Cheap flights from EVV to MDW (Evansville Regional to Midway Intl.)
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Cheap Flights from EVV to MDW starting at $322 One Way, $588 Round Trip
Prices starting at $588 for return flights and $322 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
EVV
Evansville
MDW
Chicago
$588 Roundtrip, found 1 day ago
$588
Roundtrip
found 1 day ago
EVV
Evansville
MDW
Chicago
$670 Roundtrip, found 2 days ago
$670
Roundtrip
found 2 days ago
EVV
Evansville
MDW
Chicago
$711 Roundtrip, found 1 day ago
$711
Roundtrip
found 1 day ago
EVV
Evansville
MDW
Chicago
$721 Roundtrip, found 1 day ago
$721
Roundtrip
found 1 day ago
EVV
Evansville
MDW
Chicago
$742 Roundtrip, found 2 days ago
$742
Roundtrip
found 2 days ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
$128 nightly
The price is $151 total per night from Apr 26 to Apr 27
$151 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,004 reviews)
The staff members were amazing, especially Ms. Alina!! Location is right next to the blue line station. Several things walking distance. Will definitely stay again.
Reviewed on Apr 17, 2026
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
$135 nightly
The price is $158 total per night from Apr 26 to Apr 27
$158 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (2,095 reviews)
No coffee in coffee pot no breakfast
Reviewed on Apr 16, 2026
Hilton Garden Inn Chicago Downtown South Loop
55 E 11th Street Chicago IL
$118 nightly
The price is $139 total per night from Apr 26 to Apr 27
$139 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,949 reviews)
Experience could’ve been significantly better. There’s no real way to get rid of trash from takeout apart from “leaving it in front of the door” but no one ever comes to get it. For the price one would think that it would be in much better shape but instead there’s peeling wallpaper and a shower ...
Reviewed on Apr 17, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In Chicago
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$116 nightly
The price is $137 total per night from Apr 26 to Apr 27
$137 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,133 reviews)
We hope that someone buys The Congress and loves it and cares for it .. it is a beautiful hotel in an amazing location BUT it needs some TLC
Reviewed on Apr 17, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
$119 nightly
The price is $140 total per night from Apr 26 to Apr 27
$140 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,140 reviews)
Alwa
Reviewed on Apr 17, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$139 nightly
The price is $163 total per night from Apr 26 to Apr 27
$163 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,856 reviews)
Clean and easy check in.
Reviewed on Apr 17, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Chicago Hotels With Airport Transportation
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$55 nightly
The price is $62 total per night from Apr 26 to Apr 27
$62 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,927 reviews)
Close to the airport and pet friendly. Walls were very thin. But endless hot water. Generally clean space.
Reviewed on Apr 16, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$96 nightly
The price is $107 total per night from Apr 26 to Apr 27
$107 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
$78 nightly
The price is $90 total per night from Apr 27 to Apr 28
$90 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,955 reviews)
The beds were very comfortable and the staff was nice and helpful. Breakfast was typical for a free meal. The entire hotel smelled like weed (elevator, lobby and hallways) and the floors and bathroom were dirty. It was fine for one night before our flight but would probably use somewhere else next ...
Reviewed on Apr 18, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced Chicago Hotels
Freehand Chicago
19 East Ohio Street Chicago IL
$103 nightly
The price is $121 total per night from Apr 21 to Apr 22
$121 total
Apr 21 - Apr 22
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (2,881 reviews)
One of the nicer hostels I’ve stayed at. Beds were comfortable and private, although the one small pillow was underwhelming. Everything was very clean. Only four beds to a room made it feel almost like a regular hotel.
Reviewed on Apr 17, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$118 nightly
The price is $139 total per night from Apr 26 to Apr 27
$139 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,567 reviews)
Very helpful and friendly!
Reviewed on Apr 17, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$55 nightly
The price is $62 total per night from Apr 26 to Apr 27
$62 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,927 reviews)
Close to the airport and pet friendly. Walls were very thin. But endless hot water. Generally clean space.
Reviewed on Apr 16, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
511 North Columbus Drive Chicago IL
$148 nightly
The price is $174 total per night from Apr 26 to Apr 27
$174 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,813 reviews)
The beds were t
Reviewed on Apr 17, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$184 nightly
The price is $214 total per night from May 9 to May 10
$214 total
May 9 - May 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,390 reviews)
The hotel is beautiful. The room was clean and furnishings newer. There are a lot of rooms so you could be placed far away from the elevator. For us that was not an issue but I could see it being so for others.
Reviewed on Apr 14, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$139 nightly
The price is $163 total per night from Apr 26 to Apr 27
$163 total
Apr 26 - Apr 27
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,856 reviews)
Clean and easy check in.
Reviewed on Apr 17, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
EVV to MDW Route Info
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EVV Address & GPS
Address:
7801 Bussing Drive
Evansville IN, 47725
United States
IATA Code:
EVV
Longitude:
-87.527965
Latitude:
38.046164
Time Zone:
America/Chicago
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
Other Flights from Evansville Regional Airport (EVV)
Other Flights to Midway Intl. Airport (MDW)
- Owensboro-Daviess County Regional Airport (OWB)
- Veterans Airport of Southern Illinois Airport (MWA)
- Barkley Regional Airport (PAH)
- Louisville Intl. Airport (SDF)
- Bowman Field Airport (LOU)
- Cairo Regional Airport (CIR)
- Cape Girardeau Municipal Airport (CGI)
- Indianapolis Intl. Airport (IND)
- Nashville Intl. Airport (BNA)
- University Of Illinois Urbana-Champaign Williard Airport (CMI)
Frequently asked questions
Map To Nearby Hotels
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.