$195+ Cheap flights from Medford (MFR) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — CHI
Apr 24 — May 11
Round-trip
1 adult, Economy
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Find cheap flights from Medford to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Medford to Chicago
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Cheapest flights from Medford to ChicagoExplore the most affordable flight options available from Medford to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2026.
Explore the most affordable flight options available from Medford to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2026.
This Alaska Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:10 am
MFR
- ORD
1 stop6h 58m
Alaska Airlines
Wed 5/66:00 am
ORD
- MFR
1 stop8h 52m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:10 am
MFR
- ORD
2 stops13h 08m
Delta
Tue 4/286:00 pm
ORD
- MFR
1 stop7h 20m
Delta
Deal found 3/24![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:10 am
MFR
- MDW
2 stops11h 26m
Delta
Sat 5/22:12 pm
MDW
- MFR
2 stops11h 08m
Delta
Deal found 3/21![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:12 pm
MFR
- ORD
1 stop7h 17m
United Airlines
Sat 5/26:20 am
ORD
- MFR
1 stop7h 27m
United Airlines
Deal found 3/22![United Airlines logo]()
$353
This Alaska Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:11 am
MFR
- ORD
1 stop6h 02m
Alaska Airlines
Tue 4/216:00 am
ORD
- MFR
1 stop8h 45m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$389
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:12 pm
MFR
- ORD
2 stops8h 47m
United Airlines
Sun 4/266:25 am
ORD
- MFR
1 stop7h 24m
United Airlines
Deal found 3/23![United Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:28 pm
MFR
- ORD
1 stop6h 50m
Delta
Sat 5/23:53 pm
ORD
- MFR
2 stops9h 27m
Delta
Deal found 3/21![Delta logo]()
$393
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:07 pm
MFR
- ORD
1 stop7h 22m
United Airlines
Sun 5/106:20 am
ORD
- MFR
1 stop7h 27m
United Airlines
Deal found 3/24![United Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:15 am
MFR
- MDW
2 stops11h 18m
Delta
Sun 5/101:22 pm
MDW
- MFR
2 stops12h 33m
Delta
Deal found 3/24![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:10 am
MFR
- MDW
2 stops10h 48m
Delta
Tue 4/289:27 am
MDW
- MFR
2 stops9h 21m
Delta
Deal found 3/24![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:15 am
MFR
- MDW
2 stops10h 41m
Delta
Tue 6/91:16 pm
MDW
- MFR
2 stops12h 06m
Delta
Deal found 3/22![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:05 am
MFR
- MDW
2 stops10h 00m
Delta
Tue 9/151:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 3/23![Delta logo]()
$546
Best flights from Medford to ChicagoDiscover carefully curated flight deals from Medford to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 25, 2026.
Discover carefully curated flight deals from Medford to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 25, 2026.
This Alaska Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:35 am
MFR
- ORD
1 stop9h 28m
Alaska Airlines
Wed 5/68:50 am
ORD
- MFR
1 stop10h 16m
Alaska Airlines
Deal found 3/22![Alaska Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:12 pm
MFR
- ORD
1 stop8h 47m
United Airlines
Sun 5/36:20 am
ORD
- MFR
1 stop7h 27m
United Airlines
Deal found 3/21![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:10 am
MFR
- ORD
2 stops9h 54m
Delta
Sat 5/23:53 pm
ORD
- MFR
2 stops9h 27m
Delta
Deal found 3/21![Delta logo]()
$398
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:12 pm
MFR
- ORD
2 stops8h 47m
United Airlines
Sat 5/26:20 am
ORD
- MFR
1 stop7h 27m
United Airlines
Deal found 3/24![United Airlines logo]()
$354
This Alaska Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:11 am
MFR
- ORD
1 stop6h 02m
Alaska Airlines
Tue 4/216:00 am
ORD
- MFR
1 stop8h 45m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:10 am
MFR
- ORD
2 stops13h 08m
Delta
Sun 5/36:00 pm
ORD
- MFR
1 stop7h 20m
Delta
Deal found 3/21![Delta logo]()
$443
This Alaska Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:35 pm
MFR
- ORD
1 stop14h 27m
Alaska Airlines
Wed 8/56:39 pm
ORD
- MFR
1 stop7h 25m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/22:11 pm
MFR
- ORD
1 stop6h 48m
United Airlines
Mon 6/296:10 am
ORD
- MFR
1 stop7h 54m
United Airlines
Deal found 3/21![United Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:10 am
MFR
- MDW
2 stops9h 48m
Delta
Sat 5/22:12 pm
MDW
- MFR
2 stops11h 08m
Delta
