 found 5 days ago

Evanston Flight Information

Traveling To
Evanston
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, American Airlines, United
Flight Price
$49
Earliest Departing Flight
Latest Departing Flight

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Evanston 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

Oct 17 - Oct 19

2 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Houston (HOU)

Spirit Airlines • Coach
Price was $812, price is now $556 per person
$556
per person
found 1 day ago
JW Marriott Chicago
4.5-star property

JW Marriott Chicago

Oct 30 - Nov 2

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $823, price is now $564 per person
$564
per person
found 1 day ago
The Emily Hotel
4.0-star property

The Emily Hotel

Oct 30 - Nov 2

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $878, price is now $622 per person
$622
per person
found 1 day ago
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Evanston first class flight packages

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,363 reviews)

Oct 23 - Oct 27

4 night stay

Minneapolis (MSP) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Minneapolis (MSP)

Delta • FirstClass
Save 100% on your flight
Price was $1,118, price is now $834 per person
$834
per person
found 1 day ago
Great location, wonderful views and attentive staff made this an enjoyable stay. Super convenient for enjoying the sites of an amazing city.

Reviewed on Sep 16, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,714 reviews)

Oct 23 - Oct 27

4 night stay

Minneapolis (MSP) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Minneapolis (MSP)

Delta • FirstClass
Save 100% on your flight
Price was $1,809, price is now $1,245 per person
$1,245
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

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (347 reviews)

Oct 23 - Oct 27

4 night stay

Minneapolis (MSP) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Minneapolis (MSP)

Delta • FirstClass
Save 100% on your flight
Price was $1,274, price is now $931 per person
$931
per person
found 1 day ago
Front desk and maintenance staff was amazing super succeeded our expectations i will return gor future dates

Reviewed on Feb 16, 2024

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Flights To

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.