Deal found 3/21![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:10 am
MFR
- MDW
2 stops10h 48m
Delta
Tue 4/289:27 am
MDW
- MFR
2 stops9h 21m
Delta
Deal found 3/24![Delta logo]()
$448
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:15 am
MFR
- ORD
2 stops13h 35m
Delta
Tue 6/92:07 pm
ORD
- MFR
2 stops11h 15m
Delta
Deal found 3/22![Delta logo]()
$450
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:27 pm
MFR
- ORD
1 stop9h 02m
Delta
Mon 6/225:22 pm
ORD
- MFR
2 stops8h 35m
Delta
Deal found 3/23![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:15 am
MFR
- MDW
2 stops10h 41m
Delta
Tue 6/91:16 pm
MDW
- MFR
2 stops12h 06m
Delta
Deal found 3/22![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:10 am
MFR
- MDW
2 stops9h 48m
Delta
Sat 5/22:12 pm
MDW
- MFR
2 stops11h 08m
Delta
Deal found 3/21![Delta logo]()
$568
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:15 am
MFR
- MDW
2 stops10h 18m
Delta
Mon 6/11:22 pm
MDW
- MFR
2 stops12h 31m
Delta
Deal found 3/24![Delta logo]()
$573
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:00 am
MFR
- MDW
2 stops10h 40m
Delta
Sun 4/121:10 pm
MDW
- MFR
2 stops12h 37m
Delta
Deal found 3/24![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/75:00 am
MFR
- MDW
2 stops10h 54m
Delta
Sat 4/111:10 pm
MDW
- MFR
2 stops11h 40m
Delta
Deal found 3/23![Delta logo]()
$608
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:10 am
MFR
- MDW
2 stops9h 48m
Delta
Sun 4/261:24 pm
MDW
- MFR
2 stops11h 56m
Delta
Deal found 3/23![Delta logo]()
$699
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:15 am
MFR
- MDW
2 stops11h 18m
Delta
Mon 6/291:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 3/21![Delta logo]()
$705
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:10 am
MFR
- MDW
2 stops9h 48m
Delta
Sun 5/312:52 pm
MDW
- MFR
2 stops12h 28m
Delta
Deal found 3/21![Delta logo]()
$752
Last-minute flights from Medford to ChicagoDiscover last-minute flight deals from Medford to Chicago. Data last updated March 25, 2026 and is based on user searches.
Discover last-minute flight deals from Medford to Chicago. Data last updated March 25, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:50 pm
MFR
- ORD
1 stop8h 49m
Alaska Airlines
Sat 4/116:00 am
ORD
- MFR
1 stop8h 45m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/712:50 pm
MFR
- ORD
1 stop6h 30m
United Airlines
Sun 4/126:25 am
ORD
- MFR
1 stop7h 24m
United Airlines
Deal found 3/24![United Airlines logo]()
$496
This Alaska Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:11 am
MFR
- ORD
1 stop6h 02m
Alaska Airlines
Tue 4/216:00 am
ORD
- MFR
1 stop8h 45m
Alaska Airlines
Deal found 3/20![Alaska Airlines logo]()
$389
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:50 pm
MFR
- ORD
1 stop6h 30m
United Airlines
Tue 4/286:25 am
ORD
- MFR
1 stop7h 23m
United Airlines
Deal found 3/24![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:10 am
MFR
- ORD
2 stops13h 08m
Delta
Tue 4/286:00 pm
ORD
- MFR
1 stop7h 20m
Delta
Deal found 3/24![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:10 am
MFR
- MDW
2 stops10h 48m
Delta
Tue 4/289:27 am
MDW
- MFR
2 stops9h 21m
Delta
Deal found 3/24![Delta logo]()
$448
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:12 pm
MFR
- ORD
1 stop7h 17m
United Airlines
Sat 5/26:20 am
ORD
- MFR
1 stop7h 27m
United Airlines
Deal found 3/22![United Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:12 pm
MFR
- ORD
2 stops8h 47m
United Airlines
Sun 4/266:25 am
ORD
- MFR
1 stop7h 24m
United Airlines
Deal found 3/23![United Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:10 am
MFR
- MDW
2 stops9h 48m
Delta
Sat 5/22:12 pm
MDW
- MFR
2 stops11h 08m
Delta
Deal found 3/22![Delta logo]()
$568
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:10 am
MFR
- MDW
2 stops11h 26m
Delta
Sat 5/22:12 pm
MDW
- MFR
2 stops11h 08m
Delta
Deal found 3/21![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:28 pm
MFR
- ORD
1 stop6h 50m
Delta
Sat 5/23:53 pm
ORD
- MFR
2 stops9h 27m
Delta
Deal found 3/21![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:10 am
MFR
- ORD
2 stops13h 08m
Delta
Sun 5/36:00 pm
ORD
- MFR
1 stop7h 20m
Delta
Deal found 3/21![Delta logo]()
$443
One-way flights from Medford to ChicagoSearch for one-way flight options from Medford to Chicago. Find affordable one-way fares based on user searches. Data last updated March 25, 2026.
Search for one-way flight options from Medford to Chicago. Find affordable one-way fares based on user searches. Data last updated March 25, 2026.
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:08 pm
MFR
- ORD
1 stop8h 24m
American Airlines
Deal found 3/21![American Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:11 pm
MFR
- ORD
2 stops25h 31m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/81:39 pm
MFR
- ORD
1 stop7h 04m
American Airlines
Deal found 3/23![American Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/269:33 pm
MFR
- ORD
2 stops21h 20m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$208
This Expedia deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:35 pm
MFR
- ORD
1 stop7h 27m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:30 pm
MFR
- ORD
2 stops12h 29m
Delta
Deal found 3/23![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:30 pm
MFR
- MDW
2 stops13h 38m
Delta
Deal found 3/23![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:00 am
MFR
- MDW
2 stops10h 54m
Delta
Deal found 3/25![Delta logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:11 pm
MFR
- MDW
3 stops23h 00m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/269:33 pm
MFR
- MDW
3 stops35h 39m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$316
This Expedia deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:40 pm
MFR
- ORD
2 stops13h 00m
Alaska Airlines
Deal found 3/21![Alaska Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:28 pm
MFR
- MDW
2 stops14h 28m
Delta
Deal found 3/21![Delta logo]()
$336
Find flight deals from Medford to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Medford (MFR) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Alaska Airlines) |
One-way from | $195 (American Airlines) |
Popular in | January |
Cheapest in | October |
Average price | $728 |
Cheapflights Fare Finder
Customize your flight search to find flights from Medford to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 25, 2026.
Use the filters below to find and compare flights from Medford to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MedfordChicago
MFR - ORD
MFRORD
Medford
Sat 5/2
7:35 am-7:03 pm
1 stop9h 28m
Chicago O'Hare Intl
Wed 5/6
8:50 am-5:06 pm
1 stop10h 16m
$317
MedfordChicago
MFR - ORD
MFRORD
Medford
Tue 4/28
2:12 pm-12:59 am
1 stop8h 47m
Chicago O'Hare Intl
Sun 5/3
6:20 am-11:47 am
1 stop7h 27m
$353
MedfordChicago
MFR - ORD
MFRORD
Medford
Fri 4/24
2:12 pm-12:59 am
2 stops8h 47m
Chicago O'Hare Intl
Sat 5/2
6:20 am-11:47 am
1 stop7h 27m
$354
MedfordChicago
MFR - ORD
MFRORD
Medford
Sat 4/18
5:11 am-1:13 pm
1 stop6h 02m
Chicago O'Hare Intl
Tue 4/21
6:00 am-12:45 pm
1 stop8h 45m
$389
MedfordChicago
MFR - ORD
MFRORD
Medford
Tue 4/28
6:10 am-6:04 pm
2 stops9h 54m
Chicago O'Hare Intl
Sat 5/2
3:53 pm-11:20 pm
2 stops9h 27m
$398
MedfordChicago
MFR - ORD
MFRORD
Medford
Sat 7/25
12:35 pm-5:02 am
1 stop14h 27m
Chicago O'Hare Intl
Wed 8/5
6:39 pm-12:04 am
1 stop7h 25m
$413
Quickest round-trip
MedfordChicago
MFR - ORD
MFRORD
Medford
Tue 6/2
2:11 pm-10:59 pm
1 stop6h 48m
Chicago O'Hare Intl
Mon 6/29
6:10 am-12:04 pm
1 stop7h 54m
$440
MedfordChicago
MFR - ORD
MFRORD
Medford
Tue 4/28
6:10 am-9:18 pm
2 stops13h 08m
Chicago O'Hare Intl
Sun 5/3
6:00 pm-11:20 pm
1 stop7h 20m
$443
MedfordChicago
MFR - MDW
MFRMDW
Medford
Tue 4/28
6:10 am-5:58 pm
2 stops9h 48m
Chicago Midway
Sat 5/2
2:12 pm-11:20 pm
2 stops11h 08m
$448
MedfordChicago
MFR - MDW
MFRMDW
Medford
Tue 4/21
5:10 am-5:58 pm
2 stops10h 48m
Chicago Midway
Tue 4/28
9:27 am-4:48 pm
2 stops9h 21m
$448
Showing 1-10 of 36 resultsSorted by cheapest first
Compare providers for flights from Medford to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Medford to Chicago in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Medford-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Medford-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Medford-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Medford-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Medford-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Medford to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Medford with our price prediction graph.
MFR-CHI
MFR-ORD
MFR-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Medford to Chicago
MFR-CHI
MFR-ORD
MFR-MDW
What is the cheapest month to book a flight from Medford to Chicago?
Currently, February is the cheapest month in which you can book a flight from Medford to Chicago (average of $237). Flying from Medford to Chicago in June is currently the most expensive (average of $672). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Medford to Chicago?
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 25, 2026.
Get a feel of what it's like to fly with Alaska Airlines and United Airlines from Medford to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from Medford to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 25, 2026.
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Search flights from Medford to Chicago by cabin class
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Medford and Chicago flights
Browse other Medford and Chicago flight options. Last updated on March 25, 2026.
Other flights from Medford
Browse through other flights departing from Medford. Flights are based on user searches made on Cheapflights and were last updated on March 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Medford to Chicago
Discover the top 4 airlines that operate flights from Medford to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$258 | Average$363 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$273 | Average$505 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$302 | Average$421 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$308 | Average$416 | FlexibilityNo cancel fee | On-time75% |